Cape Cod Experts

Area Tips

DeeDee

"Cape Cod, lovingly referred to as 'the Cape' by those lucky enough to inhabit the picturesque land form off the coast of Massachusetts, is so much more than just a beach destination. The surprising 339 square mile cape is steep with riches in history that go beyond the plethora of quintessential gray shingled beach homes along the coast line.
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Food

Alyssa Loring

"Red Cottage, Dennis This family-owned breakfast spot has been a family favorite for decades. Don't miss out on the berry pancakes and Red Cottage home fries (or the lobster eggs benedict if you're feeling adventurous). You will have to wait in line if you go on a weekend day (they don't take reservations), so bring something for the kids to do while you wait.

Sundae School, Dennisport Ice cream. That is all.
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Family

Alyssa Loring

"If you’re tired of the beach and need something else to do, take a day trip to Chatham. The drive from Dennis to Chatham is only 30 minutes. There, you’ll find Chatham Light, an 1806 lighthouse that makes for nautical family portraits; Chatham Bars Inn, a picturesque spot for a seafood lunch and Shirley Temples; and Candy Manor, a candy shop on Main Street that makes the best fudge on the Cape. If it’s a rainy day, the Chatham Railroad Museum will delight the kids (and ...

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Nightlife

Alyssa Loring

"The Cape isn’t well-known for its nightlife in the traditional sense, as “nightlife” on the Cape typically refers to drinks with a beautiful sunset view or a bonfire at the beach. There are, however, a few spots to check out if you’re itching to go out. Trader Ed’s in Hyannis is a fun outdoor venue that has a DJ on weekends. You’re likely to see a few bachelor or bachelorette parties on the dance floor here. If you’re looking for something more low-key, Chapin's...

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Area Tips

Alyssa Loring

"Mayflower Beach has a snack bar, restrooms, and a lot of sandy space. Parking during the day is $25 (or you can get a weekly sticker for $75), but there is no charge if you go after 4pm (recommended if you want to do something else during the day but don’t want to miss the sunset – bring a pizza or two!) Corporation Beach is another local favorite. There are often hermit crabs crawling around in the water, and kids will have fun exploring the tide pools.

Area Tips

Allison Arruda

"Cape Cod is a staple of a proper New England summer. With sand lining the coast, the Cape is an ideal summer getaway. Luckily, the water gives a nice afternoon breeze to cool off the hot summer air, although it can get a bit humid in late July/early August. Cape Cod has some of the most beautiful beaches in New England. Give me a spot on the sand and I’m happy at just about any beach in the world, but Mayflower Beach in Dennis has to be one of my favorites. On the Bay side,...

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Food

Allison Arruda

"On Cape Cod you’ll find anything your New England taste buds desire. Arnold’s is famous for its lobster, but I’ve also heard they make an amazing fried clam, or any fried seafood, for that matter. Don’t be intimidated by the long line; it’s worth the wait! For full service, and an unbeatable hot lobster roll, Chapin’s in Dennis is my go to place. A beach atmosphere and delicious food at a reasonable price, it can’t be beat. If you make it up to Provincetown you...

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Family

Allison Arruda

"Being a summer spot, Cape Cod offers so much to do. Rent a jet ski in West Dennis, play mini golf all around the Cape, or check out a Cape Cod Baseball League game. On a rainy day, take a tour of the Cape Cod Potato Chip Factory! It’s tucked away right behind the mall in the Hyannis. The Beachcomber is a favorite for tourists and locals alike. Restaurant by day, nightclub/music venue by night, this spot right on the beach is perfect for beach bums, families, night owls an...

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Area Tips

Lisa Shea

"Being from Massachusetts, I often forget how much fun Cape Cod can be in the summer. From Memorial Day to Labor Day, the hook of the state is home to everything Americana as it comes. From Plymouth to Provincetown, a span of 65 miles is packed with things for every age.
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Neighborhoods

Lisa Shea

"Falmouth is a town considered part of the “Upper Cape” and is home to restaurants, bars, and tons of outdoor activities. It’s also home to the Falmouth Road Race, an annual 7-mile race that attracts thousands. Its route goes along the Martha’s Vinvard Coastline, beginning at the Bar in Woods Hole and ends near the British Beer Company Restaurant.
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Food

Lisa Shea

"If you’re looking for a fun Irish Pub in the area, try Liam McGuire’s. Right in downtown, it’s a classic Irish Pub with loud music far enough away from the door to not trip over. It’s pretty appropriate for all family types for dinner though the bar crowd picks up at night. This particular visit I’m referring to was on the day of the Falmouth Road Race so the bar crowd was heavier than a normal Sunday. The owner of the bar doubles as the live entertainment from time...

