7 days in Florida Itinerary

7 days in Florida Itinerary

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Route & dates

7 days in Florida Itinerary

Start: Washington DC
Fly:  4​h 45​min
1
Sanibel Island
— Few hours
Drive:  30​min
2
Fort Myers Beach
— 1 night
Drive:  4​h
3
Islamorada
— 1 night
Drive:  45​min
4
Marathon, Florida Keys
— 2 nights
Bus:  1​h 15​min
5
Key West
— 2 nights
Fly:  5​h 15​min
End: Washington DC

few
hours
Sanibel Island

Sanibel Island ©
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
On the 5th (Sun), kick back and relax at Bowman's Beach.

To find traveler tips, other places to visit, and other tourist information, read our Sanibel Island travel tool .

Washington DC to Sanibel Island is an approximately 5-hour combination of flight and taxi. You can also do a combination of train, flight, and taxi; or drive. Plan for somewhat warmer temperatures traveling from Washington DC in May, with highs in Sanibel Island at 90°F and lows at 69°F. Finish your sightseeing early on the 5th (Sun) so you can drive to Fort Myers Beach.

Things to do in Sanibel Island

Beaches Outdoors Parks
Highlights from your plan
Bowman's Beach ©
Bowman's Beach

1
night
Fort Myers Beach

Fort Myers Beach ©
Fort Myers Beach is a town located on Estero Island in Lee County, Florida, United States. Kick off your visit on the 6th (Mon): kick back and relax at Barefoot Beach Preserve, kick back and relax at Fort Myers Beach, and then stop by The Goodz.

To find reviews, where to stay, and tourist information, read Fort Myers Beach trip itinerary site .

Fort Myers Beach is just a stone's throw from Sanibel Island. In May, daily temperatures in Fort Myers Beach can reach 90°F, while at night they dip to 69°F. Wrap up your sightseeing on the 6th (Mon) early enough to drive to Islamorada.

Things to do in Fort Myers Beach

Beaches Outdoors Parks

Side Trip

Barefoot Beach Preserve
Highlights from your plan
Barefoot Beach Preserve ©
Barefoot Beach Preserve
Fort Myers Beach ©
Fort Myers Beach
The Goodz ©
The Goodz

1
night
Islamorada

Islamorada ©
Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Start off your visit on the 7th (Tue): look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center, get a taste of the local shopping with Old Road Gallery, look for gifts at Petals With Pizzazz, then look for gifts at Bella Sol Fragrance Bar and Gifts, and finally choose your vessel at Robbie's of Islamorada.

Planning Islamorada trip won't be overwheling when you use's Insprock itinerary maker.

Getting from Fort Myers Beach to Islamorada by car takes about 4 hours. Other options: do a combination of bus and flight; or do a combination of bus and train. Traveling from Fort Myers Beach in May, you can expect nighttime temperatures to be somewhat warmer in Islamorada, with lows of 77°F. Wrap up your sightseeing on the 7th (Tue) early enough to drive to Marathon.

Things to do in Islamorada

Wildlife Tours Outdoors

Side Trip

Florida Keys Wild Bird Rehabilitation Center
Highlights from your plan
Robbie's of Islamorada ©
Robbie's of Islamorada
Old Road Gallery ©
Old Road Gallery

2
nights
Marathon, Florida Keys

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Kick off your visit on the 8th (Wed): enjoy the sand and surf at Sombrero Beach, then look for all kinds of wild species at The Turtle Hospital, and then discover the deep blue sea with a scuba or snorkeling tour. On your second day here, look for all kinds of wild species at Dolphin Research Center, then snap pictures at Seven Mile Bridge, and then kick back and relax at Bahia Honda State Park.

To find photos, ratings, where to stay, and tourist information, go to the Marathon trip itinerary maker site .

Traveling by car from Islamorada to Marathon takes an hour. Alternatively, you can take a bus. In May, plan for daily highs up to 88°F, and evening lows to 77°F. Finish your sightseeing early on the 9th (Thu) so you can drive to Key West.

Things to do in Marathon

Parks Outdoors Wildlife

Side Trip

Bahia Honda State Park
Highlights from your plan
Dolphin Research Center ©
Dolphin Research Center
Bahia Honda State Park ©
Bahia Honda State Park
Sombrero Beach ©
Sombrero Beach

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 10th (Fri), stop by Peppers of Key West, stop by Isle Cook Key West, then look for gifts at Rodriguez Cigar Factory, and finally zoom along the surf with a waterskiing or jet-skiing adventure. Here are some ideas for day two: take a tour by water with Boat Tours & Water Sports, then cast your line with a fishing tour, and then stop by De La Gallery.

Plan a trip to Key West easily and quickly by telling Inspirock to suggest an itinerary.

You can drive from Marathon to Key West in 1.5 hours. Another option is to take a bus. May in Key West sees daily highs of 85°F and lows of 77°F at night. Wrap up your sightseeing on the 11th (Sat) to allow time to travel back home.

Things to do in Key West

Tours Outdoors Adventure
Highlights from your plan
Stand-Up Paddleboarding
Waterskiing & Jetskiing
Peppers of Key West ©
Peppers of Key West

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