40 days in Key West & Miami Itinerary

40 days in Key West & Miami Itinerary

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Route & dates

40 days in Key West & Miami Itinerary

Start: New York City
bus + Fly:  6​h
1
Key West
— 19 nights
Fly:  2​h 30​min
2
Miami
— 20 nights
Fly:  5​h 30​min
End: New York City

19
nights
Key West

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.
Attractions like Key West Butterfly & Nature Conservatory and Bahia Honda State Park make great kid-friendly stops. Explore Key West's surroundings by going to National Key Deer Refuge (in Big Pine Key), Islamorada (Indian Key State Historic Site, Anne's Beach, & more) and Marathon (Shady Palm Art Gallery & Photography, Sombrero Beach, & more). Spend the 14th (Sat) exploring nature at Dry Tortugas National Park. There's much more to do: examine the collection at The Ernest Hemingway Home and Museum, get a new perspective on things with Boat Tours & Water Sports, enjoy the sand and surf at Fort Zachary Taylor, and don't miss a visit to Duval Street.

To see other places to visit, traveler tips, maps, and more tourist information, read our Key West vacation planner.

New York City to Key West is an approximately 6-hour combination of bus and flight. You can also fly; or drive. Expect much hotter temperatures when traveling from New York City in December; daily highs in Key West reach 79°F and lows reach 71°F. Wrap up your sightseeing on the 28th (Sat) to allow time to travel to Miami.

Things to do in Key West

Outdoors Parks Wildlife

Side Trips

Marathon, Islamorada, Big Pine Key
Highlights from your plan
The Ernest Hemingway Home and Museum ©
Bahia Honda State Park ©
Bahia Honda State Park

20
nights
Miami

Miami ©
Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Kids will enjoy South Beach and Florida Keys Wild Bird Rehabilitation Center. Get out of town with these interesting Miami side-trips: Key Largo (Kayaking & Canoeing, Parasailing & Paragliding, & more), Pompano Beach (St. Martin's Episcopal Church, Pompano Beach, & more) and Islamorada (Petals With Pizzazz & Florida Keys Brewing Company). The adventure continues: take a stroll through Lincoln Road, enjoy the sand and surf at Fort Lauderdale Beach, enjoy some diversion at Lock & Load Miami, and explore the landscape on two wheels at Shark Valley Visitor Center.

To see more things to do, ratings, traveler tips, and tourist information, go to the Miami itinerary planner.

Traveling by flight from Key West to Miami takes 2.5 hours. Alternatively, you can do a combination of flight and bus; or drive. In December in Miami, expect temperatures between 81°F during the day and 68°F at night. Finish your sightseeing early on the 17th (Fri) so you can travel back home.

Things to do in Miami

Parks Outdoors Museums

Side Trips

Everglades National Park, Key Largo, Miami Beach, Coral Gables, Pompano Beach
Highlights from your plan
South Beach ©
South Beach
Island Dolphin Care ©
Island Dolphin Care
Lincoln Road ©
Lincoln Road

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