18 days in Massachusetts Itinerary

18 days in Massachusetts Itinerary

Created using Inspirock Massachusetts trip itinerary maker

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Route & dates

18 days in Massachusetts Itinerary

Start: Melbourne
Fly:  26​h
1
Boston
— 6 nights
ferry:  1​h 30​min
2
Provincetown
— 3 nights
Drive:  1​h 15​min
3
Hyannis
— 3 nights
Drive:  2​h 15​min
4
Nantucket
— 2 nights
Drive:  2​h 30​min
5
Oak Bluffs, Martha's Vineyard
— 1 night
Drive + Fly:  31​h
End: Melbourne

6
nights
Boston

Boston ©
Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
Get out of town with these interesting Boston side-trips: Dolphin & Whale Watching (in Gloucester) and Salem (The House of the Seven Gables, Peabody Essex Museum, & more). The adventure continues: admire the masterpieces at Museum of Fine Arts, browse the collection at Boston Public Library, browse the different shops at Faneuil Hall Marketplace, and appreciate the extensive heritage of Freedom Trail.

Planning Boston trip won't be overwheling when you use's Insprock itinerary maker.

Melbourne, Australia to Boston is an approximately 26-hour flight. You can also do a combination of bus and flight; or do a combination of flight and ferry. The time zone difference when traveling from Melbourne to Boston is minus 15 hours. When traveling from Melbourne in October, plan for little chillier days in Boston, with highs around 20°C, while nights are about the same with lows around 11°C. Finish your sightseeing early on the 31st (Thu) so you can ride a ferry to Provincetown.

Things to do in Boston

Museums Tours Parks

Side Trips

Salem, Dolphin & Whale Watching
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Boston Public Garden ©
Boston Public Garden
Freedom Trail ©
Freedom Trail

3
nights
Provincetown

Provincetown ©
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.
Explore Provincetown's surroundings by going to Salt Pond Visitor Center (in Eastham) and Nauset Beach (in Orleans). There's much more to do: kick back and relax at Cape Cod National Seashore, appreciate the history behind Pilgrim Monument & Provincetown Museum, stroll through Race Point Beach, and get lost in a book at Provincetown Library.

To see ratings, other places to visit, where to stay, and other tourist information, go to the Provincetown road trip planning site .

You can ride a ferry from Boston to Provincetown in 1.5 hours. Alternatively, you can fly; or drive. In October, daytime highs in Provincetown are 20°C, while nighttime lows are 11°C. Cap off your sightseeing on the 3rd (Sun) early enough to go by car to Hyannis.

Things to do in Provincetown

Beaches Parks Outdoors

Side Trips

Cape Cod National Seashore, Nauset Beach, Marconi Beach, Salt Pond Visitor Center
Highlights from your plan
Cape Cod National Seashore ©
Cape Cod National Seashore
Race Point Beach ©
Race Point Beach

3
nights
Hyannis

Hyannis ©
"The Capital of the Cape," Hyannis serves as Cape Cod's main transportation and commercial hub.
Explore the numerous day-trip ideas around Hyannis: Monomoy National Wildlife Refuge (in Chatham), Plymouth (Plimoth Plantation & Plymouth Rock) and Shining Sea Bikeway (in Falmouth). There's lots more to do: examine the collection at Heritage Museums & Gardens, have some family-friendly fun at Grand Slam Entertainment, Cape Cod Baseball & Bumper Boats, make a trip to Old King's Hwy, and contemplate the long history of Hoxie House.

For other places to visit, ratings, where to stay, and tourist information, use the Hyannis day trip planning site .

Getting from Provincetown to Hyannis by car takes about 1.5 hours. Other options: take a bus. In November, daily temperatures in Hyannis can reach 13°C, while at night they dip to 3°C. Finish up your sightseeing early on the 6th (Wed) so you can go by car to Nantucket.

Things to do in Hyannis

Museums Parks Wildlife

Side Trips

Sandwich, Plymouth, Monomoy National Wildlife Refuge, Shining Sea Bikeway, Grand Slam Entertainment, Cape Cod Baseball & Bumper Boats
Highlights from your plan
Heritage Museums & Gardens ©
Heritage Museums & Gardens
Plimoth Plantation ©
Plimoth Plantation
Sandwich Glass Museum ©
Sandwich Glass Museum

2
nights
Nantucket

Nantucket ©
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. Kick off your visit on the 7th (Thu): examine the collection at Whaling Museum, tour the pleasant surroundings at Oldest House (Jethro Coffin House) and Kitchen Garden, and then visit a coastal fixture at Great Point Light. Keep things going the next day: see the interesting displays at Nantucket Lightship Basket Museum, tee off at Miacomet Golf Club, then take an in-depth tour of Egan Maritime's Nantucket Shipwreck & Lifesaving Museum, and finally get to know the fascinating history of Milestone Bog.

To see other places to visit, more things to do, ratings, and other tourist information, refer to the Nantucket online travel route planner .

You can drive from Hyannis to Nantucket in 2.5 hours. In November, daily temperatures in Nantucket can reach 13°C, while at night they dip to 5°C. Wrap up your sightseeing on the 8th (Fri) early enough to drive to Oak Bluffs.

Things to do in Nantucket

Historic Sites Museums Golf
Highlights from your plan
Great Point Light ©
Great Point Light
Whaling Museum ©
Whaling Museum

1
night
Oak Bluffs, Martha's Vineyard

Oak Bluffs ©
Oak Bluffs is a town located on the island of Martha's Vineyard in Dukes County, Massachusetts, United States. Kick off your visit on the 9th (Sat): admire the striking features of Trinity Park Tabernacle, don't miss a visit to Flying Horses Carousel, then play a few rounds at Farm Neck Golf Club, then enjoy the sea views from Edgartown Lighthouse, and finally admire the natural beauty at Mytoi.

For more things to do, maps, reviews, and tourist information, go to the Oak Bluffs travel route planner.

Getting from Nantucket to Oak Bluffs by car takes about 2.5 hours. In November, daily temperatures in Oak Bluffs can reach 13°C, while at night they dip to 3°C. Wrap up your sightseeing on the 9th (Sat) to allow time to travel back home.

Things to do in Oak Bluffs

Historic Sites Golf Outdoors

Side Trip

Edgartown
Highlights from your plan
Trinity Park Tabernacle ©
Trinity Park Tabernacle
Farm Neck Golf Club ©
Farm Neck Golf Club
Edgartown Lighthouse ©
Edgartown Lighthouse

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