32 days in Florida Itinerary

32 days in Florida Itinerary

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Route & dates

32 days in Florida Itinerary

Start: Orlando
Drive:  2​h
1
St. Augustine
— 4 nights
Drive:  5​h 30​min
2
Panama City Beach
— 3 nights
Drive:  2​h 15​min
3
Pensacola Beach
— 2 nights
taxi + Fly:  6​h 30​min
4
Key West
— 5 nights
bus:  1​h 15​min
5
Marathon
— 4 nights
Drive:  45​min
6
Islamorada
— 2 nights
Drive:  45​min
7
Key Largo
— 4 nights
Drive:  2​h 45​min
8
Marco Island
— 3 nights
Drive:  1​h 45​min
9
Sanibel Island
— 3 nights
Drive:  3​h 45​min
End: Orlando

4
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Popular historic sites such as Fort Matanzas National Monument and Ponce de Leon Inlet Lighthouse & Museum are in your itinerary. You'll discover tucked-away gems like Ormond Beach and Angell & Phelps Chocolate Factory. Step out of St. Augustine with an excursion to Beach at Daytona Beach in Daytona Beach--about 1h 20 min away. And it doesn't end there: see the interesting displays at Lightner Museum, visit a coastal fixture at St. Augustine Lighthouse & Maritime Museum, Inc., enjoy the sand and surf at St. Augustine Beach, and identify plant and animal life at St. Augustine Alligator Farm Zoological Park.

For more things to do, reviews, traveler tips, and more tourist information, go to the St. Augustine online tour itinerary planner .

Orlando to St. Augustine is an approximately 2-hour car ride. You can also take a bus. In July, plan for daily highs up to 90°F, and evening lows to 75°F. Finish your sightseeing early on the 3rd (Sat) to allow enough time to drive to Panama City Beach.

Things to do in St. Augustine

Parks Historic Sites Outdoors

Side Trips

Daytona Beach, Ormond Beach, Ponce de Leon Inlet Lighthouse & Museum
Find places to stay Jul 30 — Aug 3:
Highlights from your plan
Ormond Beach ©
Ormond Beach
Fort Matanzas National Monument ©
Fort Matanzas National Monument
Lightner Museum ©
Lightner Museum

3
nights
Panama City Beach

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.
Visit Henderson Beach State Park and St. Andrews State Park for some beach relaxation. Step off the beaten path and head to Swim with Dolphins and Garnier Post Office. The adventure continues: do a tasting at Panama City Beach Winery, enjoy the sand and surf at Panama City Beach, and see majestic marine mammals with a dolphin and whale watching tour.

To see photos, more things to do, maps, and tourist information, you can read our Panama City Beach trip planner .

You can drive from St. Augustine to Panama City Beach in 5.5 hours. Other options are to do a combination of bus and flight; or do a combination of bus, flight, and taxi. In August, plan for daily highs up to 91°F, and evening lows to 74°F. Cap off your sightseeing on the 6th (Tue) early enough to go by car to Pensacola Beach.

Things to do in Panama City Beach

Outdoors Parks Beaches

Side Trips

Henderson Beach State Park, Garnier Post Office
Find places to stay Aug 3 — 6:
Highlights from your plan
Henderson Beach State Park ©
Henderson Beach State Park
Swim with Dolphins
St. Andrews State Park ©
St. Andrews State Park

2
nights
Pensacola Beach

Pensacola Beach ©
Pensacola Beach is an unincorporated community located on Santa Rosa Island, a barrier island, in Escambia County, Florida, United States. Kick off your visit on the 7th (Wed): kick back and relax at Gulf Islands National Seashore and then enjoy the sand and surf at Pensacola Beach. Keep things going the next day: enjoy the sand and surf at Navarre Beach and then brush up on your knowledge of spirits at Rollins Distillery.

To see traveler tips, reviews, more things to do, and other tourist information, refer to the Pensacola Beach road trip site .

You can drive from Panama City Beach to Pensacola Beach in 2.5 hours. The time zone difference when traveling from Panama City Beach to Pensacola Beach is minus 1 hour. In August, plan for daily highs up to 90°F, and evening lows to 75°F. Cap off your sightseeing on the 8th (Thu) early enough to travel to Key West.

Things to do in Pensacola Beach

Outdoors Parks Beaches

Side Trips

Rollins Distillery, Navarre Beach
Find places to stay Aug 6 — 8:
Highlights from your plan
Gulf Islands National Seashore ©
Gulf Islands National Seashore
Navarre Beach ©
Navarre Beach
Pensacola Beach ©
Pensacola Beach

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.
Step off the beaten path and head to Stand-Up Paddleboarding and U.S. Coast Guard Cutter Ingham Maritime Museum. Escape the urban bustle at Key West Butterfly & Nature Conservatory and Dry Tortugas National Park. And it doesn't end there: get up close to creatures of the deep with a dolphin and whale watching tour, see some colorful creatures with a scuba or snorkeling tour, examine the collection at Mel Fisher Maritime Heritage Museum, and see what you can catch with a fishing tour.

To see photos, where to stay, traveler tips, and other tourist information, refer to the Key West road trip planner.

You can do a combination of taxi and flight from Pensacola Beach to Key West in 6.5 hours. Alternatively, you can do a combination of car and flight; or drive. The time zone changes from Central Standard Time (CST) to Eastern Standard Time (EST), which is usually a 1 hour difference. Traveling from Pensacola Beach in August, you can expect nighttime temperatures to be somewhat warmer in Key West, with lows of 81°F. Cap off your sightseeing on the 14th (Wed) early enough to catcht the bus to Marathon.

