12 days in Florida, Boston & New York City Itinerary

12 days in Florida, Boston & New York City Itinerary

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Route & dates

12 days in Florida, Boston & New York City Itinerary

Start: Orlando
Fly:  4​h 15​min
1
Key West
— 2 nights
Fly:  6​h 30​min
2
Boston
— 3 nights
Fly + bus:  3​h
3
New York City
— 4 nights
Fly:  15​h 45​min
End: Dubai

2
nights
Key West

Located just 140 km (90 mi) from Cuba, Key West is an island only about 6.4 km (4 mi) long and 1.6 km (1 mi) wide.
On the 2nd (Tue), admire the majestic nature at Fort Zachary Taylor, then explore the galleries of Truman Little White House, then look for all kinds of wild species at Key West Butterfly & Nature Conservatory, and finally glide through the air with a parasailing or paragliding tour. Get ready for a full day of sightseeing on the next day: identify plant and animal life at Audubon House & Tropical Gardens, then get up close to creatures of the deep with a dolphin and whale watching tour, and then glide peacefully along the water with some of the best stand-up paddleboarding in the area.

To find maps, traveler tips, and more tourist information, read Key West visit planner.

Orlando to Key West is an approximately 4.5-hour flight. You can also drive; or take a bus. Traveling from Orlando in July, Key West is a bit warmer at night with lows of 32°C. On the 4th (Thu), wrap the sightseeing up by early afternoon so you can travel to Boston.

Things to do in Key West

Outdoors Tours Wildlife
Highlights from your plan
Dolphin & Whale Watching
Stand-Up Paddleboarding

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.
Bring the kids along to Dolphin & Whale Watching and Orchard House. Your inner history buff will appreciate Mount Auburn Cemetery and Freedom Trail. And it doesn't end there: explore and take pictures at Fenway Park, admire the masterpieces at Museum of Fine Arts, explore the different monuments and memorials at Granary Burying Ground, and admire the natural beauty at Boston Public Garden.

To find more things to do, reviews, where to stay, and other tourist information, go to the Boston online visit planner .

Fly from Key West to Boston in 6.5 hours. Alternatively, you can do a combination of flight and bus; or drive. Plan for little chillier temperatures traveling from Key West in July, with highs in Boston at 33°C and lows at 22°C. Wrap up your sightseeing on the 7th (Sun) to allow time to travel to New York City.

Things to do in Boston

Historic Sites Museums Tours

Side Trips

Louisa May Alcott's Orchard House, Mount Auburn Cemetery, Dolphin & Whale Watching
Highlights from your plan
Freedom Trail ©
Freedom Trail
Louisa May Alcott's Orchard House ©
Dolphin & Whale Watching

4
nights
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.
Visit Ocean Grove Beach and Point Lookout Beach for some beach relaxation. Kids will enjoy Central Park and Bronx Zoo. Step out of New York City with an excursion to Lido Beach in Lido Beach--about 46 minutes away. There's much more to do: appreciate the history behind 9/11 Memorial, explore the world behind art at The Metropolitan Museum of Art, and contemplate the long history of Ellis Island.

To see where to stay, reviews, photos, and tourist information, read our New York City online visit planner .

Traveling by combination of flight and bus from Boston to New York City takes 3 hours. Alternatively, you can fly; or drive. In July, daily temperatures in New York City can reach 35°C, while at night they dip to 26°C. Wrap up your sightseeing on the 11th (Thu) to allow time to travel back home.

Things to do in New York City

Parks Outdoors Museums

Side Trips

Lido Beach, Point Lookout Beach, Bronx Zoo, Ocean Grove Beach
Highlights from your plan
9/11 Memorial ©
9/11 Memorial
Central Park ©
Central Park
Ellis Island ©
Ellis Island

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