9 days in Florida Keys Itinerary

9 days in Florida Keys Itinerary

Created using Inspirock Florida Keys planner

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Route & dates

9 days in Florida Keys Itinerary

Start: Cleveland
Fly + shuttle:  7​h 15​min
1
Islamorada
— 2 nights
Drive:  45​min
2
Marathon
— 2 nights
bus:  1​h 15​min
3
Key West
— 4 nights
Fly:  6​h 45​min
End: Cleveland

2
nights
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 22nd (Sun): sample the tasty concoctions at Islamorada Brewery & Distillery, then get interesting insight from Tours, then look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center, and finally get close to the beloved marine mammals with a swim-with-the-dolphins experience. On your second day here, add some adventure to your tour with a kayaking and canoeing tour, admire nature's wide array of creatures at Island Dolphin Care, and then see some colorful creatures with a scuba or snorkeling tour.

Take the guesswork out of planning a Islamorada vacation by using our trip itinerary maker.

Cleveland to Islamorada is an approximately 7.5-hour combination of flight and shuttle. You can also do a combination of flight, bus, and shuttle; or drive. Expect warmer temperatures when traveling from Cleveland in March; daily highs in Islamorada reach 81°F and lows reach 69°F. Cap off your sightseeing on the 23rd (Mon) early enough to go by car to Marathon.

Things to do in Islamorada

Tours Outdoors Wildlife

Side Trip

Key Largo
Find places to stay Mar 21 — 23:
Highlights from your plan
Fishing Charters & Tours
Scuba & Snorkeling

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.
Kick off your visit on the 24th (Tue): kick back and relax at Sombrero Beach, then look for all kinds of wild species at The Turtle Hospital, and then enjoy the sand and surf at Bahia Honda State Park. Keep things going the next day: pause for some serene contemplation at San Pablo Catholic Church, see the interesting displays at Crane Point Museum & Nature Center, then view the masterpieces at Shady Palm Art Gallery & Photography, and finally identify plant and animal life at National Key Deer Refuge.

To see ratings, more things to do, reviews, and tourist information, read our Marathon trip planner.

You can drive from Islamorada to Marathon in an hour. Alternatively, you can take a bus. In March, daily temperatures in Marathon can reach 81°F, while at night they dip to 69°F. Wrap up your sightseeing on the 25th (Wed) early enough to take a bus to Key West.

Things to do in Marathon

Parks Beaches Wildlife

Side Trip

Big Pine Key
Find places to stay Mar 23 — 25:
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
The Turtle Hospital ©
The Turtle Hospital
National Key Deer Refuge ©
National Key Deer Refuge

4
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.
Key West is known for wildlife, museums, adventure, nightlife, and historic sites. Your plan includes some of its best attractions: see the interesting displays at The Ernest Hemingway Home and Museum, make a trip to Duval Street, get engrossed in the history at Truman Little White House, and take a leisurely stroll along Mallory Square.

For photos and more tourist information, read Key West trip planner .

Traveling by bus from Marathon to Key West takes 1.5 hours. Alternatively, you can drive. In March in Key West, expect temperatures between 79°F during the day and 69°F at night. Finish your sightseeing early on the 29th (Sun) so you can travel back home.

Things to do in Key West

Outdoors Wildlife Tours
Find places to stay Mar 25 — 29:
Highlights from your plan
The Ernest Hemingway Home and Museum ©
Scuba & Snorkeling

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