36 days in Florida Itinerary

36 days in Florida Itinerary

Created using Inspirock Florida Trip Planner

Plan created by another user. Make it yours

Route & dates

1
St. Pete Beach
— 2 nights
2
Sanibel Island
— 4 nights
3
Fort Myers Beach
— 1 night
4
Marco Island
— 5 nights
5
Key West
— 5 nights
6
Marathon
— 4 nights
7
Big Pine Key
— 2 nights
8
Pensacola
— 2 nights
9
Panama City Beach
— 3 nights
10
St. Augustine
— 5 nights
11
DeLand
— 2 nights

2
nights
St. Pete Beach

St. Pete Beach ©
St. On the 20th (Wed), kick back and relax at Treasure Island Beach and then tour the pleasant surroundings at Saint Pete Beach. On your second day here, appreciate the extensive heritage of Marie Selby Botanical Gardens and then enjoy the sand and surf at Crescent Beach.

For maps, traveler tips, more things to do, and tourist information, read St. Pete Beach route planning site.

Tampa to St. Pete Beach is an approximately 1-hour car ride. You can also take a bus. December in St. Pete Beach sees daily highs of 74°F and lows of 63°F at night. Wrap up your sightseeing on the 22nd (Fri) early enough to drive to Sanibel Island.

Things to do in St. Pete Beach

Parks · Outdoors · Beaches

Side Trips

Crescent Beach, Treasure Island Beach, Marie Selby Botanical Gardens
Highlights from your plan
Crescent Beach ©
Crescent Beach
Saint Pete Beach ©
Saint Pete Beach
Marie Selby Botanical Gardens ©
Marie Selby Botanical Gardens

4
nights
Sanibel Island

Sanibel Island ©
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Step off the beaten path and head to Blind Pass Beach Park and Sanibel Island Farmer's Market. Do some cultural sightseeing at Sanibel Island Lighthouse and BIG Arts (Barrier Island Group for the Arts). The adventure continues: look for all kinds of wild species at Clinic for the Rehabilitation of Wildlife (CROW), kick back and relax at Bowman's Beach, walk around Gulfside Beach, and stroll through Tarpon Bay Beach.

To find photos, ratings, more things to do, and tourist information, refer to the Sanibel Island trip maker tool.

Getting from St. Pete Beach to Sanibel Island by car takes about 3 hours. Other options: do a combination of taxi and bus; or do a combination of bus and taxi. Traveling from St. Pete Beach in December, you will find days in Sanibel Island are a bit warmer (80°F), and nights are about the same (62°F). Cap off your sightseeing on the 26th (Tue) early enough to go by car to Fort Myers Beach.

Things to do in Sanibel Island

Outdoors · Parks · Beaches

Side Trip

Captiva Beach
Highlights from your plan
Blind Pass Beach Park ©
Blind Pass Beach Park
Gulfside Beach ©
Gulfside Beach
Captiva Beach ©
Captiva Beach

1
night
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 (Tue), tour the pleasant surroundings at Fort Myers Beach, stop by Sun Harvest Citrus, and then admire the natural beauty at Edison and Ford Winter Estates. Here are some ideas for day two: kick back and relax at Barefoot Beach Preserve and then look for all kinds of wild species at Lovers Key State Park.

For where to stay, more things to do, maps, and other tourist information, go to the Fort Myers Beach attractions planning website.

Getting from Sanibel Island to Fort Myers Beach by car takes about an hour. In December in Fort Myers Beach, expect temperatures between 80°F during the day and 62°F at night. Finish up your sightseeing early on the 27th (Wed) so you can go by car to Marco Island.

Things to do in Fort Myers Beach

Parks · Outdoors · Beaches

Side Trips

Fort Myers, Barefoot Beach Preserve
Highlights from your plan
Fort Myers Beach ©
Fort Myers Beach
Barefoot Beach Preserve ©
Barefoot Beach Preserve
Lovers Key State Park ©
Lovers Key State Park

5
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. Relax by the water at South Marco Beach and Lowdermilk Beach. Eschew the tourist crowds and head to Kayaking & Canoeing and Island Trends. You'll find plenty of places to visit near Marco Island: Naples (Corkscrew Swamp & Fifth Avenue South) and Nature & Wildlife Tours (in Everglades City). There's much more to do: stroll through Tigertail Beach, get some thrills out on the water with a waterskiing or jet-skiing adventure, take a tour by water with Boat Tours & Water Sports, and admire the natural beauty at Naples Botanical Garden.

To find where to stay, traveler tips, maps, and other tourist information, you can read our Marco Island travel route app.

Getting from Fort Myers Beach to Marco Island by car takes about 1.5 hours. Other options: do a combination of bus and taxi. In December, daytime highs in Marco Island are 80°F, while nighttime lows are 61°F. Wrap up your sightseeing on the 1st (Mon) early enough to ride a ferry to Key West.

Things to do in Marco Island

Outdoors · Parks · Tours

Side Trips

Naples, Everglades City
Highlights from your plan
South Marco Beach ©
South Marco Beach
Kayaking & Canoeing
Tigertail Beach ©
Tigertail 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.
Satisfy your inner culture vulture at Florida Keys Eco-Discovery Center and Key West Garden Club. Get outdoors at Stand-Up Paddleboarding and Dry Tortugas National Park. And it doesn't end there: see the vivid underwater world at Vandenberg Wreck, kick back and relax at Fort Zachary Taylor, examine the collection at Oldest House & Garden Museum, and enjoy the sea views from Key West Lighthouse and Keeper's Quarters Museum.

