20 days in Florida Itinerary

20 days in Florida Itinerary

Created using Inspirock Florida holiday planner

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Route & dates

20 days in Florida Itinerary

Start: New York City
bus + Fly:  5​h 45​min
1
Sanibel Island
— 1 night
Drive:  1​h 30​min
2
Marco Island
— 3 nights
ferry:  2​h 30​min
3
Key West
— 4 nights
bus:  1​h 15​min
4
Marathon
— 3 nights
Drive:  45​min
5
Islamorada
— 2 nights
+2
shuttle + Fly + Drive:  5​h 30​min
6
St. Augustine
— 2 nights
Drive:  2​h 45​min
7
Crystal River
— 3 nights
+3
bus + foot + Fly + bus:  8​h 45​min
End: New York City

1
night
Sanibel Island

Sanibel Island ©
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
On the 27th (Wed), enjoy the sand and surf at Bowman's Beach.

To see photos, ratings, more things to do, and tourist information, read our Sanibel Island tour builder site .

New York City to Sanibel Island is an approximately 6-hour combination of bus and flight. You can also fly; or drive. Prepare for much warmer weather when traveling from New York City in March: high temperatures in Sanibel Island hover around 81°F and lows are around 59°F. Wrap up your sightseeing on the 28th (Thu) to allow time to drive to Marco Island.

Things to do in Sanibel Island

Parks Beaches Outdoors

Side Trip

Captiva Beach
Highlights from your plan
Blind Pass Beach Park ©
Blind Pass Beach Park
Captiva Beach ©
Captiva Beach

3
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 Fishing Charters & Tours and South Marco Beach. Step out of the city life by going to Parasailing & Paragliding and Dolphin & Whale Watching. Go for a jaunt from Marco Island to Everglades City to see Speed Boats Tours about 38 minutes away. There's much more to do: get interesting insight from Tours, tour the pleasant surroundings at Keewaydin Island, and make a trip to Marco Island Center for the Arts.

For maps, other places to visit, more things to do, and tourist information, use the Marco Island online trip builder .

You can drive from Sanibel Island to Marco Island in 1.5 hours. In March, plan for daily highs up to 80°F, and evening lows to 61°F. Finish your sightseeing early on the 31st (Sun) to allow enough time to ride a ferry to Key West.

Things to do in Marco Island

Outdoors Tours Wildlife

Side Trip

Speed Boats Tours
Highlights from your plan
Fishing Charters & Tours
Keewaydin Island ©
Keewaydin Island
Parasailing & Paragliding

4
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.
Take a break from the city and head to Stand-Up Paddleboarding and Dolphin & Whale Watching. Step off the beaten path and head to Kayaking & Canoeing and U.S. Coast Guard Cutter Ingham Maritime Museum. Spend the 2nd (Tue) exploring nature at Dry Tortugas National Park. Next up on the itinerary: see the interesting displays at The Ernest Hemingway Home and Museum, identify plant and animal life at Wildlife Areas, get some thrills out on the water with a waterskiing or jet-skiing adventure, and take in the exciting artwork at 7 Artists & Friends.

To find reviews, ratings, and other tourist information, go to the Key West road trip website .

Traveling by ferry from Marco Island to Key West takes 2.5 hours. Alternatively, you can drive. Traveling from Marco Island in March, you can expect nighttime temperatures to be somewhat warmer in Key West, with lows of 69°F. Finish your sightseeing early on the 4th (Thu) so you can take a bus to Marathon.

Things to do in Key West

Tours Outdoors Adventure
Highlights from your plan
Dolphin & Whale Watching
Kayaking & Canoeing
Stand-Up Paddleboarding

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.
Step out of the city life by going to Dolphin Research Center and Kayaking & Canoeing. Visit Bahia Honda State Park and Sunset Park Beach for some beach relaxation. Next up on the itinerary: identify plant and animal life at Crane Point Museum & Nature Center, tour the pleasant surroundings at Sombrero Beach, take in the views from Seven Mile Bridge, and cast your line with a fishing tour.