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Food

Shannon Ziegler

"Lobster Pot in Provincetown. It is a must! Sits right on Cape Cod Bay, and the food is delicious. I highly recommend the Lobster Bisque"

Neighborhood

Shannon Ziegler

"Any of the towns on Cape Cod really provide a snapshot of the culture. Provincetown is by far my favorite. Chatham is another nice place to visit, with its great beaches. All the local small towns are full of great restaurants and small shops. "

Nightlife

Shannon Ziegler

"Provincetown has more bars than the other places. A lot of gay bars, but many straight bars too. And after a night on the town, you have to go to Spiritus for Pizza!!"

Family

Shannon Ziegler

"You are able to go whale watching, ride dune buggy rides, rent a bike and of course, visit plenty of places to shop!"

Adventure

Shannon Ziegler

"Even though you can have a very relaxing time, I would say the biggest thrills would be the Whale Watching, or Dolphin Tours which are plentiful on the Cape"

Arts & Music

Shannon Ziegler

"Tons of local culture can be found on the Cape. There are numerous galleries, shows, bands, dancing and food. The best place to get all of this would be in Provincetown!"

Shopping

Shannon Ziegler

"While there are a lot of small boutiques on the Cape, Commerical Street in Provincetown or Main Street in Chatham are full of local galleries, shops and food that you can't find anywhere else."

Food

Alan & Suzi Nash

Alan & Suzi's property on FlipKey here.
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Neighborhoods

Alan & Suzi Nash

"Come to Mashpee in the Summer - the Commons has free outdoor concerts all summer long, with fireworks and early July you can spend the day at a real Pow-Wow hosted by the Wampanoag, (The tribe who saved the pilgrims during their first winter). Then there is the Sandwich Glass Museum as well as The Eli Lilly Antique Car and Toy Soldier collection housed at Sandwich Gardens. It is easy for me to go on and on, but that's why we update the concierge book at our home, to share the...

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Nightlife

Alan & Suzi Nash

"For a great low key dinner, the Crocker House is a trip through history. They are now known as "The Villagio" and feature Italian cuisine. Crocker House is in Cotuit, which is right at the edge of Mashpee. After that, go for a stroll in Mashpee Commons or a walk on South Cape Beach. You can also grab a night cap at Bobby Burnes Pub or go into Hyannis and Falmouth. The great thing is you are in Cape Cod! It's always exciting and you will never be wondering what to do next, how...

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Family

Alan & Suzi Nash

"The best place to take the family would be Ryan's Amusements. I would also mention The Sandwich Gardens, Woods Hole, NOAH and the children's sea creature petting area. There is so much stuff to do, you would need 2 entire summers to do it all.

Adventure

Alan & Suzi Nash

"For some great thrills, go into the ocean in the winter or the early Spring - it's a bone chilling experience! Also, you have to visit Province Town and go dancing on the beach! One of the best things to do there is going deep sea fishing. You can rent a private fishing charter boat and quickly see how tired you get pulling up a huge fighting fish like a big Blue fish. It takes a lot of skill to reel them in, and sometimes the fish's skills of jumping and diving back into the...

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Arts & Music

Alan & Suzi Nash

"There are some awesome free concerts in the summer and all sorts of art shows as well. What you need to check out is the Cape Cod MelodyTent (Here is an insider tip: go online and make a reservations for this wonderful venue... if you wait to long it may be sold out)!"

Food

Doug Obey

View Doug's property on FlipKey here.

Buca's Roadhouse in Harwich has the best food on the Cape, or anywhere else I've tried for that matter. The bar atmosphere is warm, relaxed and classic. Expensive but a great value."

Nightlife

Doug Obey

"A low key evening in Harwich Port is either feasting on Oysters at the bar at the Port Restaurant with a glass of wine or two, OR, relaxing in a beach chair watching the sun set on a Harwich Port beach."

Family

Doug Obey

"Cape Cod has more activities than can be mentioned from bike trails to fishing trips to seal watching to Dune Buggie excursions to renting paddle boards, kayaks or wave runners to just beachin' it. It's all good!"

Food

Brad Niziak

View Brad's property on FlipKey here.

Marshland was voted "Best Breakfast" by Cape Cod Magazine and featured on "The Food Network". Another great place is The Daniel Webster in Sandwich MA. Original tavern dates back to the 17th century. Offer half price dinners between 8:30-9PM"

Neighborhoods

Brad Niziak

"Don't miss Old King's Highway (Rt. 6A). Original wagon route that connected Plymouth Plantation to Sandwich. This route has been designated "One Of The Most Scenic Roads In America" by The U.S. Department of The Interior. Along this route you will find quaint Cape Cod villages, scenic vistas and historic Sea Captain homes."

Nightlife

Brad Niziak

"Hyannis & Yarmouth (Rt 28) are the destinations for nightlife."

Family

Brad Niziak

"A great place to check out is the Heritage Museums & Gardens as well as Thornton Burgess House Museum which covers the life of the author of Peter Rabbit. Children can tour the original briar patch behind the house."

