31 days in Florida Itinerary

31 days in Florida Itinerary

Created using Inspirock Florida travel route planner

This plan was created by another user.  Make it your plan

Route & dates

31 days in Florida Itinerary

Start: Boracay
+3
ferry + foot + Fly + shuttle:  31​h
1
Marathon
— 2 nights
Drive:  45​min
2
Islamorada
— 4 nights
bus:  2​h
3
Key West
— 5 nights
ferry:  3​h
4
Marco Island
— 4 nights
Drive:  1​h 15​min
5
Fort Myers Beach
— 2 nights
Drive:  30​min
6
Sanibel Island
— 4 nights
Drive:  4​h
7
Daytona Beach
— 1 night
bus:  1​h 15​min
8
St. Augustine
— 4 nights
Drive:  1​h 30​min
9
Amelia Island
— 1 night
+2
Fly + foot + ferry:  32​h
End: Boracay

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.
Get outdoors at Scuba & Snorkeling and Crane Point Museum & Nature Center. You'll explore the less-touristy side of things at Dolphin Research Center and The Tackle Box. The adventure continues: kick back and relax at Sombrero Beach, look for all kinds of wild species at The Turtle Hospital, immerse yourself in nature at Bahia Honda State Park, and cast your line with a fishing tour.

For more things to do, maps, where to stay, and more tourist information, read our Marathon planner .

Boracay, Philippines to Marathon is an approximately 31-hour combination of ferry, bus, and flight. You can also do a combination of ferry, bus, flight, and shuttle; or do a combination of ferry, flight, and shuttle. The time zone difference when traveling from Boracay to Marathon is minus 13 hours. In May, daily temperatures in Marathon can reach 36°C, while at night they dip to 29°C. Cap off your sightseeing on the 4th (Fri) early enough to go by car to Islamorada.

Things to do in Marathon

Outdoors Wildlife Parks

Side Trip

Bahia Honda State Park
Highlights from your plan
Sombrero Beach ©
Sombrero Beach
Dolphin Research Center ©
Dolphin Research Center
Fishing Charters & Tours

4
nights
Islamorada

Islamorada ©
Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Visiting Florida Keys Wild Bird Rehabilitation Center and Parasailing & Paragliding will get you outdoors. Museum-lovers will appreciate History of Diving Museum and Old Road Gallery. The adventure continues: identify plant and animal life at Molasses Reef, view the masterpieces at Michelle Nicole Lowe Art Gallery, get a taste of the local shopping with Gallery Morada, and kick back and relax at Anne's Beach.

For traveler tips, where to stay, and more tourist information, refer to the Islamorada trip planner .

Getting from Marathon to Islamorada by car takes about an hour. Other options: take a shuttle; or take a bus. In May, daily temperatures in Islamorada can reach 36°C, while at night they dip to 28°C. Finish your sightseeing early on the 8th (Tue) so you can drive to Key West.

Things to do in Islamorada

Outdoors Wildlife Parks

Side Trip

Key Largo
Highlights from your plan
Molasses Reef ©
Molasses Reef
History of Diving Museum ©
History of Diving Museum

5
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.
Escape the urban bustle at Stand-Up Paddleboarding and Dry Tortugas National Park. Explore hidden gems such as Dolphin & Whale Watching and Mel Fisher Maritime Museum. The adventure continues: see some colorful creatures with a scuba or snorkeling tour, see the interesting displays at The Ernest Hemingway Home and Museum, get curious at Florida Keys Eco-Discovery Center, and explore the different monuments and memorials at Key West Cemetery.

To see maps, traveler tips, ratings, and more tourist information, you can read our Key West trip itinerary planner.

You can drive from Islamorada to Key West in 2 hours. Alternatively, you can take a shuttle; or take a bus. May in Key West sees daily highs of 34°C and lows of 29°C at night. Wrap up your sightseeing on the 13th (Sun) early enough to travel to Marco Island.