For photos, ratings, where to stay, and more tourist information, you can read our Marathon travel route app .

Traveling by bus from Key West to Marathon takes 1.5 hours. Alternatively, you can drive. Expect a daytime high around 86°F in April, and nighttime lows around 75°F. Finish up your sightseeing early on the 7th (Sun) so you can go by car to Islamorada.

Things to do in Marathon

Outdoors Parks Wildlife

Side Trips

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

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.
Start off your visit on the 8th (Mon): look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center, shop like a local with Old Road Gallery, then take an in-depth tour of History of Diving Museum, and finally cast your line with a fishing tour. Get ready for a full day of sightseeing on the next day: take a memorable tour with Tours, discover the deep blue sea with a scuba or snorkeling tour, and then sample the tasty concoctions at Islamorada Beer Company Brewery and Tasting Room.

To see ratings, other places to visit, and other tourist information, read Islamorada trip maker tool .

Traveling by car from Marathon to Islamorada takes an hour. Alternatively, you can take a bus. In April, daytime highs in Islamorada are 86°F, while nighttime lows are 75°F. Wrap up your sightseeing on the 9th (Tue) early enough to travel to St. Augustine.

Things to do in Islamorada

Tours Outdoors Wildlife

Side Trip

Key Largo
Highlights from your plan
Parasailing & Paragliding
History of Diving Museum ©
History of Diving Museum

2
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Museum-lovers will get to explore The Lightner Museum and The Ximenez-Fatio House. Your itinerary includes some good beach time at Ormond Beach and Beach at Daytona Beach. There's still lots to do: learn about winemaking at San Sebastian Winery, see the interesting displays at St. Augustine Pirate & Treasure Museum, kick back and relax at St. Augustine Beach, and explore and take pictures at Flagler College.

To find reviews, photos, traveler tips, and more tourist information, refer to the St. Augustine trip site .

Traveling by combination of shuttle, flight, and car from Islamorada to St. Augustine takes 5.5 hours. Alternatively, you can drive; or do a combination of shuttle, flight, and bus. Expect a bit cooler temperatures when traveling from Islamorada in April; daily highs in St. Augustine reach 78°F and lows reach 62°F. Finish your sightseeing early on the 12th (Fri) so you can drive to Crystal River.

Things to do in St. Augustine

Parks Beaches Outdoors

Side Trips

Beach at Daytona Beach, Ormond Beach
Highlights from your plan
Ormond Beach ©
Ormond Beach
Lightner Museum ©
Lightner Museum
The Ximenez-Fatio House ©
The Ximenez-Fatio House

3
nights
Crystal River

Crystal River ©
The jewel of Florida's Nature Coast, Crystal River spreads around spring-fed Kings Bay, known for maintaining a constant 22 C (72 F) temperature all year long.
You'll discover tucked-away gems like Ellie Schiller Homosassa Springs Wildlife State Park and Cedar Key Historical Society Museum. Let the collections at Island Arts and Cedar Keyhole Artists Co-op & Gallery capture your imagination. Go for a jaunt from Crystal River to Cedar Key to see Down Home Adventures about 56 minutes away. And it doesn't end there: take a memorable tour with Tours, take an in-depth tour of Coastal Heritage Museum, and look for all kinds of wild species at Wildlife Areas.

For photos, maps, reviews, and other tourist information, read Crystal River day trip planning site .

You can drive from St. Augustine to Crystal River in 3 hours. Alternatively, you can take a bus. In April in Crystal River, expect temperatures between 81°F during the day and 59°F at night. Wrap up your sightseeing by early afternoon on the 15th (Mon) to allow time for travel back home.

Things to do in Crystal River

Outdoors Tours Wildlife

Side Trips

Cedar Key, Ellie Schiller Homosassa Springs Wildlife State Park
Highlights from your plan
Cedar Key Historical Society Museum ©
Scuba & Snorkeling

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