Adventure

Brad Niziak

"Scorton Creek is Sandwich, MA is known as "the Birthplace of Saltwater Fly fishing" and is one of the best kayak destinations without a doubt."

Food

Melanie

View Melanie's property on FlipKey here.
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Neighborhoods

Melanie

"Provincetown is small but stratified. The East end of town is home to artists and galleries. The Provincetown Art Association and Museum is an amazing place. The West end is more residential and "trendy". The center of town is where most of the shops and restaurants are. But hey, the town is three miles long- you can see it all in a blink."

Nightlife

Melanie

"Hit Commercial Street. Whether you actually enter a club or theater, you'll be highly entertained. Clubs heat up at about 11 and close at 1, so the window is short. Try Spiritus Pizza after hours if you want a taste of what happens at night in Provincetown."

Family

Melanie

"Take a whale watch trip! Take two! They're amazing. Walk to the top of the Pilgrim Monument. Take a pedicab through town at night. Rent bikes and ride through the dunes. Go to the library- there's a scale model racing schooner in the middle of the kids' reading room! Other than that, it's all about the beaches: safe, clean, and good for many days' entertainment."

Adventure

Melanie

"Try riding your bike on Commercial Street in August. Better yet, drive your car, and good luck! Lesser thrills include para-sailing and similar adrenaline pumping activities."

Arts & Music

Melanie

"Lots and lots of shows: comedy, Broadway, theater, film, drag shows and music. Get the Provincetown Magazine (free) to see listings. Friday night is Gallery Night in town, so take a stroll and drink free cheap wine at the openings! Who knows, you may even buy something! Go to the Art Association, too since it's a beautiful, world-class museum that also shows members' work."

Food

Annmarie Palumbo

View Annmarie's property on FlipKey here.

Dennisport, MA has some delicious local seafood as well as those hearty New England breakfasts that will keep you going all day."

Neighborhoods

Annmarie Palumbo

"Hyannis is the hub of the Cape with tons of shopping, dining and fun activities for kids. A must visit when you are on the Cape is the Kennedy complex."

Nightlife

Annmarie Palumbo

"Chatham and Hyannis has nightlife that can accommodate any type of individual. If you are looking for a casual pub, awesome bars to nightclubs, there is something for everyone!"

Family

Annmarie Palumbo

"Holiday Hill is a must in Dennisport! It is also helpful to know that mini golf is less crowded in Dennisport than those in Yarmouth. Also cute bumper cars are right next door. The inflatable park in Yarmouth is awesome and can keep the kids busy all day!"

Adventure

Annmarie Palumbo

"A must do is the Cape Cod Rail Trail right in Dennis. Rent bikes right at the start and go how far you want! It is a peaceful fun ride. Rent tandem bikes so the little ones don't tire out!"

Nightlife

Jeffrey Race

View Jeffrey's property on FlipKey here.

"Brewster itself is a low key residential, vacation and retirement areas. Main activities would be dramatic and musical performances and museum exhibitions. Beyond this, visitors would drive to nearby Orleans, Provincetown or Hyanis"

Family

Jeffrey Race

"When on Cape Cod, some of the best family oriented activities are swimming, fishing, clamming, kayaking and whale watching!"

About Cape Cod

Charming cottages, a pristine shoreline, and a lively spirit draw visitors to Cape Cod year after year. Though many come for the beaches, they're quickly swept away by the beautiful greenery and enchanting fishing villages that dot the peninsula. Cape Cod is also replete with historical intrigue, as it marks the first North American landing place of the pilgrims of the colonial age.

Some of the most popular attractions in Cape Cod include:

  • Provincetown: Cape Cod's principal city has a vibrant arts community, breathtaking harbor views, and some of the best shopping and restaurants in New England. It's the perfect place to base Cape Cod romantic getaways, as it's close to all the island's rural attractions and combines the cosmopolitan vibe of a big city with the charms of a small town.
  • Wellfleet: Home to a scenic harbor, the Wellfleet area also hosts several nature preserves, making it an ideal place for exploring the beautiful countryside while enjoying the conveniences of urban living.
  • Cape Cod National Seashore: Cape Cod cruises will take you to the area's most prominent nature preserve, the National Seashore. Its diverse landscape includes beaches, ponds, sand spits, and salt marshes, with an equally diverse range of flora and fauna.
  • Outdoor adventures: Fishing, hiking, boating, and bicycling excursions are all essential to the Cape Cod experience. In season, you can also go on guided seal or whale watching cruises.
  • The arts: The entire peninsula is home to a burgeoning arts scene, including fine arts and theater. Some of the major annual festivals include the Eventide Arts Festival and the Provincetown Fringe Festival.

By renting a charming seaside cottage or cabin in the woods, you'll enjoy a more space, more privacy and all the conveniences and amenities of home.