15 days in Florida Itinerary

15 days in Florida Itinerary

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Route & dates

15 days in Florida Itinerary

Start: South Bend
Fly + Taxi:  4​h 30​min
1
Sanibel Island
— 1 night
Drive:  1​h 45​min
2
Marco Island
— 2 nights
Ferry:  2​h 30​min
3
Key West
— 2 nights
Bus:  1​h 15​min
4
Marathon, Florida Keys
— 2 nights
Drive:  1​h 15​min
5
Key Largo
— 2 nights
+2
Shuttle + Fly + Drive:  5​h 15​min
6
St. Augustine
— 2 nights
Drive:  2​h
7
Orlando
— 3 nights
Fly:  5​h 15​min
End: South Bend

1
night
Sanibel Island

Sanibel Island ©
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Kick off your visit on the 21st (Sat): stroll through Bowman's Beach. On the 22nd (Sun), you'll have a packed day of sightseeing: enjoy the sand and surf at Captiva Beach, then admire the natural beauty at Edison and Ford Winter Estates, and then try for a hole-in-one at Tropical Breeze Fun Park.

To see ratings, photos, other places to visit, and other tourist information, refer to the Sanibel Island trip itinerary maker website .

South Bend to Sanibel Island is an approximately 4.5-hour combination of flight and taxi. You can also do a combination of bus, flight, and taxi; or drive. Prepare for much warmer weather when traveling from South Bend in December: high temperatures in Sanibel Island hover around 80°F and lows are around 62°F. Cap off your sightseeing on the 22nd (Sun) early enough to go by car to Marco Island.

Things to do in Sanibel Island

Parks Beaches Outdoors

Side Trips

Tropical Breeze Fun Park, Edison and Ford Winter Estates, Captiva Beach
Highlights from your plan
Bowman's Beach ©
Bowman's Beach
Captiva Beach ©
Captiva Beach
Edison and Ford Winter Estates ©
Edison and Ford Winter Estates

2
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. On the 23rd (Mon), get up close to creatures of the deep with a dolphin and whale watching tour, then take a tour by water with Boat Tours & Water Sports, and then race across the water with a speed boat tour. Keep things going the next day: enjoy the sand and surf at South Marco Beach, zoom along the surf with a waterskiing or jet-skiing adventure, and then get a new perspective on things with Boat Tours & Water Sports.

To see other places to visit, maps, photos, and tourist information, read our Marco Island planner .

Getting from Sanibel Island to Marco Island by car takes about 2 hours. Expect a daytime high around 80°F in December, and nighttime lows around 61°F. Wrap up your sightseeing on the 24th (Tue) to allow 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
Dolphin & Whale Watching
Speed Boats Tours
Fishing Charters & Tours

2
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.
Start off your visit on the 25th (Wed): explore the striking landscape of Dry Tortugas National Park. Get ready for a full day of sightseeing on the next day: see the interesting displays at The Ernest Hemingway Home and Museum, take an in-depth tour of Key West Lighthouse and Keeper's Quarters Museum, identify plant and animal life at Key West Butterfly & Nature Conservatory, then see the interesting displays at Mel Fisher Maritime Heritage Museum, and finally explore the different monuments and memorials at Key West Cemetery.

To see ratings, where to stay, reviews, and other tourist information, use the Key West trip itinerary maker tool .

You can ride a ferry from Marco Island to Key West in 2.5 hours. Alternatively, you can drive. Traveling from Marco Island in December, Key West is somewhat warmer at night with lows of 71°F. Finish your sightseeing early on the 26th (Thu) so you can take a bus to Marathon.

Things to do in Key West

Parks Nature Museums
Highlights from your plan
Dry Tortugas National Park ©
Dry Tortugas National Park
Mel Fisher Maritime Heritage Museum ©

2
nights
Marathon, Florida Keys

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Kick off your visit on the 27th (Fri): see the interesting displays at Crane Point Museum & Nature Center, identify plant and animal life at The Turtle Hospital, then enjoy the sand and surf at Bahia Honda State Park, and finally take in the exciting artwork at Shady Palm Art Gallery & Photography. Get ready for a full day of sightseeing on the 28th (Sat): identify plant and animal life at Dolphin Research Center, cast your line with a fishing tour, and then discover the deep blue sea with a scuba or snorkeling tour.

