31 days in Florida Itinerary

31 days in Florida Itinerary

Created using Inspirock Florida tour itinerary planner

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Route & dates

31 days in Florida Itinerary

Start: Philadelphia
Fly + taxi:  5​h 30​min
1
Destin
— 2 nights
Drive:  1​h 15​min
2
Panama City Beach
— 3 nights
Drive:  5​h 30​min
3
St. Augustine
— 2 nights
Drive:  6​h 15​min
4
Florida City
— 1 day
Drive:  3​h 15​min
5
Islamorada
— 4 nights
Drive:  45​min
6
Marathon
— 3 nights
bus:  1​h 15​min
7
Key West
— 5 nights
ferry:  3​h 30​min
8
Marco Island
— 3 nights
Drive:  1​h 15​min
9
Fort Myers Beach
— 2 nights
Drive:  30​min
10
Sanibel Island
— 4 nights
Fly:  5​h
End: Philadelphia

2
nights
Destin

Destin ©
With emerald water and white beaches, Destin is one of America's favorite vacation destinations.
Your itinerary includes some good beach time at Okaloosa Island and Henderson Beach State Park. Take a break from the city and head to Navarre Beach and Parasailing & Paragliding. There's much more to do: buy something for everyone on your list at Destin Commons, see majestic marine mammals with a dolphin and whale watching tour, and stop by Sexton's Seafood Market.

To find more things to do, reviews, maps, and other tourist information, refer to the Destin trip planner .

Philadelphia to Destin is an approximately 5.5-hour combination of train, flight, and taxi. You can also do a combination of flight and taxi; or drive. Due to the time zone difference, you'll gain 1 hour traveling from Philadelphia to Destin. Traveling from Philadelphia in July, you can expect nighttime temperatures to be a bit warmer in Destin, with lows of 78°F. Wrap up your sightseeing on the 3rd (Wed) to allow time to drive to Panama City Beach.

Things to do in Destin

Parks Outdoors Beaches

Side Trips

Okaloosa Island, Navarre Beach
Highlights from your plan
Henderson Beach State Park ©
Henderson Beach State Park
Navarre Beach ©
Navarre Beach
Destin Commons ©
Destin Commons

3
nights
Panama City Beach

Boasting 43 km (27 mi) of white sandy beaches and plenty of sunshine, Panama City Beach is an ideal choice for a relaxing holiday.
Give yourself a bit of retail therapy at Pier Park and Panama City CENTER for the ARTS. You'll explore the less-touristy side of things at Swim with Dolphins and Fishing Charters & Tours. There's lots more to do: admire the majestic nature at St. Andrews State Park, enjoy the sand and surf at Panama City Beach, step off the mainland to explore Shell Island, and see majestic marine mammals with a dolphin and whale watching tour.

To find maps, other places to visit, traveler tips, and tourist information, use the Panama City Beach trip planner .

You can drive from Destin to Panama City Beach in 1.5 hours. Another option is to do a combination of taxi and bus. The time zone changes from Central Standard Time to Eastern Standard Time, which is usually a 1 hour difference. In July, plan for daily highs up to 90°F, and evening lows to 74°F. Finish your sightseeing early on the 6th (Sat) to allow enough time to drive to St. Augustine.

Things to do in Panama City Beach

Outdoors Tours Parks

Side Trip

Panama City CENTER for the ARTS
Highlights from your plan
Fishing Charters & Tours
St. Andrews State Park ©
St. Andrews State Park
Swim with Dolphins

2
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Discover out-of-the-way places like Ormond Beach and Angell & Phelps Chocolate Factory. Escape the urban bustle at Crescent Beach Public Beach and St. Augustine Alligator Farm Zoological Park. Step out of St. Augustine with an excursion to Beach at Daytona Beach in Daytona Beach--about 1h 20 min away. It doesn't end there: tour the pleasant surroundings at St. Augustine Beach and look for gifts at The Starving Artist.

