29 days in Massachusetts Itinerary
Created using Klarna Trips Massachusetts trip planner
Start: Amsterdam
Fly
1
Hyannis
— 4 nights
Drive
2
Provincetown
— 6 nights
Taxi to Hyannis, MA, Ferry to Nantucket
3
Nantucket
— 5 nights
Ferry
4
Oak Bluffs, Martha's Vineyard
— 5 nights
Fly
5
Boston
— 8 nights
Fly
End: Amsterdam
Fri, Jun 2 - Fri, Jun 30
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Hyannis — 4 nights
©
Capital of Cape Cod
"The Capital of the Cape," Hyannis serves as Cape Cod's main transportation and commercial hub.Explore Hyannis' surroundings by going to Plymouth (Plymouth Rock & Plimoth Patuxet Museums), Marconi-RCA Wireless Museum (in North Chatham) and Falmouth (Highfield Hall & Gardens, Shining Sea Bikeway, &more). There's lots more to do: examine the collection at Heritage Museums & Gardens, contemplate the long history of Edward Gorey House, immerse yourself in nature at Nickerson State Park, and engage your brain at Sandwich Glass Museum.
For ratings, photos, other places to visit, and more tourist information, you can read our Hyannis vacation planner.
Amsterdam, The Netherlands to Hyannis is an approximately 10-hour flight. Due to the time zone difference, you'll gain 6 hours traveling from Amsterdam to Hyannis. In June, daily temperatures in Hyannis can reach 26°C, while at night they dip to 17°C. Finish your sightseeing early on the 6th (Tue) to allow enough time to drive to Provincetown.
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Provincetown — 6 nights
©
Birthplace of American Liberty
A small resort town with a year-round population of just 3,000, Provincetown draws nearly 60,000 annual visitors with its scenic beaches, art colonies, galleries, theaters, and shops.You'll find plenty of places to visit near Provincetown: Eastham (Nauset Lighthouse, Nauset Light Beach, &more). Spend the 8th (Thu) exploring nature at Cape Cod National Seashore. There's still lots to do: pause for some photo ops at Pilgrim Monument & Provincetown Museum, enjoy the sand and surf at Long Point, take a leisurely stroll along MacMillan Wharf, and stroll through Corn Hill Beach.
For more things to do, where to stay, photos, and other tourist information, refer to the Provincetown day trip website.
Traveling by car from Hyannis to Provincetown takes 1.5 hours. Alternatively, you can take a bus. In June, daytime highs in Provincetown are 26°C, while nighttime lows are 15°C. Finish your sightseeing early on the 12th (Mon) so you can travel to Nantucket.
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Nantucket — 5 nights
©
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. Nantucket is known for museums, beaches, and historic sites. Your trip includes some of its best attractions: examine the collection at Whaling Museum, stroll through Jetties Beach, kick back and relax at Madaket Beach, and head outdoors with Outdoor Activities.
Plan a Nantucket trip in moments using our itinerary builder.
You can do a combination of taxi and ferry from Provincetown to Nantucket in 3 hours. Another option is to do a combination of bus and ferry. Expect a daytime high around 24°C in June, and nighttime lows around 16°C. Cap off your sightseeing on the 17th (Sat) early enough to catch the ferry to Oak Bluffs.
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Plan a Nantucket trip in moments using our itinerary builder.
You can do a combination of taxi and ferry from Provincetown to Nantucket in 3 hours. Another option is to do a combination of bus and ferry. Expect a daytime high around 24°C in June, and nighttime lows around 16°C. Cap off your sightseeing on the 17th (Sat) early enough to catch the ferry to Oak Bluffs.
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Oak Bluffs, Martha's Vineyard — 5 nights
©
Oak Bluffs is a town located on the island of Martha's Vineyard in Dukes County, Massachusetts, United States. Change things up with a short trip to Gay Head Lighthouse in Aquinnah (about 38 minutes away). There's lots more to do: make a trip to Flying Horses Carousel, take in nature's colorful creations at Mytoi, steep yourself in history at Aquinnah Cliffs, and admire the striking features of Trinity Park Tabernacle.
To see other places to visit, maps, and more tourist information, go to the Oak Bluffs route planning tool.
Traveling by ferry from Nantucket to Oak Bluffs takes 2 hours. In June, daytime highs in Oak Bluffs are 26°C, while nighttime lows are 14°C. Finish your sightseeing early on the 22nd (Thu) so you can fly to Boston.
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To see other places to visit, maps, and more tourist information, go to the Oak Bluffs route planning tool.
Traveling by ferry from Nantucket to Oak Bluffs takes 2 hours. In June, daytime highs in Oak Bluffs are 26°C, while nighttime lows are 14°C. Finish your sightseeing early on the 22nd (Thu) so you can fly to Boston.
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Boston — 8 nights
©
Beantown
Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year.Explore the numerous day-trip ideas around Boston: Halibut Point State Park (in Rockport) and Dolphin & Whale Watching (in Gloucester). And it doesn't end there: admire the masterpieces at Museum of Fine Arts, walk around Boston Common, browse the different shops at Faneuil Hall Marketplace, and explore the different monuments and memorials at Mount Auburn Cemetery.
To find maps, where to stay, reviews, and more tourist information, use the Boston trip itinerary site.
Fly from Oak Bluffs to Boston in 2.5 hours. Alternatively, you can do a combination of ferry and car; or do a combination of ferry and bus. Expect somewhat warmer evenings in Boston when traveling from Oak Bluffs in June, with lows around 18°C. Wrap up your sightseeing on the 30th (Fri) early enough to fly back home.
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Massachusetts travel guide
The Bay State
Known as the "Bay State" because of the three bays dominating its coastline, Massachusetts has played a significant cultural and commercial role through most of the country's history. An increasingly popular vacation destination for foreign travelers, Massachusetts offers numerous places to visit, ranging from historical sites to modern urban centers famous for their culinary, art, and nightlife scenes. With the majority of its population living in and around the city of Boston, in the 20th century Massachusetts went from a state largely dependent on fishing and agriculture to the country's leader in higher education, healthcare, high technology, and financial services. Home to renowned universities and research centers, the state's cities attract a young crowd of students, scientists, artists, and business professionals.