For reviews, traveler tips, maps, and more tourist information, refer to the Marathon online itinerary planner .

Traveling by bus from Key West to Marathon takes 1.5 hours. Alternatively, you can drive. In December, plan for daily highs up to 80°F, and evening lows to 71°F. Wrap up your sightseeing on the 28th (Sat) to allow time to drive to Key Largo.

Things to do in Marathon

Wildlife Parks Outdoors

Side Trip

Bahia Honda State Park
Highlights from your plan
The Turtle Hospital ©
The Turtle Hospital
Dolphin Research Center ©
Dolphin Research Center
Fishing Charters & Tours

2
nights
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 29th (Sun), see what you can catch with a fishing tour, then fulfill a lifelong dream with a swim-with-the-dolphins experience, and then look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center. On the 30th (Mon), you'll have a packed day of sightseeing: hike along Anhinga Trail and then look for all kinds of wild species at Molasses Reef.

To see ratings, reviews, other places to visit, and more tourist information, use the Key Largo travel website .

Drive from Marathon to Key Largo in 1.5 hours. Alternatively, you can take a bus. Plan for little chillier nights when traveling from Marathon in December since evenings lows in Key Largo dip to 66°F. Cap off your sightseeing on the 30th (Mon) early enough to travel to St. Augustine.

Things to do in Key Largo

Wildlife Outdoors Tours

Side Trips

Anhinga Trail, Fishing Charters & Tours
Highlights from your plan
Fishing Charters & Tours
Anhinga Trail ©
Anhinga Trail
Molasses Reef ©
Molasses Reef

2
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Kick off your visit on the 31st (Tue): see the interesting displays at St. Augustine Pirate & Treasure Museum, then enjoy the sand and surf at St. Augustine Beach, then look for all kinds of wild species at St. Augustine Alligator Farm Zoological Park, and finally gain insight at Flagler College. Get ready for a full day of sightseeing on the 1st (Wed): kick back and relax at Ormond Beach, see the interesting displays at Lightner Museum, and then identify plant and animal life at St. Augustine Wild Reserve.

Planning St. Augustine trip won't be overwheling when you use's Insprock itinerary maker.

Traveling by combination of shuttle, flight, and car from Key Largo to St. Augustine takes 5.5 hours. Alternatively, you can drive; or do a combination of shuttle, flight, and bus. Expect slightly colder temperatures when traveling from Key Largo in December; daily highs in St. Augustine reach 70°F and lows reach 55°F. Finish your sightseeing early on the 1st (Wed) so you can drive to Orlando.

Things to do in St. Augustine

Parks Beaches Outdoors

Side Trip

Ormond Beach
Highlights from your plan
St. Augustine Beach ©
St. Augustine Beach
Ormond Beach ©
Ormond Beach
St. Augustine Wild Reserve ©
St. Augustine Wild Reserve

3
nights
Orlando

Orlando ©
For most people, any mention of Orlando immediately conjures up images of sprawling theme parks filled with characters plucked right out of popular animated movies.
Discover out-of-the-way places like The Escape Game Orlando and Charles Hosmer Morse Museum of American Art. Your inner history buff will appreciate Ponce de Leon Inlet Lighthouse & Museum and Stetson Mansion. The adventure continues: make an unforgettable trip to Walt Disney World Resort, find something for the whole family at Universal Orlando Resort, and laugh and play at Happily Ever After Fireworks.

Before you visit Orlando, use our trip planner to discover what you can do and see there.

Drive from St. Augustine to Orlando in 2 hours. Alternatively, you can take a bus. Traveling from St. Augustine in January, expect nights in Orlando to be about the same, around 52°F, while days are a bit warmer, around 71°F. Wrap up your sightseeing on the 4th (Sat) to allow time to travel back home.

Things to do in Orlando

Theme Parks Historic Sites Museums

Side Trips

Charles Hosmer Morse Museum of American Art, Stetson Mansion, Ponce de Leon Inlet Lighthouse & Museum
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Stetson Mansion ©
Stetson Mansion
Ponce de Leon Inlet Lighthouse & Museum ©

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