To see where to stay, more things to do, and more tourist information, refer to the St. Augustine day trip tool .

Getting from Panama City Beach to St. Augustine by car takes about 5.5 hours. Other options: do a combination of taxi and bus; or do a combination of taxi, flight, and bus. July in St. Augustine sees daily highs of 90°F and lows of 75°F at night. Cap off your sightseeing on the 9th (Tue) early enough to travel to Florida City.

Things to do in St. Augustine

Parks Outdoors Beaches

Side Trips

Daytona Beach, Ormond Beach, Crescent Beach Public Beach
Highlights from your plan
Beach at Daytona Beach ©
Beach at Daytona Beach
Angell & Phelps Chocolate Factory ©
Ormond Beach ©
Ormond Beach

1
day
Florida City

Florida City ©
Florida City is a city in Miami-Dade County, Florida, United States and is the southernmost municipality in the South Florida metropolitan area. On the 10th (Wed), explore the striking landscape of Everglades National Park.

For more things to do, other places to visit, and other tourist information, use the Florida City trip itinerary builder app .

Traveling by car from St. Augustine to Florida City takes 5.5 hours. Alternatively, you can fly. In July, daytime highs in Florida City are 89°F, while nighttime lows are 76°F. Finish your sightseeing early on the 10th (Wed) to allow enough time to travel to Islamorada.

Things to do in Florida City

Parks Nature
Highlights from your plan
Everglades National Park ©
Everglades National Park

4
nights
Islamorada

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
You'll discover tucked-away gems like Parasailing & Paragliding and AquaBlue Adventures. Get outdoors at Florida Keys Wild Bird Rehabilitation Center and Alligator Reef Light House. And it doesn't end there: enjoy the sand and surf at Anne's Beach, stop by Petals With Pizzazz, take a memorable tour with Bayside Boat Rentals, and get some thrills out on the water with a waterskiing or jet-skiing adventure.

Plan my trip to Islamorada with suggested itineraries provided by Inspirock.

Traveling by car from Florida City to Islamorada takes an hour. In July in Islamorada, expect temperatures between 92°F during the day and 81°F at night. Finish up your sightseeing early on the 14th (Sun) so you can go by car to Marathon.

Things to do in Islamorada

Outdoors Tours Transportation

Side Trip

Key Largo
Highlights from your plan
Waterskiing & Jetskiing
Parasailing & Paragliding
Alligator Reef Light House ©
Alligator Reef Light House

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.
You'll get in some beach time at Bahia Honda State Park and Sunset Park Beach. You'll explore the less-touristy side of things at Dolphin Research Center and Scuba & Snorkeling. The adventure continues: tour the pleasant surroundings at Sombrero Beach, look for all kinds of wild species at The Turtle Hospital, stop by Bayshore Clothing, and see what you can catch with a fishing tour.

To find reviews, where to stay, other places to visit, and more tourist information, read our Marathon trip planner.

You can drive from Islamorada to Marathon in an hour. Another option is to take a bus. In July, plan for daily highs up to 92°F, and evening lows to 81°F. Cap off your sightseeing on the 17th (Wed) early enough to go by car to Key West.

Things to do in Marathon

Outdoors Parks Wildlife

Side Trips

Sunset Park Beach, Bahia Honda State Park
Highlights from your plan
Sunset Park Beach ©
Sunset Park Beach
Dolphin Research Center ©
Dolphin Research Center
Bayshore Clothing ©
Bayshore Clothing

5
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.
Visiting Stand-Up Paddleboarding and Waterskiing & Jetskiing will get you outdoors. Head to Peppers of Key West and De La Galleryfor some retail therapy. Spend the 18th (Thu) exploring nature at Dry Tortugas National Park. And it doesn't end there: look for gifts at Uva Wine Shop & Bar, browse the different shops at Emerald's International, discover the deep blue sea with a scuba or snorkeling tour, and see majestic marine mammals with a dolphin and whale watching tour.

