32 days in Florida Keys Itinerary

32 days in Florida Keys Itinerary

Created using Inspirock Florida Keys travel route planner

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Route & dates

32 days in Florida Keys Itinerary

Start: Washington DC
Fly:  5​h
1
Key West
— 9 nights
bus:  45​min
2
Big Pine Key
— 3 nights
Drive:  30​min
3
Marathon
— 5 nights
Drive:  45​min
4
Islamorada
— 6 nights
Drive:  45​min
5
Key Largo
— 7 nights
+2
Drive + Fly + Drive:  4​h
6
Cudjoe Key
— 1 night
Drive + Fly:  5​h 30​min
End: Washington DC

9
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.
Relax by the water at Fort Zachary Taylor and South Beach. You'll explore and learn at Truman Little White House and The Studios of Key West. The adventure continues: examine the collection at The Ernest Hemingway Home and Museum, look for all kinds of wild species at Key West Butterfly & Nature Conservatory, stroll the grounds of Key West Cemetery, and steep yourself in history at Curry Mansion.

To see other places to visit, more things to do, maps, and more tourist information, you can read our Key West holiday planner.

Washington DC to Key West is an approximately 5-hour flight. You can also do a combination of train and flight; or drive. Plan for much hotter temperatures traveling from Washington DC in February, with highs in Key West at 78°F and lows at 68°F. Finish your sightseeing early on the 3rd (Sun) to allow enough time to take a bus to Big Pine Key.

Things to do in Key West

Outdoors Tours Museums
Highlights from your plan
The Ernest Hemingway Home and Museum ©
Truman Little White House ©
Truman Little White House

3
nights
Big Pine Key

Big Pine Key ©
Big Pine Key is a census-designated place and unincorporated community in Monroe County, Florida, United States, on an island of the same name in the Florida Keys. Visit Bahia Honda State Park and Calusa Beach for some beach relaxation. There's still lots to do: look for all kinds of wild species at National Key Deer Refuge, glide peacefully along the water with some of the best stand-up paddleboarding in the area, enjoy the sand and surf at Long Beach, and take in the exciting artwork at Artists in Paradise Gallery.

To see where to stay, other places to visit, photos, and tourist information, refer to the Big Pine Key online holiday planner .

Take a bus from Key West to Big Pine Key in an hour. Alternatively, you can drive. In March, plan for daily highs up to 81°F, and evening lows to 69°F. Wrap up your sightseeing on the 6th (Wed) to allow time to take a bus to Marathon.

Things to do in Big Pine Key

Outdoors Parks Wildlife
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
National Key Deer Refuge ©
National Key Deer Refuge
Fishing Charters & Tours

5
nights
Marathon

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Satisfy your inner culture vulture at San Pablo Catholic Church and EAA Air Museum. Your itinerary includes some good beach time at Sombrero Beach and Sunset Park Beach. There's still lots to do: identify plant and animal life at The Turtle Hospital, get all the information you need at Pigeon Key Foundation, discover the deep blue sea with a scuba or snorkeling tour, and see what you can catch with a fishing tour.

To find more things to do, where to stay, maps, and tourist information, use the Marathon driving holiday planner .

Marathon is just a short distance from Big Pine Key. In March, plan for daily highs up to 81°F, and evening lows to 69°F. Wrap up your sightseeing on the 11th (Mon) to allow time to drive to Islamorada.

Things to do in Marathon

Wildlife Parks Outdoors

Side Trip

Sunset Park Beach
Highlights from your plan
The Turtle Hospital ©
The Turtle Hospital
Dolphin Research Center ©
Dolphin Research Center
Fishing Charters & Tours

6
nights
Islamorada

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Appreciate the collections at History of Diving Museum and Michelle Nicole Lowe Art Gallery. Your itinerary includes some good beach time at Anne's Beach and Library Beach Park. And it doesn't end there: take a memorable tour with Tours, see the vivid underwater world at Alligator Reef Light House, indulge your thirst for a good beer at Florida Keys Brewing Company, and identify plant and animal life at Windley Key Fossil Reef Geological State Park.

To see photos, traveler tips, other places to visit, and other tourist information, read Islamorada sightseeing planner .

Getting from Marathon to Islamorada by car takes about an hour. Other options: take a bus. In March, daily temperatures in Islamorada can reach 81°F, while at night they dip to 69°F. Cap off your sightseeing on the 17th (Sun) early enough to go by car to Key Largo.

Things to do in Islamorada

Outdoors Wildlife Parks
Highlights from your plan
Fishing Charters & Tours
Scuba & Snorkeling
Indian Key State Historic Site ©
Indian Key State Historic Site

7
nights
Key Largo

Key Largo ©
The northernmost island of the Florida Keys, Key Largo provides stunning scenery, a number of watersports opportunities, and plenty of areas to relax on vacation.
Deepen your sense of the past at sights like Key Largo Baptist Church and Saint Justin Martyr Catholic Church. Spend the 20th (Wed) on the water with a fishing tour. There's lots more to do: identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center, see the vivid underwater world at North Dry Rocks, step aboard Spiegel Grove, and take a memorable tour with Tours.

To find where to stay, ratings, traveler tips, and tourist information, you can read our Key Largo trip planner .

You can drive from Islamorada to Key Largo in an hour. Another option is to do a combination of bus and taxi. Traveling from Islamorada in March, plan for little chillier nights in Key Largo, with lows around 63°F. Finish up your sightseeing early on the 24th (Sun) so you can travel to Cudjoe Key.

Things to do in Key Largo

Wildlife Parks Tours
Highlights from your plan
Scuba & Snorkeling
Dolphins Plus Marine Mammal Responder ©

1
night
Cudjoe Key

Cudjoe Key is a census-designated place and unincorporated community in Monroe County, Florida, United States, on an island of the same name in the lower Florida Keys. On the 25th (Mon), stop by Cudjoe Sales and then cast your line with a fishing tour.

To see traveler tips, more things to do, ratings, and more tourist information, refer to the Cudjoe Key planning tool .

The Route module can help you plan travel from Key Largo to Cudjoe Key. In March in Cudjoe Key, expect temperatures between 79°F during the day and 68°F at night. Finish up your sightseeing early on the 25th (Mon) so you can travel back home.

Things to do in Cudjoe Key

Outdoors Tours Wildlife
Highlights from your plan
Fishing Charters & Tours

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