Boston · CAPE COD TOURS

The 15 Cape Cod Tours Worth Booking Ahead

25 tours  ·  from $15 a head

The 15 best cape cod tours you can book for this trip, with what each costs, how long it runs and who it suits. The first one is first for a reason; start there.

Cape Cod & Provincetown Self-Guided Driving & Walking Audio Tour - From Cape history to Scargo Lake and Harwich
Boston Self-Guided Tours, Boston Walking Tours, Cape Cod Tours, Guided, Tour Reviews, Tours

Cape Cod & Provincetown Self-Guided Driving & Walking Audio Tour

1.Cape Cod & Provincetown Self-Guided Driving & Walking Audio Tour

★★★★★★★★★★4.0 · 207 reviews · 3 to 4 hours (approx.) Our pick

Drive more than 65 miles from Cape Cod toward Provincetown with an app-based audio guide that triggers stories by location. Hear about the Nauset people and the Pilgrims, stop at beaches and lighthouses, then explore Provincetown on foot. The $24.99 tour covers a vehicle of up to four people, works offline after download, and can be paused or reused.

“Be prepared for a full day. Make time to stop in Providence town at the end for a while. It was very interesting.”

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Provincetown: Whale Watching Cruise - The naturalist makes the sightings make sense
Boston Boat Tours, Boston Whale Watching, Cape Cod Tours, Tour Reviews

Provincetown: Whale Watching Cruise

2.Whale Watching Cruise

★★★★★★★★★★4.6 · 167 reviews · 4 hours · from $78

From Macmillan Wharf, Captain John Boats runs a 3.5- to 4-hour whale watch in Cape Cod Bay and Stellwagen Bank. An onboard naturalist helps you identify humpback, finback, minke and, less often, endangered right whales. You can watch from open decks or a cabin, with food and drinks for cash purchase. Guides including Lindsay have been praised for lively, family-friendly explanations.

“I liked the amount of whales we saw. Just fabulous viewings. Also enjoyed the explanation and education about whales. A+”

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Hyannis: Hyannis Harbor Sunset Cruise - Watching the sky change from the water
Boston Boat Tours, Boston Harbor Cruises, Boston Sunset Cruises, Cape Cod Tours, Evening Experiences, Tour Reviews

Hyannis: Hyannis Harbor Sunset Cruise

3.Hyannis Harbor Sunset Cruise

★★★★★★★★★★4.1 · 50 reviews · 1h 15m · from $29

Board a 90-foot boat for a 75-minute sunset sail through Hyannis Harbor and Hyannis Port. Soft music sets a quiet pace, and drinks are available to buy at the onboard bar. Check the schedule for Thursday live music, Friday margaritas, or Sunday’s luau theme. The meeting point is the rock parking lot just before Baxter’s Fish and Chips.

“No one was at the marina for our sunset cruise, and no one called us beforehand to say it had been cancelled. We made sure we were on time, only to find no one there.”

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Mayflower Trolley Tour! - The east end’s gallery district adds an artistic chapter
Boston Trolley Tours, Cape Cod Tours, Plymouth Day Trips, Tour Reviews, Tours

Mayflower Trolley Tour!

4.Mayflower Trolley Tour!

★★★★★★★★★★4.5 · 39 reviews · 50 minutes (approx.) · from $40

Ride through Provincetown and out toward the Provincelands on a roughly 50-minute trolley tour. You’ll hear about the Pilgrims’ 1620 landing, the National Seashore, and the town’s Portuguese, arts, theater, music, and LGBTQ history. Guides have included Pat, Cathy, Rhonda, and Char; the tour runs in English, carries up to 28 people, and returns to its Commercial Street starting point.

“Excellent tour guide very friendly and props to the driver getting around the crowed streets! Very informative tour I would highly recommend!!”

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Private Guided Night Photography Tours on Cape Cod (for one photographer.) - The route: lighthouses, beaches, marshes, and bridges
Boston Private Tours, Cape Cod Tours, Evening Experiences, Guided, Photography Sessions, Tour Reviews, Tours

Private Guided Night Photography Tours on Cape Cod (for one photographer.)

5.Private Guided Night Photography Tours on Cape Cod (for one photographer.)

★★★★★★★★★★5.0 · 38 reviews · 4 hours (approx.) · from $425Top rated

Join Tim of Cape Nights Gallery for a private, four-hour night photography tour on Cape Cod. Choose a moonlight or starlight outing, get hands-on help with exposure and light painting, and visit coastal sites by SUV. All skill levels are welcome. Your fee includes transportation, printed course material, and a matted print.

