7 days in Boston, Martha's Vineyard & Nantucket Itinerary

Created using Klarna Trips Massachusetts sightseeing planner
Make it your trip
Fly
1
Boston
— 2 nights
Drive
2
West Tisbury
— 2 nights
Unknown
3
Nantucket
— 2 nights
Fly

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Boston — 2 nights

Beantown

Kick off your visit on the 8th (Mon): stroll the grounds of Mount Auburn Cemetery, then walk around Boston Common, then get a taste of the local shopping with Faneuil Hall Marketplace, and finally appreciate the extensive heritage of Freedom Trail. Keep things going the next day: steep yourself in history at Granary Burying Ground, then take in nature's colorful creations at Boston Public Garden, then admire the masterpieces at Museum of Fine Arts, and finally ponder the world of politics at Massachusetts State House.

To see where to stay, other places to visit, more things to do, and more tourist information, read our Boston travel website.

Saint Louis to Boston is an approximately 4.5-hour flight. You can also drive; or take a bus. The time zone difference when traveling from Saint Louis to Boston is 1 hour. Expect a bit cooler temperatures when traveling from Saint Louis in May; daily highs in Boston reach 67°F and lows reach 50°F. Cap off your sightseeing on the 10th (Wed) early enough to go by car to West Tisbury.
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Side Trip
Find places to stay May 8 — 10:

West Tisbury — 2 nights

On the 10th (Wed), take a stroll through Martha's Vineyard Camp meeting Association (MVCMA), don't miss a visit to Flying Horses Carousel, then take a stroll through West Chop, and finally take in nature's colorful creations at Mytoi. Get ready for a full day of sightseeing on the 11th (Thu): admire the natural beauty at Polly Hill Arboretum, then identify plant and animal life at Long Point Wildlife Refuge, then visit a coastal fixture at Edgartown Lighthouse, and finally take in the dramatic natural features at Aquinnah Cliffs.

To see reviews and more tourist information, read our West Tisbury route app.

Traveling by car from Boston to West Tisbury takes 2.5 hours. Alternatively, you can drive. In May in West Tisbury, expect temperatures between 65°F during the day and 47°F at night. Wrap up your sightseeing on the 12th (Fri) to allow time to travel to Nantucket.
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Parks · Neighborhoods · Historic Sites · Nature
Side Trips
Find places to stay May 10 — 12:

Nantucket — 2 nights

Start off your visit on the 12th (Fri): examine the collection at Nantucket Lightship Basket Museum, kick back and relax at Madaket Beach, and then enjoy the sand and surf at Jetties Beach. On the next day, see the interesting displays at Whaling Museum, enjoy the sea views from Brant Point Lighthouse, and then enjoy the sea views from Sankaty Head Lighthouse.

To find reviews, photos, more things to do, and tourist information, go to the Nantucket vacation planner.

Traveling by journey from West Tisbury to Nantucket takes 3 hours. In May in Nantucket, expect temperatures between 62°F during the day and 49°F at night. You will leave for home on the 14th (Sun).
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Parks · Outdoors · Beaches · Historic Sites
Find places to stay May 12 — 14:

Martha's Vineyard travel guide

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Beaches · Lighthouses · Landmarks