14 days in Florida, Hartford & Central New York Itinerary

Created using Inspirock United States trip itinerary planner
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1
Key West
— 4 nights
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2
Orlando
— 4 nights
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3
Hartford
— 2 nights
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4
Syracuse
— 2 nights
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Key West — 4 nights

Conch Republic

When in Key West, make a side trip to see Bahia Honda State Park in Big Pine Key, approximately Big Pine Key away. There's much more to do: examine the collection at The Ernest Hemingway Home and Museum, stroll the grounds of Key West Cemetery, discover the deep blue sea with a scuba or snorkeling tour, and contemplate the long history of Curry Mansion Inn.

To see photos, reviews, ratings, and more tourist information, use the Key West trip planner.

Bangkok, Thailand to Key West is an approximately 26.5-hour flight. The time zone changes from Indochina Time (ICT) to Eastern Standard Time (EST), which is usually a -12 hour difference. Traveling from Bangkok in May, you will find days in Key West are slightly colder (34°C), and nights are about the same (29°C). Wrap up your sightseeing on the 5th (Fri) early enough to fly to Orlando.
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Outdoors · Parks · Museums · Historic Sites
Side Trip

Orlando — 4 nights

Theme Park Capital of the World

Have a day of magic on the 6th (Sat) at Walt Disney World Resort. Pack the 7th (Sun) with family-friendly diversions at Universal's Islands of Adventure. There's still lots to do: find something for the whole family at Universal Orlando Resort, discover the magic at Epcot, and test your problem-solving skills at popular escape rooms.

Make your Orlando itinerary with Inspirock to find out what to see and where to go.

Traveling by flight from Key West to Orlando takes 3.5 hours. Alternatively, you can drive; or take a bus. Traveling from Key West in May, expect slightly colder with lows of 24°C in Orlando. Wrap up your sightseeing on the 9th (Tue) early enough to fly to Hartford.
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Theme Parks · Fun & Games

Hartford — 2 nights

Start off your visit on the 10th (Wed): take in the awesome beauty at Mount Sterling, stroll around Cosby Picnic Area, and then take in the dramatic scenery at Hen Wallow Water Falls. Keep things going the next day: head outdoors with Outdoor Activities, then let the river carry you with a rafting and tubing tour, and then brush up on your knowledge of spirits at Bootleggers Distillery.

Discover how to plan a Hartford trip in just a few steps with Inspirock's itinerary builder.

You can fly from Orlando to Hartford in 3.5 hours. Alternatively, you can drive; or do a combination of bus and car. Plan for a bit cooler temperatures traveling from Orlando in May, with highs in Hartford at 28°C and lows at 13°C. Finish up your sightseeing early on the 11th (Thu) so you can catch the flight to Syracuse.
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Parks · Tours · Adventure · Nature
Side Trip

Syracuse — 2 nights

On the 12th (Fri), make a trip to Clinton Square, then admire the striking features of Niagara Mohawk Building, then view the masterpieces at ArtRage Gallery, and finally admire the natural beauty at E.M. Mills Rose Garden.

For where to stay, traveler tips, and more tourist information, read our Syracuse trip app.

Getting from Hartford to Syracuse by flight takes about 6 hours. Other options: drive; or do a combination of car and bus. Expect a bit cooler evenings in Syracuse when traveling from Hartford in May, with lows around 10°C. On the 13th (Sat), you'll have the morning to explore before heading back home.
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Parks · Historic Sites · Shopping · Museums

Florida travel guide

4.3
Disney Parks & Activities · Theme Parks · Beaches
The Sunshine State
The “Sunshine State,” Florida became a favorite winter destination for the affluent crowd over a century ago. Today, the state attracts visitors from around the world with its golden beaches and modern theme parks. You can spend your entire vacation enjoying the state's highly developed seaside areas, but remember that some of Florida's best-kept secrets are in secluded locations. Visit the big cities and their comfortable resorts offering top-notch dining and nightlife, but leave some time to see the peninsula's swampy landscape, filled with wild creatures and native plants. Farther away from the tourist-packed urban areas, the untamed wetlands of Florida offer a selection of things to do, such as kayaking, boat rides, and numerous other outdoor activities.
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