Picture it: sea grass swaying in the breeze, the sun beating down on your face, and everything you need right at your fingertips. Plan a trip to one of the best winter beach vacation spots, and make your travel daydreams come true this season.
America’s Hottest Winter Sun Beach Spots
As if you didn’t need another excuse to escape the cold weather, we’ve highlighted 15 top destinations for winter sun. From undiscovered gems off the coast of Louisiana to tried-and-true Florida hot spots, these places are bringing the heat.
Beautiful beaches pair with Southern hospitality to create the ideal setting for a winter sun vacation in Saint Simons Island. Unwind on your rental’s screened-in porch or unfurl your towel at the beach—you can’t go wrong in Georgia’s Golden Isles. While you’re here, explore the salt marshes in a kayak, tour the St. Simons Lighthouse Museum, and dine on succulent seafood straight from the Gulf.
Located along a beautiful string of Gulf Coast beaches, Orange Beach offers thrilling fishing charters, dolphin-sighting cruises, breathtaking nature hikes, and lots of seaside fun. Choose from waterfront condos and apartments, or rent a spacious beach house, so your whole family can join. Don’t pass up the opportunity to enjoy winter sun in Orange Beach.
Gather your whole family and head to Galveston for a blissful winter beach vacation. Here, you’ll find sprawling beach parks and a wealth of kid-friendly attractions, like Moody Gardens, plus plenty of waterfront homes that sleep more than 10 guests—the perfect combination for any getaway. Whether you’re looking to sunbathe or discover nature, Galveston is sure to satisfy your winter wanderlust.
When it comes to winter beach vacations, Kapolei is as inviting as it gets! Situated on the coast of Oahu, Kapolei serves as a giant playground for its visitors. From snorkeling in Paradise Cove to golfing at Ko Olina Golf Club, there’s an adventure for everyone. Grab your swimsuit and sunscreen, and see for yourself why travelers describe it as “paradise found!”
Myrtle Beach is one of those winter beach vacations everyone in your family can appreciate. It boasts a vibrant boardwalk brimming with games and entertainment for the kids, stellar nightlife for the adults, and plenty of family-friendly activities everyone can enjoy together. Rent a condo overlooking the water and wake up every morning to the sound of waves washing over the sand.
Sprawling beaches, idyllic nature preserves, and pristine golf courses: what’s not to love about Sunset Beach? Situated on the southeast coast of North Carolina, halfway between Myrtle Beach and Wilmington, this winter sun vacation spot offers something to suit every interest. Mornings here are for leisurely beach strolls, while afternoons ought to be spent casting your fishing line from the Sunset Beach fishing pier. Rent a home right on the water and enjoy panoramic beach views around the clock.
Located in the heart of Southern California, Long Beach offers everything from upscale shopping and state-of-the-art museums to waterfront trails and laid-back beach parks. While it’s easy to get caught up in the excitement of attractions like the Aquarium of the Pacific and legendary Queen Mary, don’t forget to spend some downtime soaking up sun at the beach. A beautiful beach house will provide the perfect starting point for new adventures and lasting memories.
Whether it’s a morning at the beach or an afternoon relaxing on your waterfront rental’s balcony, strawberry daiquiri in hand, Marco Island provides the perfect place for a winter sun escape. Cruise through the sparkling seas to nearby Keewaydin Island, or relax in the white sands of Tigertail Beach. Besides its breathtaking beaches, Marco Island boasts beautiful bike paths, soothing spas, and plenty of options for entertainment. If you’re seeking winter sun, head south to Marco Island!
With its nickname the “Sunshine City,” it’s easy to see why St. Petersburg ranks among the best winter beach vacations. When you need a break from the sun, check out the colorful exhibits of the Chihuly Collection or explore the Dali Museum. Have kids in tow? Watch your little ones light up with glee at the Great Explorations Children’s Museum.
Drive just 45 minutes south of San Francisco and you’ll find Half Moon Bay, a charming coastal town that offers a true escape from the big city. Horseback ride in the sand at sunset, stroll around Pillar Point Harbor, or toast to a fabulous trip at Half Moon Bay Distillery. Need a break from the beach? Head inland to explore the awe-inspiring redwood forests. With something to satisfy all interests, this sunny enclave in Northern California is the perfect setting for winter beach vacations.
Whether it’s a romantic getaway you’re after or a fun-filled trip with your friends, Catalina Island is an obvious choice. The scenic island lies southwest of Los Angeles and is known for its jaw-dropping coastline, abundant wildlife, and friendly atmosphere. Whether you cruise around the island in a golf cart, soar through the treetops on a zip line tour, or just plant yourself in the sand, you won’t be disappointed. Rent a home carved into the cliffs or an apartment right near the water, and make the most of your time here.
