15 days in Florida Keys Itinerary

15 days in Florida Keys Itinerary

Created using Inspirock Florida Keys trip planner
Make it your trip
Fly
1
Key West
— 4 nights
Drive
2
Marathon
— 3 nights
Drive
3
Islamorada
— 7 nights
Drive
4
Key Largo
Fly

S M T W T F S
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Key West — 4 nights

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 sightseeing, museums, and adventure. Your trip includes some of its best attractions: see the interesting displays at The Ernest Hemingway Home and Museum, contemplate the long history of Curry Mansion Inn, stroll the grounds of Key West Cemetery, and take an in-depth tour of Truman Little White House.

For traveler tips, ratings, other places to visit, and more tourist information, you can read our Key West road trip planner.

St. Petersburg to Key West is an approximately 3-hour flight. You can also drive; or take a bus. In April, plan for daily highs up to 83°F, and evening lows to 74°F. Finish up your sightseeing early on the 11th (Tue) so you can go by car to Marathon.
Museums · Outdoors · Historic Sites · Wildlife

Marathon — 3 nights

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Marathon is known for wildlife, parks, and beaches. Your trip includes some of its best attractions: stroll through Bahia Honda State Park, take in the views from Seven Mile Bridge, take in the architecture and atmosphere at San Pablo Catholic Church, and kick back and relax at Sombrero Beach.

To see where to stay, maps, traveler tips, and other tourist information, you can read our Marathon trip itinerary tool.

You can drive from Key West to Marathon in 1.5 hours. Another option is to take a bus. In April, plan for daily highs up to 86°F, and evening lows to 75°F. Wrap up your sightseeing on the 14th (Fri) to allow time to drive to Islamorada.
Parks · Wildlife · Outdoors · Beaches
Side Trip

Islamorada — 7 nights

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Islamorada is known for wildlife, adventure, and museums. Your trip includes some of its best attractions: take a tour by water with Boat Tours & Water Sports, indulge your thirst for a good beer at Islamorada Brewery & Distillery - MM82, shop like a local with Lobster Trap Art Gift Shop and Gallery, and tour the pleasant surroundings at Anne's Beach.

To find traveler tips, where to stay, ratings, and tourist information, read our Islamorada trip planner.

Getting from Marathon to Islamorada by car takes about an hour. Other options: take a bus. In April, daily temperatures in Islamorada can reach 86°F, while at night they dip to 75°F. You'll set off for Key Largo on the 21st (Fri).
Shopping · Museums · Outdoors · Parks

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.
On the 21st (Fri), fly like a bird with a parasailing or paragliding tour and then immerse yourself in nature at John Pennekamp Coral Reef State Park.

For ratings, traveler tips, where to stay, and more tourist information, you can read our Key Largo trip itinerary builder tool.

Key Largo is very close to Islamorada. Plan for little chillier nights when traveling from Islamorada in April since evenings lows in Key Largo dip to 69°F. Wrap up your sightseeing on the 21st (Fri) early enough to fly back home.
Nature · Parks · Outdoors · Adventure

Florida Keys travel guide

4.3
Scuba & Snorkeling · Landmarks · Parasailing & Paragliding
An archipelago of about 1,700 islands extending in a gentle arc south and southwest of Florida's mainland, the Florida Keys divide the Atlantic from the Gulf of Mexico. Many visitors on vacation come to scuba dive in the coral reefs, fossilized and exposed as sea levels declined over thousands of years. In addition to being one of the world's top diving and fishing spots, the Keys feature hundreds of shops, restaurants, bars, and various tourist attractions, most of them crowded all year long with visitors on vacation. To soak up the Keys' atmosphere and discover writer Ernest Hemingway's former haunts, drive from one island to the other all the way to Key West, located just 140 km (90 mi) from Cuba.