Cape ClassicsNarrated · All Ages
Martha’s Vineyard Island Tour
A sightseeing, history and culture experience. Booked on Viator.
from $70
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Cape ClassicsTastings Included · 3 HoursHyannis Food Tour
A 2.5-hour guided tasting walk through downtown Hyannis's locally loved kitchens, from fresh Cape seafood to sweet finishes. A flavor-forward way to meet the people behind the food.
~$80
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Cape ClassicsCape Cod Grown GrapesVineyard Tour & Wine Tasting
Sip maritime-grown wines in the gardens of a restored 1830s farmhouse, with summer walk-through tours of the winemaking. On-site South Hollow Spirits distillery pours rum and gin too.
~$15 flight
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Cape ClassicsLocal-Only StopsChatham Walking Food Tour
A 3-hour guided amble from the Chatham Fish Pier through the village's historic streets, with 4–5 tasting stops at favorite spots. The Cape's only Chatham walking food tour.
~$90–$110
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Cape ClassicsTastings IncludedChatham Bites and Sights Walking Guided Food Tasting Tour
A guided Cape Cod food-and-drink experience with small-group tastings. Booked on Viator.
from $79
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Cape ClassicsCooking & Foraging · Hilltop Bay Views · TruroCulinary & Garden Workshops at Castle Hill
Bookable culinary and garden workshops at Castle Hill in Truro, Cape Cod's leading arts residency. Hands-on classes cover cooking, fermentation, foraging, and seasonal kitchen gardening — set on a historic hilltop property with sweeping bay views.
Cape ClassicsGo at Your Own PaceMartha’s Vineyard Self-Guided GPS Audio Walking Tour
A self-guided GPS audio walking tour. Booked on Viator.
from $10
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Cape ClassicsGo at Your Own PaceSelf-Guided Walking Tour of Oak Bluffs, Martha’s Vineyard
A self-guided sightseeing and history walk. Booked on Viator.
from $10
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Cape ClassicsTastings IncludedLobster Legends and Coastal Bites History Tour
A guided Cape Cod food-and-drink experience with small-group tastings. Booked on Viator.
from $105
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Cape ClassicsBeer + Wine + Spirits · Three Producers One StopCisco Brewers, Nantucket Vineyard & Triple Eight Distillery Tour
The iconic Cisco campus at 5 Bartlett Farm Road combines three producers in one visit: tastings from Cisco Brewers (beer), Nantucket Vineyard (wine), and Triple Eight Distillery (spirits), plus a souvenir tasting glass. Daily guided tours run 30–90 minutes. Day-of spots available first-come; advance reservations recommended.
from $25/person
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Cape Classics21+ · Drinks IncludedProvincetown Pub Crawl
A guided Cape Cod food-and-drink experience with small-group tastings. Booked on Viator.
from $18
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Cape ClassicsBeer Included · Local CraftTaste of Cape Cod Brewery Tour
An all-inclusive 3.5-hour craft-beer crawl visiting multiple Cape breweries with guided tastings, brewing insight and a food pairing. Transportation included, so you just sip and enjoy.
~$137
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Cape ClassicsCustom Private ExperienceExperience the Magic of Martha’s Vineyard
A sightseeing, history and culture experience. Booked on Viator.
from $75
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Cape ClassicsLocal-Only StopsProvincetown Bites and Sights Walking Guided Food Tasting Tour
A guided Cape Cod food-and-drink experience with small-group tastings. Booked on Viator.
from $108
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Rainy DayCoast to Coast in One DayMartha's Vineyard: All Island Tour
Experience the beautiful views and unique character of Martha's Vineyard with local 3rd generation island guides. Take a bus tour and see sights, including Oak Bluffs and Vineyard Haven.
$70 per person
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Cape ClassicsDay Trip from BostonBoston: Martha's Vineyard Day Trip with Optional Island Tour
Explore Martha's Vineyard on a day trip from Boston and see the cottages in Oak Bluffs, the quaint shops of Edgartown, and the Gay Head Cliffs. Upgrade your trip with a guided tour of the island.
$129 per adult
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Luxury WeekendPrivate · 2 HoursPrivate Guided Sightseeing Tour of Martha's Vineyard (2 Hours)
A private island tour — Edgartown, Oak Bluffs and the cliffs at your own pace. Booked on Viator.
from $250
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Cape ClassicsAll 6 Towns in 3 HoursBest of Martha’s Vineyard 3-hour Full Island Tour
A sightseeing, history and culture experience. Booked on Viator.
from $65
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Cape ClassicsExplore the Whole IslandMartha's Vineyard Venture Scavenger Hunt
A self-guided scavenger hunt that turns the island into a family adventure. Booked on Viator.
from $13
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Cape ClassicsNo Fitness RequiredElectric Bike Tour of Martha's Vineyard
Glide the Vineyard's coast roads and harbor villages on an easy electric bike tour. Booked on Viator.
from $75
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Cape ClassicsHandline Kölsch · Saturday Tours · South DennisDevil's Purse Brewing — Taproom & Brewery Tours
Small-batch Cape Cod craft brewery known for the Handline Kölsch and seasonal releases, tucked in South Dennis. Brewery tours run Saturdays at 11:30am; the taproom is open daily 12–6pm with 10–12 rotating beers on draft.
Cape ClassicsEat a Clambake Aboard the BoatClambake at Sea
A traditional New England clambake served aboard a cruise. Booked on Viator.
from $104
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Cape ClassicsBeer IncludedBrewery Tour & Tasting
Go behind the scenes at the Cape's original craft microbrewery, touring the brew house before sampling in the taproom. Saturday-morning tours are small and sell out.
~$12
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Rainy DayGo at Your Own PaceOak Bluffs: Martha's Vineyard GPS Smartphone Audio Tour
Walk through Oak Bluffs along an app-based audio-guided route on your mobile device. Learn about the town's origins and the most popular landmarks of this famous destination on Martha's Vineyard.
from $13
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Cape ClassicsDrinks IncludedThe Tipsy Tour
A guided Cape Cod food-and-drink experience with small-group tastings. Booked on Viator.
from $220
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