12 days in Florida Itinerary

12 days in Florida Itinerary

Created using Inspirock Florida trip planner

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Route & dates

12 days in Florida Itinerary

Start: Durham
Fly + taxi:  4​h 45​min
1
Sanibel Island
— 2 nights
Drive:  1​h 15​min
2
Naples
— 1 night
ferry:  3​h
3
Key West
— 3 nights
bus:  1​h 15​min
4
Marathon
— 3 nights
Drive:  45​min
5
Islamorada
— 2 nights
shuttle + Fly:  6​h 45​min
End: Durham

2
nights
Sanibel Island

Sanibel Island ©
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Your itinerary includes some good beach time at Captiva Beach and Bowman's Beach. Eschew the tourist crowds and head to Lovers Key State Park and Sanibel Island Farmer's Market. Explore the numerous day-trip ideas around Sanibel Island: Fort Myers Beach (Fort Myers Beach & Dolphin & Whale Watching). There's still lots to do: identify plant and animal life at Pond Apple Park and stop by Adventures In Paradise Outfitters.

To see photos, ratings, maps, and other tourist information, read Sanibel Island travel itinerary planner.

Durham to Sanibel Island is an approximately 5-hour combination of bus, flight, and taxi. You can also do a combination of bus, flight, and taxi; or drive. Expect warmer temperatures when traveling from Durham in December; daily highs in Sanibel Island reach 80°F and lows reach 62°F. Finish your sightseeing early on the 23rd (Sun) so you can drive to Naples.

Things to do in Sanibel Island

Parks Outdoors Beaches

Side Trips

Fort Myers Beach, Captiva Beach
Highlights from your plan
Captiva Beach ©
Captiva Beach
Lovers Key State Park ©
Lovers Key State Park
Sanibel Island Farmer's Market ©
Sanibel Island Farmer's Market

1
night
Naples

Naples is a city in Collier County, Florida, United States. Kick off your visit on the 24th (Mon): zoom along the surf with a waterskiing or jet-skiing adventure, then enjoy the sand and surf at Lowdermilk Beach, and then wander the streets of Fifth Avenue South.

To see more things to do, other places to visit, maps, and more tourist information, go to the Naples tour itinerary maker .

Traveling by car from Sanibel Island to Naples takes 1.5 hours. December in Naples sees daily highs of 80°F and lows of 63°F at night. Wrap up your sightseeing on the 24th (Mon) early enough to travel to Key West.

Things to do in Naples

Outdoors Parks Tours

Side Trip

Waterskiing & Jetskiing
Highlights from your plan
Waterskiing & Jetskiing
Fifth Avenue South ©
Fifth Avenue South

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.
Step off the beaten path and head to Stand-Up Paddleboarding and Saint Mary Star of the Sea. Take a break from the city and head to Dolphin & Whale Watching and Scuba & Snorkeling. And it doesn't end there: take an in-depth tour of Key West Lighthouse and Keeper's Quarters Museum, cast your line with a fishing tour, get some thrills out on the water with a waterskiing or jet-skiing adventure, and look for gifts at Peppers of Key West.

For where to stay, traveler tips, more things to do, and other tourist information, read Key West online tour itinerary planner .

You can do a combination of taxi and ferry from Naples to Key West in 3 hours. Alternatively, you can drive; or take a bus. Plan for a bit warmer nights when traveling from Naples in December since evenings lows in Key West dip to 71°F. Finish your sightseeing early on the 27th (Thu) to allow enough time to take a bus to Marathon.

Things to do in Key West

Outdoors Tours Wildlife
Highlights from your plan
Stand-Up Paddleboarding
Saint Mary Star of the Sea ©
Saint Mary Star of the Sea

3
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.
Get in touch with nature at Dolphin Research Center and Bahia Honda State Park. Visit Sunset Park Beach and Sombrero Beach for some beach relaxation. And it doesn't end there: take in the views from Seven Mile Bridge, identify plant and animal life at The Turtle Hospital, pause for some serene contemplation at San Pablo Catholic Church, and get interesting insight from Tours.

For other places to visit, reviews, and other tourist information, refer to the Marathon route planner .

Traveling by bus from Key West to Marathon takes 1.5 hours. Alternatively, you can drive. December in Marathon sees daily highs of 80°F and lows of 71°F at night. Finish your sightseeing early on the 30th (Sun) so you can drive to Islamorada.

Things to do in Marathon

Parks Outdoors Wildlife

Side Trips

Bahia Honda State Park, Sunset Park Beach
Highlights from your plan
Dolphin Research Center ©
Dolphin Research Center
Sunset Park Beach ©
Sunset Park Beach
Marathon Garden Club ©
Marathon Garden Club

2
nights
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 31st (Mon): take in the exciting artwork at Old Road Gallery, look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center, then see what you can catch with a fishing tour, then sample the tasty concoctions at Islamorada Beer Company Brewery and Tasting Room, and finally take in the exciting artwork at Michelle Nicole Lowe Art Gallery. Keep things going the next day: explore the gorgeous colors at Alligator Reef Light House, look for gifts at Bella Sol Fragrance Bar and Gifts, and then see some colorful creatures with a scuba or snorkeling tour.

To see ratings, traveler tips, and more tourist information, you can read our Islamorada trip itinerary builder site .

Drive from Marathon to Islamorada in an hour. Alternatively, you can take a bus. In December, daytime highs in Islamorada are 80°F, while nighttime lows are 71°F. Finish your sightseeing early on the 1st (Tue) so you can travel back home.

Things to do in Islamorada

Wildlife Outdoors Tours

Side Trip

Florida Keys Wild Bird Rehabilitation Center
Highlights from your plan
Scuba & Snorkeling
Alligator Reef Light House ©
Alligator Reef Light House

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