16 days in Florida Itinerary

16 days in Florida Itinerary

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Route & dates

16 days in Florida Itinerary

Start: New York City
bus + Fly:  6​h 15​min
1
Key West
— 5 nights
bus:  1​h 15​min
2
Marathon
— 1 night
Drive:  45​min
3
Islamorada
— 3 nights
Drive:  3​h 30​min
4
Marco Island
— 4 nights
Drive:  30​min
5
Naples
— 1 day
Drive:  1​h 15​min
6
Sanibel Island
— 2 nights
+2
taxi + Fly + bus:  5​h 45​min
End: New York City

5
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.
Deepen your sense of the past at sights like Key West Lighthouse and Keeper's Quarters Museum and Truman Little White House. Explore hidden gems such as Dolphin & Whale Watching and Alan S. Maltz Gallery. Spend the 16th (Mon) exploring nature at Dry Tortugas National Park. There's still lots to do: see the interesting displays at The Ernest Hemingway Home and Museum, brush up on your military savvy at U.S. Coast Guard Cutter Ingham Maritime Museum, get curious at Florida Keys Eco-Discovery Center, and zoom along the surf with a waterskiing or jet-skiing adventure.

To see ratings, more things to do, traveler tips, and other tourist information, you can read our Key West route builder site .

New York City to Key West is an approximately 6.5-hour combination of bus and flight. You can also do a combination of flight and shuttle; or drive. When traveling from New York City in April, plan for somewhat warmer days and much hotter nights in Key West: temperatures range from 82°F by day to 74°F at night. Finish your sightseeing early on the 20th (Fri) to allow enough time to drive to Marathon.

Things to do in Key West

Museums Tours Outdoors
Highlights from your plan

1
night
Marathon

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Start off your visit on the 20th (Fri): identify plant and animal life at The Turtle Hospital and then kick back and relax at Bahia Honda State Park. Keep things going the next day: identify plant and animal life at Dolphin Research Center, look for all kinds of wild species at Crane Point Museum & Nature Center, and then enjoy the sand and surf at Sombrero Beach.

For maps, photos, reviews, and other tourist information, go to the Marathon trip itinerary planning app .

You can drive from Key West to Marathon in 1.5 hours. Alternatively, you can take a bus. April in Marathon sees daily highs of 86°F and lows of 75°F at night. Wrap up your sightseeing on the 21st (Sat) early enough to drive to Islamorada.

Things to do in Marathon

Parks Beaches Outdoors

Side Trip

Bahia Honda State Park
Highlights from your plan
Dolphin Research Center ©
Dolphin Research Center
Bahia Honda State Park ©
Bahia Honda State Park
Crane Point Museum & Nature Center ©

3
nights
Islamorada

Islamorada ©
Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Old Road Gallery and History of Diving Museum will appeal to museum buffs. Step off the beaten path and head to Florida Keys Wild Bird Rehabilitation Center and Anne's Beach. And it doesn't end there: identify plant and animal life at Molasses Reef, look for gifts at Shell World Florida Keys, choose your vessel at Robbie's of Islamorada, and view the masterpieces at Michelle Nicole Lowe Art Gallery.

To find ratings, photos, maps, and more tourist information, read Islamorada tour itinerary planner .

Traveling by car from Marathon to Islamorada takes an hour. Alternatively, you can take a bus. Expect a daytime high around 84°F in April, and nighttime lows around 73°F. Wrap up your sightseeing on the 24th (Tue) to allow time to drive to Marco Island.

Things to do in Islamorada

Wildlife Parks Outdoors

Side Trips

Key Largo, Florida Keys Wild Bird Rehabilitation Center
Highlights from your plan
Molasses Reef ©
Molasses Reef
History of Diving Museum ©
History of Diving Museum

4
nights
Marco Island

Marco Island is a city in Collier County, Florida, United States, located on an island by the same name in the Gulf of Mexico off the coast of Southwest Florida. Discover out-of-the-way places like Parasailing & Paragliding and Speed Boats Tours. Take a break from the city and head to Tigertail Beach and Dolphin & Whale Watching. Step out of Marco Island with an excursion to Nature & Wildlife Tours in Everglades City--about 38 minutes away. There's more to do: take a memorable tour with Tours.

To find photos, ratings, other places to visit, and other tourist information, you can read our Marco Island trip maker site .

Traveling by car from Islamorada to Marco Island takes 3.5 hours. Alternatively, you can do a combination of bus and taxi; or do a combination of bus, flight, and taxi. Traveling from Islamorada in April, you can expect nighttime temperatures to be slightly colder in Marco Island, with lows of 67°F. Cap off your sightseeing on the 28th (Sat) early enough to go by car to Naples.

Things to do in Marco Island

Outdoors Tours Wildlife

Side Trip

Everglades City
Highlights from your plan
Parasailing & Paragliding
Dolphin & Whale Watching
Tigertail Beach ©
Tigertail Beach

1
day
Naples

Naples ©
Naples is a city in Collier County, Florida, United States. On the 28th (Sat), kick back and relax at Lowdermilk Beach and then wander the streets of Fifth Avenue South.

To see reviews, where to stay, traveler tips, and more tourist information, you can read our Naples trip itinerary tool .

Naples is very close to Marco Island. April in Naples sees daily highs of 85°F and lows of 67°F at night. Finish your sightseeing early on the 28th (Sat) to allow enough time to drive to Sanibel Island.

Things to do in Naples

Beaches Outdoors Parks
Highlights from your plan
Fifth Avenue South ©
Fifth Avenue South

2
nights
Sanibel Island

Sanibel Island ©
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Start off your visit on the 29th (Sun): browse the fresh offerings at Sanibel Island Farmer's Market, then examine the collection at The Bailey-Matthews National Shell Museum, and then enjoy the sand and surf at Bowman's Beach. Keep things going the next day: enjoy the sea views from Sanibel Island Lighthouse and then kick back and relax at Fort Myers Beach.

For traveler tips, other places to visit, more things to do, and more tourist information, go to the Sanibel Island itinerary builder site .

Traveling by car from Naples to Sanibel Island takes 1.5 hours. Alternatively, you can do a combination of bus and taxi. In April, plan for daily highs up to 87°F, and evening lows to 66°F. Wrap up your sightseeing on the 30th (Mon) early enough to travel back home.

Things to do in Sanibel Island

Beaches Outdoors Parks

Side Trip

Fort Myers Beach
Highlights from your plan
Bowman's Beach ©
Bowman's Beach
Fort Myers Beach ©
Fort Myers Beach

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