Pack your sunscreen and snorkel gear—Paia’s calling! Known for its epic waves, iconic beaches, and frequent sea turtle sightings, Paia is a dream for warm weather seekers. Get a bird’s eye view of the island’s stunning coastline on a helicopter tour, take a private surfing lesson, or simply bask in the sun outside. Whether you choose a beach condo just steps from Ho’okipa Beach Park or a secluded home surrounded by palm trees, there’s no better way to experience Paia’s natural beauty than with a stay in your own private rental.
While Chincoteague Island’s wild ponies have helped put this charming beach town on the map, it’s unspoiled beaches, lack of high-rises, and slower pace of life are what continue to make it a great place for winter beach vacations. Explore the uncrowded Chincoteague National Wildlife Refuge, follow the bike trails around the island, or birdwatch from your rental’s back deck. Chincoteague Island is full of off-the-map treasures that will make your getaway unforgettable.
Saint Augustine is one of the best winter beach vacations because it blends oceanside bliss with rich history and small-town charm. Step outside your vacation rental and explore the cobblestone streets downtown or grab a boogie board and play in the surf. You’re sure to feel at ease in St. Augustine!
Although it’s just a two-hour drive from New Orleans, when you arrive in Grand Isle, you’ll feel a million miles away from the hustle and bustle of city life. This destination is known for its deep sea fishing, so hit the open waters on a private fishing charter. Prefer to stay on land? Pack a picnic for the beach and enjoy lunch with a view. Choose from a variety of beach rentals, and book a winter beach vacation your whole family will love this season.
Planning a trip to the iHeartRadio Music Festival this year? We’ve got you covered!
For two nights only this autumn, the iHeartRadio Music Festival will take over the MGM Grand Arena in Las Vegas. The result: a spectacular event chock-full of hip-swaying performances of rock, pop, hip hop, and more from music’s hottest artists.
While the festival kicks off on September 22, we suggest extending your stay to truly experience all that the Entertainment Capital of the World has to offer. From the excitement of the casino-lined Las Vegas Strip to the tranquility of the surrounding desert, there’s so much to see and do in Las Vegas! Use our recommendations of top restaurants and bars in the city so you can stay fueled for days (and nights!) of non-stop fun.
No matter how you decide to fill your downtime during the iHeartRadio Music Festival, rent a Las Vegas condo or apartment from FlipKey for ultimate convenience and comfort. With a vacation rental, you’ll have your own bed to recover in, a full kitchen to store your snacks, and some extra spending money in your pocket.
About the iHeartRadio Music Festival
Every year during the iHeartRadio Music Festival, over 16,000 frenzied fans pack the MGM Grand Arena in Las Vegas for showstopping performances from their favorite artists. The star-studded lineup has ranged in the past from award-winning singers like Sam Smith and Elton John to popular bands like U2 and Coldplay. Tickets to the event cost upwards of $50, but many radio stations offer them for free to lucky listeners. Tune in to popular stations, and listen for the cue to call to win a pair of tickets to the festival.
Attendees can expect to hear round-the-clock hits all weekend long—indoors andoutdoors. The open-air Daytime Village takes place nearby at the MGM Resorts Village and showcases new, up-and-coming artists each year. Flash your wristband and come and go from this massive outdoor party featuring a revolving stage, dedicated fan zones, and countless interactive experiences for music-lovers.
Whether you plan to spend your nights playing in the glow of the glamorous Strip or resting up for an early morning at the iHeartRadio Daytime Village, make sure you have a comfortable Las Vegas rental to return home to each day. From high-rise condos and luxury penthouses to opulent mansions and spacious vacation homes, FlipKey has more than 700 Las Vegas rentals to choose from for the perfect stay.
While Las Vegas is a great spot for a last-minute trip, if you’re planning to attend the iHeartRadio Music Festival, your best bet is to reserve your accommodations in advance. Search for a rental near the MGM Grand Arena to be close to all of the action, or book a home with a private pool and unwind without the hoopla. Whether you’re looking to save money for the slot machines, or want a place to watch the sunset over the desert, we’ve got you covered!
Eat and Drink Here During the iHeartRadio Music Festival
We’ve done the research, so you don’t have to. These are our top restaurants to hit while you’re in Vegas.
Only in Las Vegas will you find an award-winning Mexican restaurant overlooking a Venice-inspired canal (gondola rides and everything!) or a neon-lit lounge with a flaming reflection pool. Sin City bursts with one-of-a-kind bars and restaurants where you can overindulge at all-you-can-eat buffets, knock back bottomless Bloody Marys, or sample exquisite international cuisine.
We can’t guarantee you’ll win big in Las Vegas, but we can guarantee you’ll get hungry—and our top picks are sure to satisfy even the most unexpected cravings! Reserve a table, stop in for happy hour, or grab a late-night pizza at the following spots while you’re in town for the iHeartRadio Music Festival.
One trip to California and it’ll be immediately apparent why many say the West Coast is the best coast. Its rugged coastline boasts jaw-dropping views of the sparkling Pacific Ocean, while the countless beach towns lining the shore are positively charming. Swim, sunbathe, shop or eat during your California getaway—the possibilities are endless!