Things to do in Key West

Outdoors Tours Wildlife
Find places to stay Aug 8 — 14:
Highlights from your plan
Stand-Up Paddleboarding

4
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.
Your itinerary includes some good beach time at Bahia Honda State Park and Sombrero Beach. Step off the beaten path and head to Sombrero Reef and Dolphin Research Center. Take a break from Marathon with a short trip to National Key Deer Refuge in Big Pine Key, about 34 minutes away. And it doesn't end there: get answers to all your questions at Pigeon Key Foundation, look for all kinds of wild species at Crane Point Museum & Nature Center, snap pictures at Seven Mile Bridge, and get a new perspective on things with Boat Tours & Water Sports.

To see other places to visit, ratings, where to stay, and tourist information, refer to the Marathon day trip site .

Traveling by bus from Key West to Marathon takes 1.5 hours. Alternatively, you can drive. In August, daytime highs in Marathon are 92°F, while nighttime lows are 80°F. Finish up your sightseeing early on the 18th (Sun) so you can go by car to Islamorada.

Things to do in Marathon

Parks Wildlife Outdoors

Side Trip

Big Pine Key
Find places to stay Aug 14 — 18:
Highlights from your plan
Dolphin Research Center ©
Dolphin Research Center
Crane Point Museum & Nature Center ©
Crane Point Museum & Nature Center
Bahia Honda State Park ©
Bahia Honda State Park

2
nights
Islamorada

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Kick off your visit on the 19th (Mon): look for all kinds of wild species at Alligator Reef Light House, then get interesting insight from Tours, and then indulge your thirst for a good beer at Islamorada Beer Company. On the 20th (Tue), you'll have a packed day of sightseeing: kick back and relax at Anne's Beach, then get a new perspective on things with Boat Tours & Water Sports, and then see some colorful creatures with a scuba or snorkeling tour.

For more things to do, where to stay, ratings, and other tourist information, go to the Islamorada trip itinerary planning tool .

You can drive from Marathon to Islamorada in an hour. Alternatively, you can take a bus. In August, daily temperatures in Islamorada can reach 92°F, while at night they dip to 80°F. Wrap up your sightseeing on the 20th (Tue) early enough to drive to Key Largo.

Things to do in Islamorada

Outdoors Wildlife Tours
Find places to stay Aug 18 — 20:
Highlights from your plan
Parasailing & Paragliding
Scuba & Snorkeling
Fishing Charters & Tours

4
nights
Key Largo

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.
Visit Saint Justin Martyr Catholic Church and Key Largo Baptist Church for their historical value. Visiting Spiegel Grove and Florida Keys Wild Bird Rehabilitation Center will get you outdoors. You'll find plenty of places to visit near Key Largo: Anhinga Trail (in Everglades National Park) and Everglades Alligator Farm (in Homestead). There's much more to do: fly like a bird with a parasailing or paragliding tour, get answers to all your questions at Key Largo Chamber of Commerce and Florida Keys Visitor Center, look for all kinds of wild species at Grecian Rocks, and admire the majestic nature at John Pennekamp Coral Reef State Park.

For where to stay, ratings, more things to do, and tourist information, use the Key Largo driving holiday planning website .

You can drive from Islamorada to Key Largo in an hour. Another option is to do a combination of bus and taxi. Expect a daytime high around 90°F in August, and nighttime lows around 77°F. Cap off your sightseeing on the 24th (Sat) early enough to go by car to Marco Island.

Things to do in Key Largo

Parks Wildlife Outdoors

Side Trips

Anhinga Trail, Everglades Alligator Farm
Find places to stay Aug 20 — 24:
Highlights from your plan
Anhinga Trail ©
Anhinga Trail
Spiegel Grove ©
Spiegel Grove

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. Eschew the tourist crowds and head to Stand-Up Paddleboarding and Fishing Charters & Tours. Get in touch with nature at Parasailing & Paragliding and Speed Boats Tours. The adventure continues: get some thrills out on the water with a waterskiing or jet-skiing adventure and get up close to creatures of the deep with a dolphin and whale watching tour.

To find maps, photos, ratings, and tourist information, go to the Marco Island attractions planner .

Traveling by car from Key Largo to Marco Island takes 3 hours. Alternatively, you can take a bus; or do a combination of bus and ferry. August in Marco Island sees daily highs of 92°F and lows of 76°F at night. Finish up your sightseeing early on the 27th (Tue) so you can go by car to Sanibel Island.

Things to do in Marco Island

Outdoors Tours Wildlife

Side Trip

Speed Boats Tours
Find places to stay Aug 24 — 27:
Highlights from your plan
Stand-Up Paddleboarding
Fishing Charters & Tours
Parasailing & Paragliding

3
nights
Sanibel Island

Sanibel Island ©
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Your cultural itinerary includes sights like The Bailey-Matthews National Shell Museum and St. Isabel Catholic Church. Your itinerary includes some good beach time at Captiva Beach and Bowman's Beach. Step out of Sanibel Island to go to Fort Myers and see Edison & Ford Winter Estates, which is approximately 42 minutes away. There's much more to do: look for all kinds of wild species at J.N. "Ding" Darling National Wildlife Refuge, view the masterpieces at Tower Gallery, and stroll around Pond Apple Park.

To see maps, more things to do, ratings, and tourist information, read our Sanibel Island trip itinerary planner .

Traveling by car from Marco Island to Sanibel Island takes 2 hours. In August, plan for daily highs up to 92°F, and evening lows to 75°F. Finish your sightseeing early on the 30th (Fri) to allow enough time to drive back home.

Things to do in Sanibel Island

Parks Outdoors Beaches

Side Trips

Captiva Beach, Edison and Ford Winter Estates
Find places to stay Aug 27 — 30:
Highlights from your plan
Captiva Beach ©
Captiva Beach

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