11 days in Martha's Vineyard, Salem & Boston Itinerary
Created using Inspirock Massachusetts route planner
Start: Tampa
Fly
1
Oak Bluffs
— 2 nights
Fly
2
Salem
— 2 nights
Drive
3
Boston
— 6 nights
Fly
End: Tampa
Sat, Apr 1 - Tue, Apr 11
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Oak Bluffs — 2 nights
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Oak Bluffs is a town located on the island of Martha's Vineyard in Dukes County, Massachusetts, United States. On the 1st (Sat), see the interesting displays at Cottage Museum and then admire the natural beauty at Mytoi.
To find reviews, photos, maps, and tourist information, use the Oak Bluffs tour builder website.
Tampa to Oak Bluffs is an approximately 6-hour flight. You can also do a combination of bus and ferry; or do a combination of train, taxi, and ferry. In April, Oak Bluffs is cooler than Tampa - with highs of 55°F and lows of 37°F. Wrap up your sightseeing on the 3rd (Mon) early enough to fly to Salem.
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To find reviews, photos, maps, and tourist information, use the Oak Bluffs tour builder website.
Tampa to Oak Bluffs is an approximately 6-hour flight. You can also do a combination of bus and ferry; or do a combination of train, taxi, and ferry. In April, Oak Bluffs is cooler than Tampa - with highs of 55°F and lows of 37°F. Wrap up your sightseeing on the 3rd (Mon) early enough to fly to Salem.
Side Trips
Highlights from your trip
Salem — 2 nights
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Witch City
Best known for its 1692 witch trials, Salem has a number of significant historical sites, a bustling downtown, and many witch-themed attractions.You'll get in some beach time at Long Sands Beach and Wallis Sands State Beach. Deepen your sense of the past at sights like The House of the Seven Gables and Pickering Wharf. You'll find plenty of places to visit near Salem: Crane Beach (in Ipswich) and Gloucester (Fishermen's Memorial Monument & Beauport, the Sleeper-McCann House). There's more to do: explore the world behind art at Peabody Essex Museum and examine the collection at Salem Witch Museum.
Plan trip to Salem with our itinerary maker to find out where to go and what to do.
You can fly from Oak Bluffs to Salem in 2.5 hours. Other options are to do a combination of ferry and car; or do a combination of ferry, bus, and train. April in Salem sees daily highs of 56°F and lows of 38°F at night. Finish your sightseeing early on the 5th (Wed) to allow enough time to drive to Boston.
Side Trips
Highlights from your trip
Boston — 6 nights
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Beantown
Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year.Freedom Trail and Adams National Historical Park will appeal to history buffs. Relax by the water at Race Point Beach and Herring Cove Beach. Explore the numerous day-trip ideas around Boston: Plymouth Rock (in Plymouth), Sandwich (Sandwich Glass Museum & Heritage Museums & Gardens) and Provincetown (Pilgrim Monument & Provincetown Museum & Long Point). There's much more to do: admire the masterpieces at Museum of Fine Arts, see the interesting displays at The Breakers, appreciate the extensive heritage of Cliff Walk, and get engrossed in the history at John F. Kennedy Presidential Museum & Library.
For maps, photos, reviews, and other tourist information, you can read our Boston attractions planner.
You can drive from Salem to Boston in an hour. Alternatively, you can take a train; or take a bus. In April, plan for daily highs up to 56°F, and evening lows to 40°F. Finish your sightseeing early on the 11th (Tue) to allow enough time to fly back home.
Side Trips
Highlights from your trip
Martha's Vineyard travel guide
Martha's Vineyard is an island located south of Cape Cod in Massachusetts that is known for being an affluent summer colony. It includes the smaller Chappaquiddick Island which is usually connected to the Vineyard, though storms and hurricanes have been known to separate the two. The last such separation of the islands was in 2007 and the two islands are again connected as of April 2, 2015.It is the 58th largest island in the United States, with a land area of 100sqmi, and the third largest on the East Coast of the United States, after Long Island and Mount Desert Island. The island constitutes the bulk of Dukes County, Massachusetts, which also includes the Elizabeth Islands and the island of Nomans Land.The Vineyard was home to one of the earliest known deaf communities in the United States; consequently, a special sign language developed on the island called Martha's Vineyard Sign Language (MVSL).The 2010 census reported a year-round population of 16,535 residents, although the summer population can swell to more than 100,000 people. About 56% of the Vineyard's 14,621 homes are seasonally occupied.
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