To help you plan your West Coast adventure, we’re taking you on a tour of the most adorable coastal California towns to rent a beach home, from Crescent City all the way down to La Jolla. Let’s go!
“Made us feel right at home, cozy and warm…sipping hot chocolate in the observatory while watching the waves hit the shore. Would definitely recommend” – FlipKey Traveler
Crescent City hugs the coast of Northwest California just 20 miles south of Oregon. It was named after the crescent-shaped strip of sand just south of the town center and boasts wild beaches and grand redwood forests. Climb to the top of Battery Point Lighthouse for panoramic views of the coast or explore the densely forested Jebediah Smith Redwoods State Park. Each tree is bigger than the next!
“We truly enjoyed our stay…so much so that we already booked another week for this summer!” – FlipKey Traveler
Whether your stop in Eureka is planned or you find yourself in town after a split-second decision to pull over to marvel at the ocean views, this adorable West Coast community is a must-visit! It’s brimming with unique things to do and an excellent destination for a family adventure. Drive along the scenic Redwood Highway, visit the Sequoia Park Zoo, or simply curl up on the couch in the comfort of your Victorian home rental.
“Silence (except for the surf and the birds), peace and serenity. Go enjoy and be prepared to be blown away!” – FlipKey Traveler
Mendocino flies under the radar as one of California’s top coastal towns for a beach getaway. This means you get to enjoy the unspoiled natural setting and laid-back, hippy vibes without the crowds. Stroll through downtown Mendocino past alluring art galleries and inviting restaurants, or hike the towering oceanfront bluffs and secluded nature trails. Just make sure you keep your camera at the ready for the perfect photo-op!
“Whale watching from ‘inside’ our Penthouse became our favorite activity! Our month-long stay was a dream-come-true!!” – FlipKey Traveler
Described by travelers as a “perfect place for a restful getaway,” Monterey is the ideal coastal escape. Not only does it offer the shimmering Pacific Ocean at your fingertips, but it’s also a convenient spot to rent a vacation home if you’re planning to make day trips to nearby Carmel, Big Sur and Wine Country. During your West Coast stay, trek to the hilltops for panoramic sea views, explore the bay via kayak, or pack a picnic and simply take it all in from the comfort of your beach chair. While Monterey’s rugged coastline is a breathtaking attraction in and of itself, this destination is so much more than just a pretty place!
“It felt like our home away from home, and maybe even better.” – FlipKey Traveler
Carmel-by-the-Sea is nothing short of spectacular. With its dramatic mountainous backdrop and seaside charm, you’ll be swept away by the beauty of this coastal California town. Along the water, take in sweeping views of the Pacific Ocean. Downtown, indulge at the spa, dine al fresco or shop the local boutiques. Whether it’s a romantic escape you’re after or a fun beach retreat, Carmel-by-the-Sea is a world-class choice!
“Just what we needed to soothe our souls!” – FlipKey Traveler
Cambria is a haven for beachgoers, outdoor enthusiasts and travelers looking to escape it all on vacation. The picturesque destination unfolds along Central California’s shore and offers a beautiful place to retreat from the hustle and bustle of city life. It’s free of retail chains and features a refreshing emphasis on natural beauty and one-of-a-kind attractions, including the iconic Hearst Castle. Hop on a bike to explore, saunter down Main Street or plant yourself in the sand at Moonstone Beach—you can’t go wrong in Cambria!
“Our destination of choice for a great weekend getaway! We will be back again and again!” – FlipKey Traveler
Think choice surfing, lush green golf courses and an unhurried pace of life in Pismo Beach. Located roughly midway between Los Angeles and San Francisco, this oceanfront town is a great home base for those looking to explore the West Coast. Cast your fishing line at Pismo Pier and let the hours slip by, test your balance during a surfing lesson, or book a tee time for a leisurely round of golf. No matter what you do during your time here, Pismo Beach is sure to impress travelers of all interests.
“I teared up when it was time to leave. I’ll have to live on memories til our next visit.” – FlipKey Traveler
Often described as the “American Riviera,” Santa Barbara is where coastal charm and scenic landscapes meet historic landmarks and cultural sites. Its warm, breezy weather, access to world-class beaches, and variety of shops and restaurants make this city along the Pacific a popular destination all year long. Admire Mediterranean-style buildings while learning about the city’s Spanish colonial heritage, walk down fig tree-lined paths along the shoreline… a trip to Santa Barbara offers a breath of fresh air.
“Cannot beat the location. The ocean lulled us to sleep every night!!!” – FlipKey Traveler
Travelers flock to Laguna Beach in Southern California for many reasons. For some, it’s the abundant sunshine and mild weather. For others, it’s the array of eclectic art galleries! Still, many come simply to enjoy the town’s picturesque beaches and coves. Book a Laguna Beach vacation rental just steps from the Pacific and catch the first wave of the day or choose a cliffside home and watch the sun melt into the ocean every evening. Paradise found.
