13 days in United States Itinerary

13 days in United States Itinerary

Created using Inspirock United States trip maker

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Route & dates

13 days in United States Itinerary

Start: Jacksonville
Drive:  2​h 30​min
1
Orlando
— 1 night
Fly:  5​h
2
Portsmouth
— Few hours
Drive:  1​h
3
Portland
— 1 night
Drive:  2​h
4
Boston
— 3 nights
ferry:  1​h 30​min
5
Provincetown
— 2 nights
Drive:  1​h
6
Barnstable
— 1 night
Drive:  30​min
7
Sandwich
— 1 night
Drive:  1​h
8
Oak Bluffs
— 1 night
Fly + bus:  7​h
End: Jacksonville

1
night
Orlando

Orlando ©
For most people, any mention of Orlando immediately conjures up images of sprawling theme parks filled with characters plucked right out of popular animated movies.
Start off your visit on the 2nd (Thu): make an unforgettable trip to Happily Ever After Fireworks, then look for gifts at Disney Springs, and then buy something for everyone on your list at The Mall at Millenia.

For more things to do, traveler tips, reviews, and tourist information, read our Orlando trip builder .

Jacksonville to Orlando is an approximately 2.5-hour car ride. You can also take a bus; or take a train. In August in Orlando, expect temperatures between 92°F during the day and 76°F at night. Finish up your sightseeing early on the 3rd (Fri) so you can travel to Portsmouth.

Things to do in Orlando

Shopping Nightlife Theme Parks
Highlights from your plan
The Mall at Millenia ©
The Mall at Millenia
Disney Springs ©
Disney Springs
Happily Ever After Fireworks ©
Happily Ever After Fireworks

few
hours
Portsmouth

Portsmouth ©
Portsmouth is a city in Rockingham County, New Hampshire, in the United States. To find maps, traveler tips, reviews, and other tourist information, refer to the Portsmouth online tour planner .

Traveling by combination of train, taxi, and flight from Orlando to Portsmouth takes 5 hours. Alternatively, you can do a combination of flight and bus; or drive. Traveling from Orlando in August, things will get a bit cooler in Portsmouth: highs are around 80°F and lows about 61°F. Wrap up your sightseeing on the 3rd (Fri) to allow time to drive to Portland.

Things to do in Portsmouth

Historic Sites Museums Shopping

Side Trip

Kittery Trading Post
Highlights from your plan
Strawbery Banke Museum ©
Strawbery Banke Museum
Kittery Trading Post ©
Kittery Trading Post

1
night
Portland

Portland ©
Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.
For ratings, traveler tips, reviews, and more tourist information, read our Portland online driving holiday planner .

Traveling by car from Portsmouth to Portland takes an hour. Alternatively, you can take a bus. In August, plan for daily highs up to 79°F, and evening lows to 59°F. Finish your sightseeing early on the 4th (Sat) so you can take a bus to Boston.

Things to do in Portland

Historic Sites Shopping

Side Trips

L.L. Bean Factory Store, St. Ann's Episcopal Church, Portland Head Light
Highlights from your plan
Portland Head Light ©
Portland Head Light
St. Ann's Episcopal Church ©
St. Ann's Episcopal Church

3
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.
On the 5th (Sun), get to know the fascinating history of Freedom Trail, then stop by Harvard Book Store, then look for gifts at Brookline Booksmith, and finally enjoy breathtaking views from Prudential Center. Get ready for a full day of sightseeing on the next day: admire the masterpieces at Museum of Fine Arts, get a taste of the local shopping with Newbury Street, then appreciate the extensive heritage of Louisburg Square, and finally buy something for everyone on your list at Faneuil Hall Marketplace.

To see reviews, traveler tips, more things to do, and tourist information, go to the Boston trip planner.

Traveling by bus from Portland to Boston takes 2 hours. Alternatively, you can drive; or take a train. Traveling from Portland in August, you can expect nighttime temperatures to be a bit warmer in Boston, with lows of 65°F. Finish up your sightseeing early on the 7th (Tue) so you can catch the ferry to Provincetown.

