8 days in Florida Keys Itinerary

8 days in Florida Keys Itinerary

Created using Inspirock Florida Keys vacation builder

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Route & dates

8 days in Florida Keys Itinerary

Start: Tallahassee
Fly + shuttle:  27​h
1
Islamorada
— 1 night
Drive:  45​min
2
Marathon
— 2 nights
bus:  1​h 15​min
3
Key West
— 3 nights
Fly:  5​h 15​min
End: Tallahassee

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.
Kick off your visit on the 29th (Sat): observe the fascinating underwater world at Island Dolphin Care, identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center, and then indulge your thirst for a good beer at Islamorada Beer Company. Get ready for a full day of sightseeing on the 30th (Sun): get up close and personal with brilliant marine life at Dolphins Plus Marine Mammal Responder, immerse yourself in nature at John Pennekamp Coral Reef State Park, and then fly like a bird with a parasailing or paragliding tour.

To find photos, ratings, other places to visit, and tourist information, you can read our Islamorada trip planning site .

Tallahassee to Islamorada is an approximately 4.5-hour combination of flight and shuttle. You can also drive; or take a bus. Expect a bit warmer evenings in Islamorada when traveling from Tallahassee in June, with lows around 79°F. Cap off your sightseeing on the 30th (Sun) early enough to go by car to Marathon.

Things to do in Islamorada

Parks Nature Zoos & Aquariums

Side Trip

Key Largo
Highlights from your plan
Island Dolphin Care ©
Island Dolphin Care
Dolphins Plus Marine Mammal Responder ©

2
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.
On the 1st (Mon), look for all kinds of wild species at Crane Point Museum & Nature Center, then identify plant and animal life at Pigeon Key Foundation, and then admire the majestic nature at Bahia Honda State Park. On the 2nd (Tue), you'll have a packed day of sightseeing: kick back and relax at Sombrero Beach, then view the masterpieces at Shady Palm Art Gallery & Photography, then identify plant and animal life at The Turtle Hospital, and finally discover the deep blue sea with a scuba or snorkeling tour.

For maps, where to stay, other places to visit, and other tourist information, read Marathon tour itinerary maker website .

Traveling by car from Islamorada to Marathon takes an hour. Alternatively, you can take a bus. June in Marathon sees daily highs of 90°F and lows of 79°F at night. Wrap up your sightseeing on the 2nd (Tue) to allow time to take a bus to Key West.

Things to do in Marathon

Outdoors Parks Wildlife

Side Trip

Bahia Honda State Park
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
Sombrero Beach ©
Sombrero Beach
The Turtle Hospital ©
The Turtle Hospital

3
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.
Key West is known for adventure, wildlife, museums, nightlife, and nature. Your plan includes some of its best attractions: look for all kinds of wild species at Key West Butterfly & Nature Conservatory, find your balance on the water with some of the best stand-up paddleboarding in the area, get up close to creatures of the deep with a dolphin and whale watching tour, and take in the exciting artwork at Alan S. Maltz Gallery.

To see maps, traveler tips, photos, and other tourist information, go to the Key West day trip app .

You can take a bus from Marathon to Key West in 1.5 hours. Alternatively, you can drive. In July in Key West, expect temperatures between 89°F during the day and 81°F at night. Wrap up your sightseeing on the 5th (Fri) early enough to travel back home.

Things to do in Key West

Outdoors Tours Wildlife
Highlights from your plan
Parasailing & Paragliding
Fishing Charters & Tours

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