“This is the most relaxing vacation we have had in years. Our family could not be happier.” – FlipKey Traveler
It’s all about the beach in La Jolla: sunbathe on the shore, perfect your stance surfing, or snorkel through sea caves. Even seals are drawn to the majestic coastline here! If you want to be near the water without getting wet, book a tee time at Torrey Pines, La Jolla’s premier golf course, or get a bird’s eye view of the area on a private helicopter tour. Situated just north of San Diego, this seaside community is easy to reach, but we bet it’ll be tough to leave!
Planning a trip to the Newport Folk Festival this year? We’ve got you covered!
Every July, folk music fans flock to Newport, Rhode Island for the much-anticipated Newport Folk Festival. The three-day event boasts four stages of live entertainment and an unrivaled focus on folk music from iconic performers to up-and-coming acts.
Whether you’re all about the music and good vibes, or you’re looking to hit some of the city’s highlights too, we’re sure your Newport getaway will be fun-filled. For out-of-towners (and curious locals), we’ve rounded up the absolute must-dos in this charming New England city. Consider booking one of the many FlipKey vacation rentals near the Newport Folk Festival, and check everything off our list during your summer getaway!
Where to Find Newport Folk Festival Vacation Rentals
The Newport Folk Festival takes place on the expansive lawn of Fort Adams State Park, overlooking the picturesque Newport Harbor. Book a rental nearby for your best chance at scoring front row seats—tickets are general admission and always sell out. The closer you stay to the venue, the easier it’ll be to roll out of bed and be first in line! Not only will staying in a vacation home in Newport give you easy access to the event, it’ll likely be less expensive than booking multiple hotel rooms for you and your group. Choose from cozy cottages, downtown apartments, and more on FlipKey!
Because Newport is such a popular destination (especially during the summer!), consider expanding your vacation rental search to nearby towns like Narragansett, Middletown and Tiverton for more affordable options.
Newport Food & Drink
Whether you’re craving a heaping plate of seafood, a juicy hamburger or something seasonal, there’s no shortage of award-winning food in Newport. Dine al fresco while admiring panoramic ocean views, or slide into a booth at one of the eclectic cafes downtown. Here’s where we recommend fueling up during Newport Folk Festival weekend:
After a day of singing, dancing and laughing with friends, it’s no surprise you might not be ready to head back to your vacation home in Newport. Keep the party going into the wee hours of the night at some of FlipKey’s favorite spots. From casual cafes off the beaten path to popular bars known for their nightlife, check out these lively places during your stay:
Newport truly comes alive during the summer months, so you’ll have lots to do, even when you’re not at the folk festival! Tour the ornate Newport Mansions and take in more than 250 years of American history, or pop into St. Mary’s Catholic Church to see where the Kennedys got married. Ready to get off your feet? Soothe your body (and soul!) with a massage at the local spa. With so much to choose from in Newport, we urge you to check out these top attractions:
Planning a trip to Comic-Con International this year? We’ve got you covered!
Comic-Con International is a much-anticipated annual convention that takes place in sunny San Diego, California. It’s organized by comic, science fiction, and movie fans from around the world, and lures enthusiasts of everything from anime to Game of Thrones.
Your days at Comic-Con International will be jam-packed schmoozing superheroes and chasing zombies, but the fun doesn’t have to end when you walk out the door. We’ve uncovered some of the must-dos in the area so you can make the most of your time in Southern California. Consider booking one of the many San Diego vacation rentals on FlipKey so you can check everything off our list.
Where to Find Comic-Con Vacation Rentals
Although the official Comic-Con schedule isn’t released until two weeks before the event, you can count on a full program of exciting events every day. Reserve a vacation rental near the San Diego Convention Center to be first in line for your favorite Comic-Con events. The Marina and Gaslamp Districts border the area where the event takes place and are the best neighborhoods to search for Comic-Con vacation rentals.
Not only will staying in a rental give you easy access to the event, it’s less expensive than booking multiple (and costly!) hotel rooms for you and your group. Choose from cozy beach bungalows, downtown apartments, spacious homes, and more on FlipKey!
Where to Eat During Comic-Con
After a day exploring exhibits, attending film screenings, and rubbing elbows with fellow costumed attendees, one thing’s certain: you’re sure to have worked up an appetite. Whether you prefer dining al fresco on a roof deck or saddling up at the bar, San Diego has plenty of great restaurants to choose from. The city’s known for flavorful Mexican cuisine (a nod to its proximity to the US-Mexico border), fresh-off-the-boat seafood, and everything in between! Here are some of FlipKey’s favorite places, no matter what you’re craving:
Puesto | 789 West Harbor Drive, Suite 155, San Diego, CA 92101
San Diego was dubbed the “Capital of Craft Beer in America” and for good reason. The city boasts a whopping 100+ breweries, all serving a variety of award-winning ales and lagers. Order a pint or fill up a growler, and swap stories of the day’s events under the sunny, blue skies of San Diego. Here’s where we recommend getting your drink on post-Comic-Con.