“Tim was absolutely awesome! The sky was a bit cloudy but that didn’t stop us from getting some great shots. I learned a ton about light painting, exposure settings, and local history as well! I’d recommend this to anyone looking to get some memorable shots and learn Astro photography!”

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Wine and Wine Jelly-Sauce Tasting on Plymouth Bay - Staff, conversation, and local hospitality
Boston Food Tours, Cape Cod Tours, Food & Drink, Plymouth Day Trips, Tour Reviews, Wine Tours

Wine and Wine Jelly-Sauce Tasting on Plymouth Bay

6.Wine and Wine Jelly-Sauce Tasting on Plymouth Bay

★★★★★★★★★★5.0 · 37 reviews

At Plymouth Bay Winery on Water Street, you’ll taste wines made from Northeast grapes and berries, then explore wine jellies and sauces that bring local fruit to the table. The tasting includes a presentation and a commemorative etched glass. Staff members including Mike and Kat have helped lead tastings, though who serves you can vary.

“Hometown hospitality and great experience with wonderful people. Products are high quality and cleverly created.”

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Kayak The Creek Nature Tour - Timing your paddle around the tide
Canoes & Kayaks, Cape Cod Tours, Tour Reviews, Tours

Kayak The Creek Nature Tour

7.Kayak The Creek Nature Tour

★★★★★★★★★★5.0 · 36 reviews · 2 hours (approx.) · from $80

Kayak Scorton Creek in the Great Marsh ecosystem on a two-hour guided outing from East Sandwich. Expect salt, brackish, and fresh water, plenty of bird activity, and the chance to spot crabs. Guides include Kyle and Allyson. The group is capped at 12, and the 10:30 am trip returns to its starting point.

“The guide was terrific and so was the scenery. However, I recommend changing the time to an earlier launch to avoid the low tides as we had a time getting stuck with the kayaks due to the low tide.”

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Chatham Bites and Sights Walking Guided Food Tasting Tour - Four tastings, one drink, and a real lunch
Boston Food Tours, Boston Walking Tours, Cape Cod Tours, Food, Food & Drink, Guided, Tour Reviews, Tours

Chatham Bites and Sights Walking Guided Food Tasting Tour

8.Chatham Bites and Sights Walking Guided Food Tasting Tour

★★★★★★★★★★5.0 · 28 reviews · from $98

Walk about a mile through Chatham with a local guide, starting at the fish pier and finishing on Main Street at Buffy’s Ice Cream Cafe. The three-hour private tour includes four food tastings, one alcoholic drink, water, and stories about local food and traditions. Guide Mike has been praised for adapting the tour to guests’ needs.

“To begin with… Thank you, Mike for a wonderful experience! We began at the Chatham pier where we saw seals frolicking in the water and fisherman bringing in their catch( a 650 lb tuna) then dinedwith delicious clam fritters and shrRead more”

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Truro Cape Cod Lighthouse and Highland House Museum Tour - Highland House and its Cape Cod stories
Boston Museum Tickets, Cape Cod Tours, Tour Reviews, Tours

Truro Cape Cod Lighthouse and Highland House Museum Tour

9.Truro Cape Cod Lighthouse and Highland House Museum Tour

★★★★★★★★★★4.5 · 21 reviews · 2 hours (approx.) · from $85

From Provincetown, ride in an air-conditioned vehicle through the Cape Cod National Seashore to Highland Light and Highland House Museum. Expect local commentary, lighthouse history, a climb to the tower top for eligible participants, and a look at Thoreau and the Hoppers’ Cape connections. Guides have included Ginny and Alicia. The museum is unavailable on the Saturday 1:00 tour.

“Lighthouse was a fun time, and Ginny was a great guide with lots of interesting fun facts about the area.”

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The Martinis & Mingle Tour - Lopes Square, the railroad, and the harbor edge
Cape Cod Tours, Tour Reviews, Tours

The Martinis & Mingle Tour

10.The Martinis & Mingle Tour

★★★★★★★★★★5.0 · 20 reviews · 2 hours (approx.) · from $92

Join local guide Cathy for a private, two-hour walk through Provincetown, with a blueberry vodka lemonade, a slice of Spiritus Pizza, and an espresso martini included. Along the way, hear stories about the town’s artists, fishing past, LGBTQ+ history, and landmarks, from the old harbor to the Boatslip Tea Dance.

“Lots of history and local lore will be provided on the tour. You will receive tons of restaurant and experiential suggestions. Cathy was a lot of fun. I would suggest this tour for groups and couples.”

