16 days in Florida Itinerary

16 days in Florida Itinerary

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Route & dates

16 days in Florida Itinerary

Start: Mumbai
Fly + shuttle:  22​h 45​min
1
Islamorada
— 1 night
Drive:  45​min
2
Marathon
— 2 nights
bus:  1​h 15​min
3
Key West
— 2 nights
ferry:  2​h 30​min
4
Marco Island
— 2 nights
Drive:  1​h 30​min
5
Sanibel Island
— 2 nights
Drive:  5​h 45​min
6
St. Augustine
— 2 nights
bus + Fly:  29​h
End: Mumbai

1
night
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 11th (Sat): see some colorful creatures with a scuba or snorkeling tour and then see what you can catch with a fishing tour. On the 12th (Sun), you'll have a packed day of sightseeing: take in the exciting artwork at Gallery Morada, look for all kinds of wild species at Alligator Reef Light House, view the masterpieces at Old Road Gallery, take an in-depth tour of History of Diving Museum, then sample the tasty concoctions at Islamorada Beer Company Brewery and Tasting Room, and finally view the masterpieces at Michelle Nicole Lowe Art Gallery.

For photos, ratings, more things to do, and more tourist information, refer to the Islamorada trip itinerary builder site .

Mumbai, India to Islamorada is an approximately 23-hour combination of flight and shuttle. You can also do a combination of train, flight, and shuttle. Due to the time zone difference, you'll gain 10 hours traveling from Mumbai to Islamorada. Expect slightly colder weather when traveling from Mumbai in May: highs in Islamorada hover around 36°C, while lows dip to 29°C. Finish your sightseeing early on the 12th (Sun) so you can drive to Marathon.

Things to do in Islamorada

Wildlife Outdoors Tours
Highlights from your plan
History of Diving Museum ©
History of Diving Museum
Alligator Reef Light House ©
Alligator Reef Light House
Old Road Gallery ©
Old Road Gallery

2
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.
On the 13th (Mon), cast your line with a fishing tour, then enjoy the sand and surf at Sombrero Beach, and then look for all kinds of wild species at The Turtle Hospital. On the 14th (Tue), you'll have a packed day of sightseeing: look for all kinds of wild species at Dolphin Research Center, take in the views from Seven Mile Bridge, and then tour the pleasant surroundings at Bahia Honda State Park.

To find maps, reviews, more things to do, and more tourist information, read Marathon trip planner .

You can drive from Islamorada to Marathon in an hour. Alternatively, you can take a bus. In May, daily temperatures in Marathon can reach 36°C, while at night they dip to 29°C. Wrap up your sightseeing on the 14th (Tue) to allow time to take a bus to Key West.

Things to do in Marathon

Parks Outdoors Wildlife

Side Trip

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

2
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.
Kick off your visit on the 15th (Wed): examine the collection at Mel Fisher Maritime Heritage Museum, then enjoy the sea views from Key West Lighthouse and Keeper's Quarters Museum, and then discover the deep blue sea with a scuba or snorkeling tour. On the 16th (Thu), you'll have a packed day of sightseeing: stroll the grounds of Key West Cemetery, get curious at Florida Keys Eco-Discovery Center, then learn about all things military at U.S. Coast Guard Cutter Ingham Maritime Museum, and finally see majestic marine mammals with a dolphin and whale watching tour.

To see photos, where to stay, and more tourist information, read our Key West itinerary planning tool .

You can take a bus from Marathon to Key West in 1.5 hours. Alternatively, you can drive. In May, daytime highs in Key West are 34°C, while nighttime lows are 29°C. Cap off your sightseeing on the 16th (Thu) early enough to catch the ferry to Marco Island.

Things to do in Key West

Wildlife Outdoors Tours
Highlights from your plan

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. Kick off your visit on the 17th (Fri): don't miss a visit to Marco Island Center for the Arts, see majestic marine mammals with a dolphin and whale watching tour, and then surround yourself with nature on a nature and wildlife tour. Here are some ideas for day two: zoom along the surf with a waterskiing or jet-skiing adventure, then view the masterpieces at Malenda Trick Art Gallery, and then see what you can catch with a fishing tour.

To find photos, other places to visit, traveler tips, and more tourist information, use the Marco Island route planner .

Ride a ferry from Key West to Marco Island in 2.5 hours. Alternatively, you can drive. Traveling from Key West in May, you can expect nighttime temperatures to be a bit cooler in Marco Island, with lows of 24°C. Wrap up your sightseeing on the 18th (Sat) to allow time to drive to Sanibel Island.

Things to do in Marco Island

Outdoors Tours Wildlife

Side Trip

Nature & Wildlife Tours
Highlights from your plan
Fishing Charters & Tours
Dolphin & Whale Watching
Nature & Wildlife Tours

2
nights
Sanibel Island

Sanibel Island ©
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
On the 19th (Sun), take in the architecture and atmosphere at St. Isabel Catholic Church, then kick back and relax at Bowman's Beach, and then enjoy the sand and surf at Captiva Beach. Get ready for a full day of sightseeing on the 20th (Mon): cast your line with a fishing tour, then examine the collection at The Bailey-Matthews National Shell Museum, and then steep yourself in history at Sanibel Historical Museum and Village.

For where to stay, traveler tips, photos, and more tourist information, read our Sanibel Island road trip planner .

You can drive from Marco Island to Sanibel Island in 1.5 hours. In May in Sanibel Island, expect temperatures between 38°C during the day and 24°C at night. Wrap up your sightseeing on the 20th (Mon) to allow time to drive to St. Augustine.

Things to do in Sanibel Island

Outdoors Beaches Parks

Side Trip

Captiva Island
Highlights from your plan
Captiva Beach ©
Captiva Beach
Sanibel Historical Museum and Village ©

2
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. You'll explore the less-touristy side of things at The Lightner Museum and Cathedral Basilica of St. Augustine. Mission of Nombre de Dios and St. Photios Greek Orthodox National Shrine will appeal to history buffs. Venture out of the city with trips to Beach at Daytona Beach (in Daytona Beach) and Ormond Beach (in Ormond Beach). Next up on the itinerary: enjoy the sand and surf at St. Augustine Beach, identify plant and animal life at St. Augustine Alligator Farm Zoological Park, admire all the interesting features of Flagler College, and see the interesting displays at St. Augustine Pirate & Treasure Museum.

For more things to do, maps, and more tourist information, you can read our St. Augustine travel route planning app .

Drive from Sanibel Island to St. Augustine in 6 hours. Alternatively, you can do a combination of bus, flight, and car; or do a combination of flight and bus. Traveling from Sanibel Island in May, you will find days in St. Augustine are slightly colder (33°C), and nights are about the same (22°C). Wrap up your sightseeing on the 23rd (Thu) early enough to travel back home.

Things to do in St. Augustine

Parks Outdoors Beaches

Side Trips

Beach at Daytona Beach, Ormond Beach
Highlights from your plan
Ormond Beach ©
Ormond Beach
Cathedral Basilica of St. Augustine ©
Lightner Museum ©
Lightner Museum

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