You don’t have to go far to continue your celebration of all things comic book-related—there are a surprising number of comic book stores in San Diego worth checking out. Stock up on mainstream classics like Marvel or dive into a new comic book series when you visit each store. The comic book shops we recommend have a little bit of everything:
In Massachusetts, Cape Cod is considered a slice of heaven on Earth. Demand for the towns along Route 6A creates a pricing level that many travelers struggle to meet. So what’s the secret to enjoying the Cape Cod experience while saving a few bucks? Booking a rental in Buzzards Bay, an area near the Bourne Bridge (the unofficial start of Cape Cod), of course! Here you can pay $3000 per week less than someone staying in Barnstable (a mid-Cape hotspot). Plus, you can drive and visit all the same Cape attractions and beaches while resting your head knowing you booked yourself an affordable New England beach vacation.
Despite its small scale, Dennis Port offers a variety of beaches on both its northern and southern borders. It’s easy to explore the Cape using Dennis Port as your home base. Two of the largest and most vibrant towns in the area, Hyannis and Provincetown, are less than 30 minutes away by car. A week in West Hyannisport, a similar oceanside Cape town, will cost you an eye-watering $3000 more.
The north shore of Massachusetts has its own don’t-miss charms, too. Take Newburyport, for example. Anchored on a rich Maritime heritage, this seaside town offers a lifestyle that is second-to-none. Stroll along the brick-lined downtown and watch the street performers ply their trade on colonial cobblestones. For your days at the beach, drive over to sandy, serene Plum Island at the northern tip of the town. If you plan to spend a week in historic Rockport instead, you’ll be coughing up an extra $1200.
Travel northbound on the same stretch of sand as Plum Island and you’ll land in Hampton, New Hampshire. Hampton Beach State Park is the main attraction here as thousands of tourists enjoy the swimming, hiking, and picnic areas offered. For the non-beach crowd that still loves the sun, spend the day zooming down the slides at Water Country, New England’s largest water park. In Meredith, another New Hampshire summer hot spot, you’ll be forking over $2100 more for a rental.
For an affordable New England vacation, you’ll want to head to Narragansett in little Rhode Island, where the town beach is the star. Don’t forget to get out of the sun for a while and tour one of the area’s famous lighthouses, Point Judith Lighthouse, which has been warning sailors since before the American Revolution. You’ll be saving a boatload choosing Narragansett over Newport, where you’d be spending $1000 more for a week’s stay.
Bordered on two sides by the Connecticut River and Long Island Sound, Old Saybrook embodies the spirit of small town waterfront living. After a few days spent frolicking on Harvey’s Beach, you should explore the area on the Old Saybrook Walking Tour, a self-guided jaunt from the railroad station to the “millstone” highlighting 37 homes, churches and buildings. If driving is more your speed, the Old Saybrook Loop Ride is a 10-mile scenic circle to the Long Island Sound and back again. A week in East Hampton, CT will cost you $500 more than a week in Old Saybrook for a similar rental.
Wells is a friendly Maine beach town without the pomp. You’ll find seven miles of oceanfront to explore, including Crescent Beach and Drake’s Island Beach. You can reconnect with nature in Wells, too. At the Rachel Carson National Wildlife Refuge, you can hike along the one-mile Carson Trail, which meanders through pine woods and offers views of tidal salt marshes. If you’d prefer a week in upscale Kennebunkport, be prepared to shell out $2000 extra clams.
For an unforgettable, affordable visit to Acadia National Park in the summer, avoid a rental in nearby Bar Harbor, and choose to take the ferry over to Swan’s Island, instead. The six-mile ocean crossing takes about 30 minutes. And when you get there? There’s a quarry for swimming on the island, as well as scenic places to visit on foot or bicycle. Staying on Mount Desert Island proper will cost you an extra $1800 for the week.
Planning a trip to the Monterey Jazz Festival this year? We’ve got you covered!
Debuting in 1958, the Monterey Jazz Festival is one of the longest-running jazz festivals in the world. Featuring famous and soon-to-be-famous artists, musicians like Louis Armstrong, Herbie Hancock, and B.B. King all played here. But live music is just the beginning! Activities like movement workshops for kids, student jam sessions, and even tai chi workshops take place throughout the day.
From sipping rare wines to exploring the gorgeous coastline, we’ve uncovered some of the must-dos in the area. Consider booking one of the many vacation rentals near Monterey County Fairgrounds on FlipKey so you can check everything off our list.
Where to Find Monterey Jazz Festival Vacation Rentals
Monterey is the place to be in September each year when the Monterey Jazz Festival rolls into town. Reserve a nearby vacation rental in advance so you can have the weekend’s festivities at your fingertips. Whether you find a place within walking distance to the festival, or choose a beachfront bungalow on Monterey Bay, renting a home for the event is sure to be less expensive than booking multiple (and costly!) hotel rooms for you and your group.