Things to do in Key West

Tours Outdoors Museums
Highlights from your plan
The Ernest Hemingway Home and Museum ©
Dolphin & Whale Watching
Stand-Up Paddleboarding

4
nights
Marco Island

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. Visiting Parasailing & Paragliding and Lowdermilk Beach will get you outdoors. Eschew the tourist crowds and head to Tigertail Beach and Speed Boats Tours. Get out of town with these interesting Marco Island side-trips: Big Cypress National Preserve (in Ochopee), Naples (Audubon Corkscrew Swamp Sanctuary & Fifth Avenue South) and Nature & Wildlife Tours (in Everglades City). There's still lots to do: get some thrills out on the water with a waterskiing or jet-skiing adventure and take an in-depth tour of Marco Island Historical Museum.

For other places to visit, traveler tips, where to stay, and tourist information, you can read our Marco Island day trip site .

Traveling by combination of flight and taxi from Key West to Marco Island takes 3 hours. Alternatively, you can ride a ferry; or drive. Traveling from Key West in May, expect a bit cooler with lows of 24°C in Marco Island. Cap off your sightseeing on the 17th (Thu) early enough to go by car to Fort Myers Beach.

Things to do in Marco Island

Outdoors Parks Tours

Side Trips

Naples, Everglades City, Big Cypress National Preserve
Highlights from your plan
Lowdermilk Beach ©
Lowdermilk Beach
Nature & Wildlife Tours
Speed Boats Tours

2
nights
Fort Myers Beach

Fort Myers Beach is a town located on Estero Island in Lee County, Florida, United States. Start off your visit on the 18th (Fri): enjoy the sand and surf at Fort Myers Beach, take a memorable tour with Tours, and then look for gifts at Sun Harvest Citrus. On the next day, kick back and relax at Barefoot Beach Preserve and then immerse yourself in nature at Lovers Key State Park.

To see traveler tips, more things to do, ratings, and other tourist information, go to the Fort Myers Beach tour itinerary planning website .

Traveling by car from Marco Island to Fort Myers Beach takes 1.5 hours. Alternatively, you can do a combination of taxi and bus; or ride a ferry. In May, daytime highs in Fort Myers Beach are 37°C, while nighttime lows are 24°C. Finish up your sightseeing early on the 19th (Sat) so you can go by car to Sanibel Island.

Things to do in Fort Myers Beach

Outdoors Parks Wildlife

Side Trips

Sun Harvest Citrus, Barefoot Beach Preserve
Highlights from your plan
Dolphin & Whale Watching
Barefoot Beach Preserve ©
Barefoot Beach Preserve
Lovers Key State Park ©
Lovers Key State Park

4
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 Blind Pass Beach Park. Get a sense of the local culture at The Bailey-Matthews National Shell Museum and Sanibel Island Lighthouse.

To find photos, maps, where to stay, and tourist information, you can read our Sanibel Island trip planner .

Sanibel Island is just a short distance from Fort Myers Beach. May in Sanibel Island sees daily highs of 38°C and lows of 24°C at night. Wrap up your sightseeing on the 23rd (Wed) to allow time to travel to Daytona Beach.

Things to do in Sanibel Island

Parks Outdoors Beaches

Side Trip

Captiva Beach
Highlights from your plan
Captiva Beach ©
Captiva Beach
Bowman's Beach ©
Bowman's Beach
Blind Pass Beach Park ©
Blind Pass Beach Park

1
night
Daytona Beach

Daytona Beach ©
The iconic seaside destination of Daytona Beach once supported sugar mill plantations, but now entertains up to 8 million visitors a year.
Start off your visit on the 23rd (Wed): get curious at Marine Science Center and then enjoy breathtaking views from Ponce de Leon Inlet Lighthouse & Museum.

To find maps, reviews, other places to visit, and tourist information, read Daytona Beach day trip planning app .

Do a combination of taxi, flight, and shuttle from Sanibel Island to Daytona Beach in 4 hours. Alternatively, you can drive; or do a combination of taxi and flight. Expect little chillier weather when traveling from Sanibel Island in May: highs in Daytona Beach hover around 34°C, while lows dip to 22°C. Finish your sightseeing early on the 24th (Thu) to allow enough time to drive to St. Augustine.

