11 days in Florida Itinerary

11 days in Florida Itinerary

Created using Inspirock Florida trip planner

Plan created by another user. Make it yours

Route & dates

1
Sanibel Island
— 2 nights
2
Naples
— 1 night
3
Miami Beach
— 1 night
4
Islamorada
— 2 nights
5
Big Pine Key
— 1 night
6
Key West
— 3 nights

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 1st (Sat): look for gifts at Sanibel Seashell Industries and then stop by Bailey's General Store. Here are some ideas for day two: hunt for treasures at Sanibel Island Farmer's Market, then look for gifts at Suncatchers' Dream Gift Shop, then see the interesting displays at The Bailey-Matthews National Shell Museum, and finally kick back and relax at Bowman's Beach.

To find where to stay, traveler tips, ratings, and tourist information, you can read our Sanibel Island itinerary maker site.

New York City to Sanibel Island is an approximately 6-hour flight. You can also drive; or do a combination of bus and taxi. Traveling from New York City in December, expect Sanibel Island to be warmer, temps between 80°F and 62°F. Finish your sightseeing early on the 3rd (Mon) so you can drive to Naples.

Things to do in Sanibel Island

Shopping · Outdoors · Beaches
Highlights from your plan
Sanibel Seashell Industries ©
Sanibel Seashell Industries
The Bailey-Matthews National Shell Museum ©
Bailey's General Store ©
Bailey's General Store

1
night
Naples

Naples ©
Kick off your visit on the 4th (Tue): stop by Waterside Shops, wander the streets of Fifth Avenue South, and then wander the streets of Third Street South.

To find reviews, other places to visit, photos, and other tourist information, go to the Naples trip builder website.

Getting from Sanibel Island to Naples by car takes about 1.5 hours. In December, plan for daily highs up to 80°F, and evening lows to 63°F. Finish your sightseeing early on the 4th (Tue) to allow enough time to drive to Miami Beach.

Things to do in Naples

Shopping · Neighborhoods
Highlights from your plan
Fifth Avenue South ©
Fifth Avenue South
Waterside Shops ©
Waterside Shops
Third Street South ©
Third Street South

1
night
Miami Beach

Miami Beach ©
Separated by water from the neighboring city of Miami, Miami Beach sits on a barrier island between Biscayne Bay and the Atlantic Ocean.
Kick off your visit on the 5th (Wed): kick back and relax at South Beach, get to know the fascinating history of Art Deco Historic District, then take a stroll through Lincoln Road, and finally wander the streets of Collins Avenue.

To see maps, more things to do, where to stay, and more tourist information, read Miami Beach road trip planning site.

Drive from Naples to Miami Beach in 2.5 hours. Alternatively, you can take a bus; or take a bus. Expect a daytime high around 81°F in December, and nighttime lows around 68°F. Finish your sightseeing early on the 5th (Wed) so you can drive to Islamorada.

Things to do in Miami Beach

Neighborhoods · Shopping · Parks
Highlights from your plan
South Beach ©
South Beach
Lincoln Road ©
Lincoln Road
Art Deco Historic District ©
Art Deco Historic District

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 6th (Thu): look for gifts at Ocean Gardens, stop by Bella Sol Fragrance Bar and Gifts, look for gifts at Petals With Pizzazz, then take in the exciting artwork at Old Road Gallery, then take an in-depth tour of History of Diving Museum, and finally get a taste of the local shopping with Gallery Morada. Here are some ideas for day two: cast your line with a fishing tour, look for gifts at Latitude 25 Clothing Company, take in the exciting artwork at Michelle Nicole Lowe Art Gallery, look for gifts at Hooked on Books, then stop by Bass Pro Shops, and finally sample the tasty concoctions at Islamorada Brewery & Distillery.

To find maps, where to stay, more things to do, and tourist information, refer to the Islamorada vacation planner.

You can drive from Miami Beach to Islamorada in 2 hours. Another option is to take a bus. In December, daily temperatures in Islamorada can reach 80°F, while at night they dip to 71°F. Finish your sightseeing early on the 7th (Fri) to allow enough time to drive to Big Pine Key.

Things to do in Islamorada

Shopping · Museums · Outdoors
Highlights from your plan
Old Road Gallery ©
Old Road Gallery
History of Diving Museum ©
History of Diving Museum
Islamorada Brewery & Distillery ©
Islamorada Brewery & Distillery

1
night
Big Pine Key

Big Pine Key ©
Big Pine Key is a census-designated place and unincorporated community in Monroe County, Florida, United States, on an island of the same name in the Florida Keys. Kick off your visit on the 8th (Sat): view the masterpieces at Artists in Paradise Gallery, then look for gifts at Out of the Blue Gallery, and then enjoy the sand and surf at Bahia Honda State Park.

For photos, maps, ratings, and other tourist information, read Big Pine Key tour planner.

Traveling by car from Islamorada to Big Pine Key takes 1.5 hours. Alternatively, you can take a bus. In December, daily temperatures in Big Pine Key can reach 80°F, while at night they dip to 71°F. Finish your sightseeing early on the 8th (Sat) to allow enough time to drive to Key West.

Things to do in Big Pine Key

Outdoors · Beaches · Parks
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
Artists in Paradise Gallery ©
Artists in Paradise Gallery
Out of the Blue Gallery ©
Out of the Blue Gallery

3
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.
Shop till you drop at Peppers of Key West and Rock House Masterpieces. Appreciate the collections at Key West Lighthouse and Keeper's Quarters Museum and Mel Fisher Maritime Heritage Museum. There's much more to do: examine the collection at The Ernest Hemingway Home and Museum, shop like a local with KEPart Studio-Gallery, stop by Key West Local Luxe, and view the masterpieces at 7 Artists & Friends Gallery.

Discover how to plan a Key West trip in just a few steps with Inspirock's itinerary builder.

Drive from Big Pine Key to Key West in an hour. Alternatively, you can take a bus. In December, plan for daily highs up to 79°F, and evening lows to 71°F. Finish your sightseeing early on the 11th (Tue) to allow enough time to travel back home.

Things to do in Key West

Shopping · Museums · Historic Sites
Highlights from your plan
The Ernest Hemingway Home and Museum ©
The Ernest Hemingway Home and Museum
Mel Fisher Maritime Heritage Museum ©
Mel Fisher Maritime Heritage Museum

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