15 days in United States Itinerary

15 days in United States Itinerary

Created using Inspirock United States Trip Planner

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Route & dates

15 days in United States Itinerary

Start: Ljubljana
Shuttle + Fly:  18​h 15​min
1
Boston
— 2 nights
Fly:  3​h
2
Bar Harbor, Mount Desert Island
— 2 nights
Drive:  3​h 15​min
3
Portland
— 3 nights
Drive:  1​h 45​min
4
North Conway
— 3 nights
Drive:  3​h 15​min
5
Burlington
— 1 night
Fly + Train:  6​h 15​min
6
Montauk
— 1 night
Drive:  2​h 30​min
7
New York City
— 1 night
Bus + Fly:  14​h 15​min
End: Ljubljana

2
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.
Start off your visit on the 30th (Mon): explore the world behind art at Museum of Fine Arts, stop by Brookline Booksmith, then don't miss a visit to Faneuil Hall Marketplace, and finally take a stroll through North End.

To find photos, ratings, reviews, and more tourist information, you can read our Boston itinerary maker.

Ljubljana, Slovenia to Boston is an approximately 18.5-hour flight. You'll gain 6 hours traveling from Ljubljana to Boston due to the time zone difference. Traveling from Ljubljana in October, expect a bit warmer with lows of 11°C in Boston. Finish up your sightseeing early on the 31st (Tue) so you can travel to Bar Harbor.

Things to do in Boston

Museums Shopping Neighborhoods

Side Trip

Brookline Booksmith
Highlights from your plan
North End ©
North End
Museum of Fine Arts ©
Museum of Fine Arts
Faneuil Hall Marketplace ©
Faneuil Hall Marketplace

2
nights
Bar Harbor, Mount Desert Island

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Start off your visit on the 31st (Tue): look for gifts at FIORE Artisan Olive Oils & Vinegars and then take your sightseeing to a higher altitude at Cadillac Mountain. On the 1st (Wed), you'll have a packed day of sightseeing: step off the mainland to explore Mount Desert Island, look for gifts at Sherman's Books & Stationery, then look for gifts at The Rock & Art Shop, and finally look for gifts at A Little Mad.

To find other places to visit, traveler tips, maps, and other tourist information, refer to the Bar Harbor trip generator.

Do a combination of bus, flight, and taxi from Boston to Bar Harbor in 3 hours. Alternatively, you can drive; or take a bus. Expect a bit cooler temperatures when traveling from Boston in October; daily highs in Bar Harbor reach 17°C and lows reach 6°C. On the 2nd (Thu), wrap the sightseeing up by early afternoon so you can drive to Portland.

Things to do in Bar Harbor

Parks Shopping Nature

Side Trip

Cadillac Mountain
Highlights from your plan
Cadillac Mountain ©
Cadillac Mountain
Shore Path ©
Shore Path
Fiore Artisan Olive Oils and Vinegars ©

3
nights
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.
You'll explore the less-touristy side of things at Perkins Cove and Marginal Way Walkway. Your cultural itinerary includes sights like Portland Head Light and Portland Museum of Art. Get out of town with these interesting Portland side-trips: Popham Beach State Park (in Phippsburg) and Ogunquit Beach (in Ogunquit). The adventure continues: get some fabulous bargains at L.L. Bean Factory Store and stop by The Cheese Iron.

To see maps, where to stay, traveler tips, and more tourist information, use the Portland vacation trip planner.

Getting from Bar Harbor to Portland by car takes about 3.5 hours. Other options: do a combination of taxi, flight, and bus; or take a bus. In November, plan for daily highs up to 11°C, and evening lows to 0°C. Finish your sightseeing early on the 5th (Sun) to allow enough time to drive to North Conway.