Things to do in Daytona Beach

Parks Outdoors Beaches

Side Trips

Ponce Inlet, Ormond Beach
Highlights from your plan
Ormond Beach ©
Ormond Beach
Marine Science Center ©
Marine Science Center

4
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Lightner Museum and St. Augustine Pirate & Treasure Museum will appeal to museum buffs. Relax by the water at Crescent Beach and St. Augustine Beach. Spend the 27th (Sun) exploring nature at Fort Matanzas National Monument. And it doesn't end there: take in the spiritual surroundings of Basilica Cathedral, take an in-depth tour of Oldest Store Museum Experience, don't miss a visit to St. George Street, and brush up on your knowledge of spirits at St. Augustine Distillery.

To see photos, ratings, maps, and other tourist information, refer to the St. Augustine trip planner.

Traveling by car from Daytona Beach to St. Augustine takes 1.5 hours. Alternatively, you can take a bus. In May, daytime highs in St. Augustine are 32°C, while nighttime lows are 22°C. Cap off your sightseeing on the 28th (Mon) early enough to go by car to Amelia Island.

Things to do in St. Augustine

Parks Historic Sites Nature

Side Trip

Crescent Beach Public Beach
Highlights from your plan
Lightner Museum ©
Lightner Museum
Fort Matanzas National Monument ©
Fort Matanzas National Monument
Cathedral Basilica of St. Augustine ©

1
night
Amelia Island

Amelia Island ©
The southernmost Sea Island off the coast of Florida, Amelia Island takes its name from Princess Amelia of England.
Start off your visit on the 29th (Tue): take an in-depth tour of Amelia Island Museum of History, then kick back and relax at Main Beach, and then contemplate the long history of Fort Clinch State Park.

For traveler tips, photos, more things to do, and more tourist information, you can read our Amelia Island trip planner.

Traveling by car from St. Augustine to Amelia Island takes 1.5 hours. Alternatively, you can do a combination of bus and taxi. In May in Amelia Island, expect temperatures between 33°C during the day and 23°C at night. Finish up your sightseeing early on the 29th (Tue) so you can travel back home.

Things to do in Amelia Island

Parks Outdoors Beaches
Highlights from your plan
Fort Clinch State Park ©
Fort Clinch State Park
Amelia Island Museum of History ©
Amelia Island Museum of History

Similar Plans

32 days in United States BY A USER FROM AUSTRALIA December, culture, historic sites, museums, shopping, popular sights PREFERENCES: December, culture, historic sites, museums, shopping ATTRACTION STYLE: Popular sights PACE: Medium 37 days in Jim Thorpe & Florida BY A USER FROM UNITED KINGDOM December, shopping, popular sights PREFERENCES: December, shopping ATTRACTION STYLE: Popular sights PACE: Medium 30 days in Florida BY A USER FROM UNITED STATES May, popular sights PREFERENCES: May ATTRACTION STYLE: Popular sights PACE: Medium 60 days in Florida BY A USER FROM SWITZERLAND December, outdoors, beaches, wildlife, slow & easy, popular & hidden gems PREFERENCES: December, outdoors, beaches, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 50 days in United States BY A USER FROM SWEDEN September, kids, hidden gems PREFERENCES: September, kids ATTRACTION STYLE: Hidden gems PACE: Medium 12 days in Florida BY A USER FROM CANADA March, kids, slow & easy, popular sights PREFERENCES: March, kids ATTRACTION STYLE: Popular sights PACE: Slow & easy 12 days in Florida BY A USER FROM CANADA December, teens, kids, popular sights PREFERENCES: December, teens, kids ATTRACTION STYLE: Popular sights PACE: Medium 5 days in Florida BY A USER FROM UNITED STATES February, teens, kids, popular sights PREFERENCES: February, teens, kids ATTRACTION STYLE: Popular sights PACE: Medium 7 days in Florida BY A USER FROM QATAR December, teens, kids, popular sights PREFERENCES: December, teens, kids ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Florida BY A USER FROM CANADA April, teens, kids, popular sights PREFERENCES: April, teens, kids ATTRACTION STYLE: Popular sights PACE: Medium 15 days in Florida BY A USER FROM UNITED KINGDOM July, teens, kids, popular sights PREFERENCES: July, teens, kids ATTRACTION STYLE: Popular sights PACE: Medium 11 days in Florida BY A USER FROM SWEDEN October, teens, kids, popular sights PREFERENCES: October, teens, kids ATTRACTION STYLE: Popular sights PACE: Medium
View more plans