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Private Open-Air Pedicab Tour in Provincetown - Commercial Street by pedicab
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Private Open-Air Pedicab Tour in Provincetown

11.Private Open-Air Pedicab Tour in Provincetown

★★★★★★★★★★3.5 · 19 reviews · 1 hour to 1 hour 30 minutes (approx.)

A private, English-language pedicab tour covers Provincetown’s Commercial Street, Pilgrim’s First Landing Park and Herring Cove Beach in about 1 to 1.5 hours. Guides such as Alex and Jim have been praised for local stories and tips. A souvenir Polaroid is included; the optional Long Point shuttle costs $15 per person.

“Alex was our tour guide. He showed us where the old meets the new in Cape Cod, showed us all of the fun local and tourist hot spots, and gave us wonderful stories throughout our tour. I cannot recommend this gentleman enough!”

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Cape Cod Caper Scavenger Hunt - What the named stops add
Boston Scavenger Hunts, Cape Cod Tours, Tour Reviews

Cape Cod Caper Scavenger Hunt

12.Cape Cod Caper Scavenger Hunt

★★★★★★★★★★3.5 · 17 reviews · 2 hours (approx.)

Start at Chez Antoine Café in Hyannis, then use a smartphone to complete playful photo missions with a remote host who sends your digital quest, offers help, and cheers you on. The two-hour outing names Truro Vineyards, Titcomb’s Bookshop, and Coast Guard Beach among its stops. Expect a flexible, task-led game, not a guide walking beside you.

“We enjoyed the fact that there was help when we needed it and all the cheering us on. We had a great time and had LOTS of laughs! Would do it again in a heartbeat!!”

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Cape Cod Explorer Tour - A beach you cannot reach by road
Cape Cod Tours, Tour Reviews, Tours

Cape Cod Explorer Tour

13.Cape Cod Explorer Tour

★★★★★★★★★★5.0 · 16 reviews · 2 hours (approx.) · from $80

Paddle Popponesset Bay, the Popponesset and Mashpee rivers, then pause on a white-sand barrier beach that you can reach only by boat, kayak, or board. The roughly two-hour tour costs $80 per person, takes up to 12 people, and suits different skill levels. Guides have included Simon, Mike, Kian, Tammie, and Madison.

“The instructions- assisting with getting in / out of the boats- explaining the habitat and pointing out nature along the way. Walking the beach for a break - laughter - calming moment s - Tammie was a wonderful guide! She ensured we were safe along our journey and created an experience that took one who never kayaked to one who now wants to paddle more!”

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Cape Cod Sunset Kayak Tour - The Spit and the coast from water level
Boston Sunset Cruises, Canoes & Kayaks, Cape Cod Tours, Evening Experiences, Tour Reviews, Tours

Cape Cod Sunset Kayak Tour

14.Cape Cod Sunset Kayak Tour

★★★★★★★★★★5.0 · 9 reviews · 2 hours (approx.) · from $80

At 6 pm, join RideAway Adventures for an approximately two-hour guided kayak trip on Popponesset Bay, returning to 135 Daniels Island Road in Mashpee. Expect sunset views of The Spit, a white sand barrier beach, and a possible short walk to stretch your legs. Guides including Kyle, Matt B., Mike, and Spencer have shared local wildlife and shellfish facts.

“Being out on the water super peaceful, tour guide was great, informative and knew when to step in and give advice for a smoother tour.”

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Local Legends and Lobster Roll Tour - From the library schooner to neighborhood bars
Cape Cod Tours, Tour Reviews, Tours

Local Legends and Lobster Roll Tour

15.Local Legends and Lobster Roll Tour

★★★★★★★★★★5.0 · 9 reviews · 2 hours (approx.) · from $105

Join Cathy for a private, English-language walk through Provincetown’s Commercial Street history, from fishing wharves and a sailors’ bar to its LGBTQ+ landmarks. The roughly two-hour tour starts at Cannery Wharf Park at 12:30 pm and includes a lobster roll and beer. Expect local stories, frequent stops, and a compact route through the town center.

“Wonderful and interesting experience! Our guide Cathy was very knowledgeable and enthusiastic. We were amazed about the history of the Cape. The Lobster roll & beer were good too!”

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New in Cape Cod Tours

★ 3.5Ziplining and Climbing at The Adventure Park on Cape CodFrom $633 reviews
★ 4.5Provincetown West End History TourFrom $603 reviews
★ 5.0Cape Cod Kayak Rentals in Popponesset Bay MashpeeFrom $503 reviews
★ 3.7Luau Sunset Cruise in Hyannis HarborFrom $323 reviews

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