If you’re searching for more budget-friendly options, the neighboring city of San Jose is also a popular place to find rentals. You can make it to the show in under an hour and enjoy more space for less money.
Where to Eat During Monterey Jazz Festival
Alvarado Street Brewery
Monterey County is a foodie paradise with a bounty of local agriculture, viticulture, and sustainable seafood. Visitors can explore this Mecca via fork and knife, and also tour farm and field to experience the roots of Monterey County. Here are some of our favorites:
Cantinetta Luca | Dolores Street between Ocean and Seventh, Carmel-by-the-Sea, CA 93921
Where to Drink During Monterey Jazz Festival
Folktale Winery & Vineyard
Monterey County was named as one of 2013’s “Top Ten Wine Travel Destinations” in the world by Wine Enthusiast Magazine and for good reason. The cold, deep waters of Monterey Bay bring fog and moderate temperatures to the area throughout the growing season, and infuse every drop of Monterey County’s wine with an impressive style, flavor, and structure. There are plenty of options in the area, so head to one of these top Monterey wine bars and tasting rooms to sip a flawless vintage:
When you’re not recovering from jazz fest activities in the comfort of your vacation rental, there’s lots to see and do in Monterey. Tour the historic homes of Monterey State Park or take the kids for an afternoon of play at the Youth Museum. Have a need for speed after all that smooth jazz? Feel the thrill of a live race at Mazda Raceway Laguna Seca. We recommend checking out the following attractions during your trip:
Millions of travelers visit Destin each year for family-friendly activities, warm Gulf waters, and soft, white sand beaches. Make your next stay in Florida unforgettable with these handpicked rentals available on FlipKey. From incredible ocean views to unparalleled amenities, we’ve selected luxurious oceanfront properties that prove Destin is one of the top vacation rental destinations in the world.
Overlooking the Gulf of Mexico, Lune Lac is a beachfront home you have to see to believe. Visitors enjoy panoramic views of the ocean from most points in the house, but the view from the dining room table is jaw-dropping (pictured above). The wine fridge, heated pool, and lounge chairs available on the private deck might make walks on the beach an afterthought.
Speaking of space, As Sweet As Possible can accommodate up to 32 guests inside its tastefully decorated walls. Take the party outside where a 80,000-gallon resort-style swimming pool, complete with a dry bar and twelve swim-up bar stools, awaits. A little too sunburnt from all that glorious weather? Head into the game room just off the deck, complete with a pool table and foosball.
Villa Princessa is 8 bedrooms and 9 bathrooms of pure opulence on the Destin waterfront. Once you tire of the jacuzzi jets in the splash pool (if that’s even possible), choose one of the ten flat screen TVs (yes, you read that correctly!) and pick out a movie from the game room. The complimentary bicycles are quite handy considering Villa Princess offers direct access to one of Destin’s busiest beaches.
At Serenity Shores you won’t have to worry about racing to choose the best bedroom. With 84 total windows, this rental offers unforgettable views of the Gulf from all three floors. There’s also a 349 square foot pool with splash down fountains. Off the back deck, you can watch the dolphins play in the surf and catch a glimpse of the sun as it sets beyond the horizon.
Sea Breeze is a Destin oceanfront dream home with a modern style. Guests love the contemporary touches, from the bathroom fixtures to the coffee tables. The sitting room by the patio doors (pictured above) welcomes in a gorgeous Gulf breeze.
The immaculate Bella Costa rental offers amenities for all interests. A custom gourmet kitchen beckons the chef of the family. For sun worshipers, the spacious patio includes plenty of lounge chairs, while an outdoor spiral staircase leads to a covered balcony with alfresco dining. If you’re an activity aficionado, you’ll love the beach cruiser bikes included with this rental. If you’re not, you’ll love the Netflix subscription and smart TVs!
It doesn’t get much more “oceanfront” than The Emerald rental in Destin. After a short 50 yard trip to your private boardwalk, your feet will hit perfect white sand. And the best part? With space for 22 guests, you’ll be able to invite all of your favorite people on this trip!
It may not be the Italian countryside, but the Tuscany rental at Destin-by-the-Sea is just as glamorous as a European getaway. You have everything you need right here! From a jacuzzi tub to granite counters and plenty of room for multiple families, Tuscany is an ideal choice for your trip to Destin.
Planning a trip to the Kentucky Derby this year? We’ve got you covered!
The legendary Kentucky Derby is the culmination of the nearly two-week long Kentucky Derby Festival. Known as “The Most Exciting Two Minutes in Sports,” this much-anticipated event features far more build up than actual action, but the fun doesn’t have to end once the last horse crosses the finish line.
To experience the Kentucky Derby properly, you should plan to do far more than simply watch the race. From sipping indulgent drinks and devouring local fare to exploring the area’s arts and cultural scene, we’ve uncovered some of the must-dos in the area. Consider booking one of the many Kentucky Derby vacation rentals near Churchill Downs Racetrack for a few extra nights so you can check everything off our list and discover all that Louisville has to offer.