Things to do in Boston

Shopping Historic Sites Museums

Side Trips

Harvard Book Store, Brookline Booksmith
Highlights from your plan
Faneuil Hall Marketplace ©
Faneuil Hall Marketplace
Museum of Fine Arts ©
Museum of Fine Arts
Freedom Trail ©
Freedom Trail

2
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.
You'll enjoy a bit of beach vacationing at Marconi Beach and Race Point Beach. Deepen your sense of the past at sights like Nauset Lighthouse and Highland Light. There's lots more to do: kick back and relax at Herring Cove Beach, get up close to creatures of the deep with a dolphin and whale watching tour, get lost in a book at Provincetown Library, and get to know the fascinating history of Wellfleet Bay Wildlife Sanctuary.

To find more things to do, traveler tips, photos, and more tourist information, go to the Provincetown tour itinerary planning website .

Traveling by ferry from Boston to Provincetown takes 1.5 hours. Alternatively, you can do a combination of bus and flight; or drive. August in Provincetown sees daily highs of 78°F and lows of 63°F at night. Wrap up your sightseeing on the 9th (Thu) to allow time to travel to Barnstable.

Things to do in Provincetown

Outdoors Parks Beaches

Side Trips

Wellfleet, Nauset Lighthouse, Highland Light
Highlights from your plan
Herring Cove Beach ©
Herring Cove Beach
Race Point Beach ©
Race Point Beach
Marconi Beach ©
Marconi Beach

1
night
Barnstable

Barnstable ©
Barnstable is a city, referred to as the Town of Barnstable, in the U.S. On the 10th (Fri), kick back and relax at Mayflower Beach, look for gifts at Brewster Store, then stop by Eden, and finally contemplate the long history of Edward Gorey House.

To find other places to visit, ratings, reviews, and more tourist information, refer to the Barnstable tour itinerary planner .

Traveling by car from Provincetown to Barnstable takes 1.5 hours. In August, plan for daily highs up to 78°F, and evening lows to 63°F. Finish your sightseeing early on the 10th (Fri) so you can travel to Sandwich.

Things to do in Barnstable

Outdoors Beaches Parks

Side Trips

Dennis, Brewster Store, Edward Gorey House
Highlights from your plan
Mayflower Beach ©
Mayflower Beach
Edward Gorey House ©
Edward Gorey House
Brewster Store ©
Brewster Store

1
night
Sandwich

Sandwich ©
Sandwich is a town in Barnstable County, Massachusetts, United States. On the 11th (Sat), pause for some photo ops at Plymouth Rock, steep yourself in history at Mayflower II, take an in-depth tour of Plimoth Plantation, then explore the activities along Cape Cod Canal, and finally stop by Market Basket.

For other places to visit, photos, reviews, and tourist information, refer to the Sandwich attractions planner .

Sandwich is just a short distance from Barnstable. August in Sandwich sees daily highs of 78°F and lows of 61°F at night. Finish your sightseeing early on the 11th (Sat) so you can travel to Oak Bluffs.

Things to do in Sandwich

Museums Historic Sites Nature

Side Trips

Plymouth, Cape Cod Canal
Highlights from your plan
Plimoth Plantation ©
Plimoth Plantation
Mayflower II ©
Mayflower II
Cape Cod Canal ©
Cape Cod Canal

1
night
Oak Bluffs

Oak Bluffs ©
Oak Bluffs is a town located on the island of Martha's Vineyard in Dukes County, Massachusetts, United States. On the 12th (Sun), stop by The Black Dog, enjoy the sand and surf at Katama Beach/ South Beach, then visit a coastal fixture at Edgartown Lighthouse, and finally take a stroll through Martha's Vineyard Camp meeting Association (MVCMA).

To see maps, photos, and more tourist information, go to the Oak Bluffs itinerary maker app .

Traveling by combination of taxi and ferry from Sandwich to Oak Bluffs takes an hour. Alternatively, you can do a combination of bus and ferry. Expect a daytime high around 79°F in August, and nighttime lows around 61°F. Finish your sightseeing early on the 12th (Sun) to allow enough time to travel back home.

Things to do in Oak Bluffs

Outdoors Beaches Parks

Side Trips

Edgartown, The Black Dog
Highlights from your plan
Katama Beach/ South Beach ©
Katama Beach/ South Beach
Edgartown Lighthouse ©
Edgartown Lighthouse
The Black Dog ©
The Black Dog

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