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Home/USA/Massachusetts/Martha's Vineyard/Gingerbread Houses

Explore the Historic Gingerbread Cottages of Oak Bluffs

Discover the enchanting charm of the Gingerbread Houses in Oak Bluffs, where historic colorful cottages create a living storybook landscape. Immerse yourself in unique sightseeing tours, from informative guided walks to scenic ferry rides, perfect for lovers of culture and history. Whether you choose a self-guided stroll through these iconic gingerbread cottages or a professional group tour, you'll experience the breathtaking beauty and whimsical architecture that makes this destination a must-visit. Book your Oak Bluffs adventure today and capture unforgettable memories in this stunning coastal paradise.

4.5/5 avg ratingTours from $10.695,130+ traveler reviews88% free cancellation

At a glance

Tour Price

Tour Price

$13–$106 typical

Median price is $68, with a full range of $11–$208

Rating

Rating

4.49★ average

Based on 5,131 pooled reviews with 83% positive sentiment

Tour Length

Tour Length

3 hours median

Typical duration ranges from 1.5 to 12 hours

Best Value

Best Value

Historical tours

Average 4.5★ at $45 per tour

Tour Type

Tour Type

Cultural & Sightseeing

100% of options are cultural, 50% are sightseeing

Booking Perks

Booking Perks

88% free cancellation

Most options also offer instant confirmation

6 Products

#1 Best 3hr Martha's Vineyard shared Island Tour from Oak Bluffs

#1 Best 3hr Martha's Vineyard shared Island Tour from Oak Bluffs

3 hrsFree cancellation
4.6 (1,549 reviews)
84.3%
15.7%
great tourgreat guideexcellent
Viator
$70
Book now
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#1 Best 3hr Martha's Vineyard shared Island Tour from Oak Bluffs
Summary

Experience our famous 3-hour full Island tour for a budget friendly rate! Our tour drivers - native Islanders & long-time "wash-a-shores" have years of tour driving experience and the best reviews to show it! This 3-hour tour will introduce you to our 100 square mile island by giving you the history...

Inclusions
  • Transportation via air-conditioned vehicle
  • Live commentary on board
  • Professional Driver/Guide
  • Small-group tour for a more personalized experience
  • Experience top Martha's Vineyard areas including Oak Bluffs, Vineyard Haven, and Aquinnah
Exclusions
  • Snack & Water
  • Children under 10
Itinerary
  • Flying Horses Carousel
  • Aquinnah Lighthouse
  • Aquinnah Cliffs
  • Edgartown Lighthouse
  • Old Whaling Church
  • Martha's Vineyard Camp meeting Association
  • Joseph Sylvia State Beach
Good to know
  • Public transportation options are available nearby, Suitable for all physical fitness levels, CANCEL 24 HR IN ADVANCE, Operates in all weather conditions, please dress appropriately, Minimum age for children is 10 years, Tours depart Diagonally across the street from the Oak Bluffs Steamship Authority Ticket Office. Near Soldier Statue. Look for mini-bus or van marked "MV Transport" along the curb in front of the ticket office., During Check out Please use Special Requirements and let us know what Ferry you will be taking to the island. Thank you, No refunds or rescheduling of reservations unless 24 hours prior to tour date & time., If you area taking the Hyline Fast Ferry from Hyannis, The New Bedford Seastreak, or the Rhode Island Fast Ferry (Quonset Point) Please make those reservation first to assure you getting to the island on time before booking with us, You MUST BE ON the island of MARTHA'S VINEYARD to do this tour, Children must be accompanied by an adult, No Children under the age of 10
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Best of Martha's Vineyard 3 hour Full-Island Tour

Best of Martha's Vineyard 3 hour Full-Island Tour

3 hrsFree cancellation
4.63 (575 reviews)
84.52%
15.48%
Great tourexcellentenjoyed
Viator
$65
Book now
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Best of Martha's Vineyard 3 hour Full-Island Tour
Summary

Perfect tour to see all six towns on Martha's Vineyard in 3 hours, and to stop and get out to see the the beautiful seaport of Menemsha and the cliffs in Aquinnah. Customers will be engaged by great, "five star" local guides providing narration about the history, culture, celebrities, lighthouses, b...

Inclusions
  • Air conditioning
Exclusions
  • Children must be 10 years or older
Itinerary
  • Joseph Sylvia State Beach
  • Aquinnah Cliffs
  • Aquinnah Lighthouse
  • Martha's Vineyard Camp meeting Association
  • Flying Horses Carousel
  • Menemsha Public Beach
  • Old Whaling Church
  • Edgartown Lighthouse
Good to know
  • Infants and small children can ride in a pram or stroller, Service animals allowed, Public transportation options are available nearby, Suitable for all physical fitness levels
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Electric Bike Tours on Martha Vineyard

Electric Bike Tours on Martha Vineyard

6 hrsPrivate tourEco-FriendlyFree cancellation
5 (8 reviews)
Viator
$200$250
Book now
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Electric Bike Tours on Martha Vineyard
Summary

Explore the beauty of Martha's Vineyard on an electric bike tour designed just for you. It offers unique experiences tailored to your interests: secluded beaches, historic farms, the iconic Gingerbread Houses, and more. Let us take you there. Choose 4-6 hour private tour, where every detail is curat...