Where to Find Kentucky Derby Vacation Rentals
Louisville is the place to be the first weekend of May each year when the Kentucky Derby rolls into town. Reserve a nearby vacation rental in advance so you can have the weekend’s festivities at your fingertips. Whether you find a place within walking distance to Churchill Downs or choose an apartment in downtown Louisville, renting a home for the event is sure to be less expensive than booking multiple (and costly!) hotel rooms for you and your group. From a cozy one bedroom rental to an historic Victorian home that sleeps 20, finding the perfect Kentucky Derby vacation rentals on FlipKey is easy.
If you’re searching for more budget-friendly options, the neighboring cities of Cincinnati and Indianapolis are also popular places to find Kentucky Derby vacation rentals. You can make it to the racetrack in under two hours from either destination and enjoy more space for less money.
Where to Eat During Kentucky Derby Week
In recent years, Louisville has emerged as a foodie city famous for its delectable cuisine. And it’s easy to see why: mouthwatering barbecue, open-faced Hot Browns, delicious Derby Pie, and sweet Bourbon Balls make the menu at many restaurants in town. From locally-owned cafes to cozy spots with warm atmospheres, here are some of FlipKey’s favorites:
Whether you’re craving a craft cocktail from a trendy lounge or an iced cold beer at a funky neighborhood bar, there’s something for everyone in Louisville. With many places open as late as 2 a.m., you have the whole night to hop from place to place. Kentucky’s quintessential drinks include the famed Mint Julep (a mix of bourbon, water, crushed ice and fresh mint) and the classic Old Fashioned (muddled sugar with bitters, whiskey or brandy and a twist of citrus rind). There are plenty of options though, so head to one of these top Louisville watering holes to quench your thirst:
Garage Bar | 700 E Market St., Louisville, KY 40202
Mayan Cafe | 813 E Market St., Louisville, KY 40206
When you’re not recovering from race day activities in the comfort of your Kentucky Derby vacation rental, there’s lots to see and do in Louisville. Grab a seat on a pedal-propelled pubcrawler for a tour of the city or explore historic “Whiskey Row.” First time visiting Kentucky? Don’t miss the popular KentuckyShow! We recommend changing out of your festive attire, leaving the over-sized bonnet behind, and checking out the following attractions during your trip:
Most travelers can recite the top New England tourist attractions pretty easily – walk the Freedom Trail in Boston, drive through Vermont during fall foliage season, go hiking in Maine, etc. But you’d be surprised at how many five-star New England tourist attractions are just off the beaten path. We’ve mentioned our favorite hidden gems below to create the ultimate list of New England attractions that deserve more hype.
30 New England Tourist Attractions That Deserve More Hype
Vintage Pullman locomotive trolleys take riders through the Connecticut landscape, ending with a riverboat cruise. Themed rides like the Polar Express and Thomas the Tank Engine are a major hit with children.
The Keeler Tavern Museum has been a farmhouse, tavern, stagecoach stop, and post office. Today, visitors can take a tour of the home to marvel at its history, including the errant cannonball lodged in the side during the Battle of Ridgefield.
The Barnum Museum is full of local history and unusual exhibits showcasing the famous circus and its eccentric owner. Come for the accurate 19th-century furnishings, stay for the homages to the freaks who made the circus such a spectacle.
At Earthplace, Connecticut’s nature and scientific research center, visitors can enjoy public trails for exercise, or head indoors to interact with the current science exhibits. Travelers love the birds of prey rehabilitated here – including owls, bats, and hawks.
Celebrate the rural and agricultural traditions of Maine at the Common Ground Country Fair. Thousands from the farming community attend, and thousands more come from near and far to experience one of central Maine’s biggest fall events. Some of the favorite events at the fair include the Sheep Dog Demonstration and Draft Horse Show.
Located in the “City of Ships”, the Maine Maritime Museum is a look back at the state’s seafaring heritage. Thousands of visitors annually experience the culture through gallery exhibits, the historic shipyard, educational programs, and tours.
This free museum is a must-see for any art lover visiting Waterville. A large collection of works by Alex Katz, along with traditional fine art pieces from around the world are presented in an attractive, modern building.
Old Fort Western, built in 1754, is New England’s oldest surviving wooden fort. It’s a reminder of the great contest of cultures that dominated New England life 250 years ago. Take a tour of the fort led by guides in period costumes, and see the original pieces and documents within.
Performing at the grand, yet intimate Bangor Opera House, Penobscot Theater Company performs both original and famous plays and musicals. Recent hits have been “Lumberjacks in Love”, “Rock of Ages”, and a Janis Joplin tribute.
From zip lining to whitewater rafting, if you want some excitement out of your vacation in Mass, book a trip with Zoar Outdoor. They offer fun outings during all four seasons, even in those harsh New England winters.