For more things to do, other places to visit, and other tourist information, read our Key West online trip itinerary maker .

You can drive from Marathon to Key West in 1.5 hours. Another option is to take a bus. In July in Key West, expect temperatures between 89°F during the day and 81°F at night. Wrap up your sightseeing on the 22nd (Mon) to allow time to ride a ferry to Marco Island.

Things to do in Key West

Tours Outdoors Wildlife
Highlights from your plan
Stand-Up Paddleboarding
Peppers of Key West ©
Peppers of Key West
Kino Sandals Inc ©
Kino Sandals Inc

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. Head to Fifth Avenue South and Island Trendsfor some retail therapy. We've included these beaches for you: Lowdermilk Beach and Tigertail Beach. Explore the numerous day-trip ideas around Marco Island: Speed Boats Tours (in Everglades City) and Naples Zoo at Caribbean Gardens (in Naples). The adventure continues: take a tour by water with Boat Tours & Water Sports and zoom along the surf with a waterskiing or jet-skiing adventure.

To see traveler tips, where to stay, more things to do, and other tourist information, read our Marco Island trip itinerary planner.

You can ride a ferry from Key West to Marco Island in 3.5 hours. Alternatively, you can drive. Traveling from Key West in July, you can expect nighttime temperatures to be slightly colder in Marco Island, with lows of 75°F. Finish up your sightseeing early on the 25th (Thu) so you can go by car to Fort Myers Beach.

Things to do in Marco Island

Outdoors Parks Tours

Side Trips

Naples, Speed Boats Tours
Highlights from your plan
Waterskiing & Jetskiing
Parasailing & Paragliding
Tigertail Beach ©
Tigertail Beach

2
nights
Fort Myers Beach

Fort Myers Beach ©
Fort Myers Beach is a town located on Estero Island in Lee County, Florida, United States. On the 26th (Fri), kick back and relax at Barefoot Beach Preserve, tour the pleasant surroundings at Fort Myers Beach, and then look for gifts at The Goodz. On the 27th (Sat), you'll have a packed day of sightseeing: stop by Santini Marina Shopping Plaza, get interesting insight from Tours, and then take a tour by water with Boat Tours & Water Sports.

To see reviews, more things to do, where to stay, and tourist information, read Fort Myers Beach tour itinerary planner .

Getting from Marco Island to Fort Myers Beach by car takes about 1.5 hours. Other options: do a combination of bus and taxi; or take a bus. Expect a daytime high around 91°F in July, and nighttime lows around 75°F. Wrap up your sightseeing on the 27th (Sat) to allow time to drive to Sanibel Island.

Things to do in Fort Myers Beach

Outdoors Wildlife Tours

Side Trip

Barefoot Beach Preserve
Highlights from your plan
Fort Myers Beach ©
Fort Myers Beach
Barefoot Beach Preserve ©
Barefoot Beach Preserve
The Goodz ©
The Goodz

4
nights
Sanibel Island

Sanibel Island ©
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Shop till you drop at Bailey's General Store and Three Crafty Ladies. Your itinerary includes some good beach time at Captiva Beach and Blind Pass Beach Park. There's lots more to do: take a memorable drive along Sanibel Causeway, look for gifts at Finnimore's Cycle Shop, buy something for everyone on your list at Periwinkle Place, and examine the collection at The Bailey-Matthews National Shell Museum.

To see more things to do, traveler tips, other places to visit, and more tourist information, go to the Sanibel Island trip itinerary planner.

Sanibel Island is very close to Fort Myers Beach. In July, daytime highs in Sanibel Island are 91°F, while nighttime lows are 75°F. Wrap up your sightseeing by early afternoon on the 31st (Wed) to allow enough time to travel back home.

Things to do in Sanibel Island

Outdoors Shopping Parks

Side Trip

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

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