Inclusions
  • Tour Guide
Exclusions
  • Lodging
Itinerary
  • Martha's Vineyard Camp meeting Association
  • East Chop Lighthouse
  • Joseph Sylvia State Bridge
  • Dr. Daniel Fisher House
  • Vincent House Museum
  • Old Whaling Church
  • Chappaquiddick
  • Manuel F. Correllus State Forest
Good to know
  • Public transportation options are available nearby, Not recommended for travelers with spinal injuries, Not recommended for travelers with poor cardiovascular health, Travelers should have at least a moderate level of physical fitness, All riders must be 16 years of age or older., All riders must sign a Tour Agreement., Although we will be riding electric bikes, this is a 4-6 hour tour. Lots of fresh air and exercise.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Oak Bluffs, Martha's Vineyard Audio Tour

Oak Bluffs, Martha's Vineyard Audio Tour

1.5 hrsPrivate tour
3.22 (9 reviews)
50%
50%
informativeA Great TourDid not work
Viator
$13
Book now
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Oak Bluffs, Martha's Vineyard Audio Tour
Summary

Knockabout Travel takes you to Martha's Vineyard, with this self-paced audio tour of the most popular town on the island. Discover the origin story of how Oak Bluffs developed from its humble beginnings as a religious camp into a summer destination for business moguls, celebrities, and US Presidents...

Inclusions
  • Begin Tour at Your Leisure
  • GPS Guided Interactive Maps
  • Self-Guided Audio Tour
  • Audio Files (streaming or download available)
Exclusions
  • Audio Device (Smartphone)
  • Headphones
  • Food/Drink
Itinerary
  • Ocean Park
  • Oak Bluffs Town Beach
  • Martha's Vineyard Camp meeting Association
  • Circuit Avenue
  • Flying Horses Carousel
Good to know
  • Suitable for all physical fitness levels
Cancellation Policy

All sales are final. No refund is available for cancellations.

Self Guided Walking Tour of Oak Bluffs Marthas Vineyard

Self Guided Walking Tour of Oak Bluffs Marthas Vineyard

3 hrsPrivate tourEco-FriendlyFree cancellation
5 (1 reviews)
100%
0%
great
Viator
$10
Book now
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Self Guided Walking Tour of Oak Bluffs Marthas Vineyard
Summary

Unearth the charm of Oak Bluffs on this self-guided walking tour, where the rich history and vibrant culture of this New England seaside town come alive. Wander among whimsical gingerbread cottages, enjoy stunning harbor views, and learn how this area evolved from a Methodist camp meeting site to ...

Inclusions
  • Flexible Usage (unlimited access)
  • Audio Guide & Route Map (in-app)
  • App and Tour Download
Exclusions
  • Smartphone (bring your own)
Itinerary
  • Cottage Museum
  • Circuit Avenue
  • East Chop Lighthouse
  • Flying Horses Carousel
  • Inkwell Beach
  • Ocean Park
  • Gingerbread Cottages
  • Mariposa Museum - Oak Bluffs
  • Joseph Sylvia State Beach
  • Strand Theatre
  • Oak Bluffs Town Beach
Good to know
  • Infants and small children can ride in a pram or stroller, Suitable for all physical fitness levels, Works entirely offline once downloaded—no cell service required, GPS-triggered audio plays automatically based on your location, Flexible - Buy once, use any day/time—access never expires
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Discovering Oak Bluffs: A Self-Guided Audio Tour

Discovering Oak Bluffs: A Self-Guided Audio Tour

1.5 hrsPrivate tourEco-FriendlyFree cancellation
0
Viator
$12
Book now
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Discovering Oak Bluffs: A Self-Guided Audio Tour
Summary

Discover how a small religious summer camp transformed into one of Martha’s Vineyard’s most popular island destinations on this walking tour through the town of Oak Bluffs. Starting in Ocean Park, you’ll follow the coast to Inkwell Beach before heading into the heart of the town. Along the way, you...

Inclusions
  • VoiceMap App for Android and iOS
  • Lifetime access to this tour in English
  • Offline access to audio, maps, and geodata
Exclusions
  • Smartphone and headphones
  • Transportation
  • Food and drink
  • Tickets or entrance fees to any museums or other attractions en route
Itinerary
  • Ocean Park
  • Inkwell Beach
  • Martha's Vineyard Camp meeting Association
  • Trinity Park Tabernacle
  • Circuit Avenue
  • Flying Horses Carousel
Good to know
  • Suitable for all physical fitness levels
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Pairs well with

Landmarks travelers visit on the same route as Gingerbread Houses.

Aquinnah Cliffs
Learn more

Aquinnah Cliffs

26 km away • from $65

Aquinnah Cliffs26.2kmSandwich Glass Museum34.2kmCape Cod Canal34.9kmMadaket Beach35.4kmNew Bedford Whaling Museum36.2kmWhaling Museum42.7kmPlimoth & Patuxet54kmPlimoth Grist Mill56.1kmBurial Hill56.4kmPlymouth Rock56.6kmMayflower II56.8kmEaston’s Beach61.1km
Martha's Vineyard Private Tour