The Mary Baker Eddy Library is housed in an 11-story structure originally built in 1932 for The Christian Science Publishing Society. Today, the highlight of the structure is known as the Mapparium. The Mapparium room features a rich orchestration of words, music, and LED lights to showcase the global exchange of ideas. The acoustics of the room allow one person to stand and whisper on one end, while being heard clearly by another in a separate corner!
For 30 years the Angkor Dance Troupe has been entertaining the Lowell community with traditional Cambodian dance. The Angkor Dance Troupe is recognized as one of the most accomplished and experienced Cambodian dance groups in the U.S.
Located in downtown New Bedford, the Zeiterion Theater has a reputation of booking big name performers. Among some of the top acts recently include William Shatner, Jay Leno, Melissa Etheridge and the late Joan Rivers.
Ten Thousand Villages in Northampton, MA, is a fair trade retailer of artisan-crafted home decor, personal accessories and gift items from across the globe. They offer products from more than 130 artisan groups in some 38 countries.
The Mount Washington Auto Road is not for the squeamish. This narrow, two-way road traverses gigantic Mount Washington, and gives way to breathtaking views of the valley. Drive yourself or buy a ticket for the SnowCoach, the all-terrain truck that takes riders over 4200 feet up, to the top of the treeline.
Unplug, relax, and connect with nature at Prescott Farm. Open to the public year-round, Prescott Farm is a designated ‘wildlife viewing’ area with 160 acres of conservation land. Visitors can play in their natural Playscape, learn about native plant and wildlife species, and explore at their own pace in the heritage gardens. Explore more than three miles of woodland, pond and field trails with views of Lake Winnipesaukee and the Belknap Mountains.
Did you know that between them, the towns of Derry and Londonderry boast five craft breweries and one meadery? To help visitors enjoy this abundance of locally made libations, the Great Derry Chamber of Commerce created a Derry-Londonderry Beer & Mead Tour rack card to show the locations and operating hours of these establishments, which are all conveniently located within a few miles of each other.
Classic games come to life at the American Classic Arcade Museum, located within Funspot in Laconia. Play all of your favorites: from Atari to Pac-Man to the original Pinball. Read the history of these coin-operated games and the men and women who created them.
Passengers will experience a sense of adventure and history on the Mount Washington Cog Railway’s 3-hour guided train tour to the highest peak in the Northeast. At the 6,288 foot summit, visitors can take in the spectacular panoramic view, spanning the mountains and valleys of New Hampshire, Maine and Vermont, north into Canada, and east to the Atlantic Ocean.
When you live in an area that offers 400 miles of natural coastline, you’re bound to want to explore. Save The Bay provides the chance to better understand the Narragansett Bay ecosystem through hands-on educational activities and cruises.
Over 300 acres of a wide variety of habitats provide a tranquil setting for walking, bird watching, or just communing with nature. There are miles of trails through woods, fields, marshes and ridge lines here – offering an almost never-ending change of scene and experiences.
The Jane Pickens Theater & Event Center is an art-house cinema located in Washington Square in the historic center of Newport, Rhode Island.The JPT Newport is housed in a historic building that was built in 1834 as a church, and has shown films since the silent days of the 1920s.
Painting and drinking wine simultaneously – what could go wrong? Rhode Islanders and visitors alike love the Paint and Vino Studio in Pawtucket where your group can enjoy art instruction and some fine vintages during a fun night out.
The Providence Athenæum is library and cultural center located on Providence’s historic Benefit Street. For 200 years of existence, the library has welcomed writers, thinkers, and community members through its doors. Beautifully maintained, this library is a restful and inviting place to curl up and read a book.
The home of the famous Vermont “Morgan” horse, this family farm in Weybridge welcomes visitors between May and October. Stop in and see the new foals trotting around the yard. For a couple dollars, your family gets a guided tour detailing the history and current uses of these grand thoroughbreds. Be sure to enter the foal naming contest and the horse giveaway (for real!)
The Brattleboro Area Farmers’ Market features over 50 vendors with agricultural products, crafts, live music and ethnic foods from around the world. Whether you are local or a tourist, you can stop by to get your weekly produce and grab a quick lunch, or come with your family and stay for the day!
A fun tasting room and surprisingly excellent fare make Citizen Cider a must-see in Vermont. Sample one of their famous ciders, or try a flight of five. The laid-back vibe of the place will make you want to stay all day.
Brattleboro’s railroad station was converted in 1972 to this interesting museum. With no permanent collection, the museum is constantly updating its exhibits, so repeat visitors will always see something new. Vermonters flock here during the annual domino display (it takes two full days to set up, and three minutes to fall down!) and the LEGO competition.
Sandglass Theater specializes in combining puppets with music, actors and visual imagery. Since 1982, the company’s productions have toured 24 countries, performing in theaters, festivals and cultural institutions and winning numerous international prizes. Sandglass Theater produces works for both adult audiences and young audiences. They also perform and teach in their own 60-seat renovated barn theater in Putney, Vermont.
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