Things to do in Portland

Parks Beaches Outdoors

Side Trips

Ogunquit, The Cheese Iron, Portland Head Light, Popham Beach State Park, L.L. Bean Factory Store
Highlights from your plan
Perkins Cove ©
Perkins Cove
Marginal Way Walkway ©
Marginal Way Walkway
Portland Head Light ©
Portland Head Light

3
nights
North Conway

North Conway ©
North Conway combines colonial New England architecture with outlet shops selling goods from some of the world's most recognizable brands, all set amid the scenery of the White Mountains.
Start off your visit on the 6th (Mon): cruise along Kancamagus Highway and then explore and take pictures at Mt Washington Auto Rd. Keep things going the next day: take in the dramatic scenery at Diana's Baths, then take in the dramatic scenery at Crawford Notch State Park, then look for gifts at Ravenwood Curio Shoppe, and finally look for gifts at Zeb's General Store.

To find other places to visit, reviews, more things to do, and other tourist information, read North Conway travel itinerary creator.

Getting from Portland to North Conway by car takes about 2 hours. Other options: do a combination of bus and taxi. November in North Conway sees daily highs of 9°C and lows of -1°C at night. Finish your sightseeing early on the 8th (Wed) so you can drive to Burlington.

Things to do in North Conway

Scenic Drive Outdoors Parks

Side Trips

Ravenwood Curio Shoppe, Mount Washington Auto Road, Crawford Notch State Park
Highlights from your plan
Kancamagus Highway ©
Kancamagus Highway
Diana's Baths ©
Diana's Baths
Mount Washington Auto Road ©
Mount Washington Auto Road

1
night
Burlington

Burlington ©
Burlington is the most populous city in the U.S. Start off your visit on the 8th (Wed): see the interesting displays at Shelburne Museum, stop by Shelburne Country Store, and then shop like a local with Church Street Marketplace.

For maps, more things to do, where to stay, and tourist information, read our Burlington trip planner.

You can drive from North Conway to Burlington in 3.5 hours. Alternatively, you can take a bus. In November, daily temperatures in Burlington can reach 9°C, while at night they dip to 0°C. Finish up your sightseeing early on the 9th (Thu) so you can travel to Montauk.

Things to do in Burlington

Shopping Museums

Side Trip

Shelburne
Highlights from your plan
Shelburne Museum ©
Shelburne Museum
Church Street Marketplace ©
Church Street Marketplace
The Shelburne Country Store ©
The Shelburne Country Store

1
night
Montauk

Montauk ©
Montauk is a census-designated place (CDP) that includes the hamlet with the same name located in the town of East Hampton in Suffolk County, New York, on the eastern end of the South Shore of Long Island. To find reviews, photos, and tourist information, refer to the Montauk trip itinerary builder.

Traveling by combination of flight and bus from Burlington to Montauk takes 6.5 hours. Alternatively, you can drive; or do a combination of bus, train, and ferry. In November, Montauk is somewhat warmer than Burlington - with highs of 13°C and lows of 6°C. Finish your sightseeing early on the 10th (Fri) to allow enough time to drive to New York City.

Things to do in Montauk

Historic Sites
Highlights from your plan
Montauk Point Lighthouse ©
Montauk Point Lighthouse

1
night
New York City

New York City ©
Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
On the 10th (Fri), appreciate the history behind 9/11 Memorial, then wander the streets of Times Square, and then get a taste of the local shopping with Fifth Avenue. Get ready for a full day of sightseeing on the 11th (Sat): explore the galleries of The Metropolitan Museum of Art and then learn more about the world around you at American Museum of Natural History.

To see other places to visit, traveler tips, reviews, and other tourist information, use the New York City trip generator.

You can drive from Montauk to New York City in 2.5 hours. Alternatively, you can take a bus; or take a train. In November, daytime highs in New York City are 16°C, while nighttime lows are 7°C. Wrap up your sightseeing on the 11th (Sat) to allow time to travel back home.

Things to do in New York City

Museums Neighborhoods Shopping
Highlights from your plan
9/11 Memorial ©
9/11 Memorial
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
American Museum of Natural History ©

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