To find ratings, maps, and tourist information, read Key West trip itinerary planning app.

You can ride a ferry from Marco Island to Key West in 3.5 hours. Another option is to drive. Traveling from Marco Island in January, expect a bit warmer with lows of 66°F in Key West. Finish your sightseeing early on the 6th (Sat) so you can drive to Marathon.

Things to do in Key West

Parks · Historic Sites · Outdoors
Highlights from your plan
Stand-Up Paddleboarding
Vandenberg Wreck ©
Vandenberg Wreck

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.
Discover out-of-the-way places like Crane Point Museum & Nature Center and All Aboard Boat Rentals. Take a break from the city and head to Sunset Park Beach and Scuba & Snorkeling. You'll find plenty of places to visit near Marathon: Islamorada (Islamorada Brewery & Distillery, Robbie's of Islamorada, &more). Next up on the itinerary: identify plant and animal life at The Turtle Hospital, snap pictures at Seven Mile Bridge, and enjoy the sand and surf at Sombrero Beach.

To find maps, more things to do, and tourist information, use the Marathon online journey builder.

Traveling by car from Key West to Marathon takes 1.5 hours. Alternatively, you can take a bus. In January, plan for daily highs up to 77°F, and evening lows to 66°F. Finish your sightseeing early on the 10th (Wed) so you can drive to Big Pine Key.

Things to do in Marathon

Outdoors · Wildlife · Parks

Side Trips

Islamorada, Sunset Park Beach
Highlights from your plan
Sombrero Beach ©
Sombrero Beach
Sunset Park Beach ©
Sunset Park Beach
Crane Point Museum & Nature Center ©
Crane Point Museum & Nature Center

2
nights
Big Pine Key

Big Pine Key ©
Big Pine Key is a census-designated place and unincorporated community in Monroe County, Florida, United States, on an island of the same name in the Florida Keys. Start off your visit on the 11th (Thu): kick back and relax at Calusa Beach and then enjoy the sand and surf at Bahia Honda State Park.

For other places to visit, maps, photos, and more tourist information, you can read our Big Pine Key travel planner.

Big Pine Key is just a stone's throw from Marathon. In January, daily temperatures in Big Pine Key can reach 77°F, while at night they dip to 66°F. Wrap up your sightseeing by early afternoon on the 12th (Fri) to allow enough time to travel to Pensacola.

Things to do in Big Pine Key

Parks · Outdoors · Beaches
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
National Key Deer Refuge ©
National Key Deer Refuge

2
nights
Pensacola

Pensacola ©
Surrounded on three sides by water, Pensacola offers access to white-sand beaches and emerald-green ocean unspoiled by large resorts.
On the 13th (Sat), get engrossed in the history at Pensacola Lighthouse & Maritime Museum, then learn about all things military at National Naval Aviation Museum, and then pause for some photo ops at Veterans Memorial Park. Keep things going the next day: steep yourself in history at Fort Pickens Area and then stroll through Pensacola Beach.

For reviews, where to stay, maps, and tourist information, refer to the Pensacola journey planner.

You can fly from Big Pine Key to Pensacola in 7.5 hours. Other options are to drive; or take a bus. The time zone changes from Eastern Standard Time to Central Standard Time, which is usually a -1 hour difference. While traveling from Big Pine Key, expect a bit cooler days and colder nights in Pensacola, ranging from highs of 62°F to lows of 43°F. Finish your sightseeing early on the 14th (Sun) so you can drive to Panama City Beach.

Things to do in Pensacola

Museums · Historic Sites · Outdoors

Side Trip

Pensacola Beach
Highlights from your plan
National Naval Aviation Museum ©
National Naval Aviation Museum
Veterans Memorial Park ©
Veterans Memorial Park
Pensacola Lighthouse & Maritime Museum ©
Pensacola Lighthouse & Maritime 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.
Start off your visit on the 15th (Mon): kick back and relax at St. Andrews State Park, then stop by Kilwin's Chocolate and Ice Cream, and then tour the pleasant surroundings at Panama City Beach. On your second day here, immerse yourself in nature at Camp Helen State Park and then kick back and relax at Grayton Beach State Park.

To see traveler tips, other places to visit, more things to do, and tourist information, you can read our Panama City Beach trip itinerary planner.

Traveling by car from Pensacola to Panama City Beach takes 2.5 hours. The time zone difference moving from Central Standard Time to Eastern Standard Time is 1 hour. Expect a daytime high around 63°F in January, and nighttime lows around 42°F. Wrap up your sightseeing by early afternoon on the 17th (Wed) to allow time for the car ride to St. Augustine.

Things to do in Panama City Beach

Parks · Nature · Outdoors

Side Trips

Camp Helen State Park, Grayton Beach State Park
Highlights from your plan
Panama City Beach Winery ©
Panama City Beach Winery
Grayton Beach State Park ©
Grayton Beach State Park
St. Andrews State Park ©
St. Andrews State Park

5
nights
St. Augustine

St. Augustine ©
St. Explore hidden gems such as Vilano Beach and High Tide Gallery Art & Gifts. Satisfy your inner culture vulture at Fort Matanzas National Monument and Cathedral Basilica of St. Augustine. Next up on the itinerary: do a tasting at San Sebastian Winery, take an in-depth tour of St. Augustine Lighthouse & Maritime Museum, Inc., brush up on your knowledge of spirits at St. Augustine Distillery, and gain insight at Flagler College.

To find photos, other places to visit, traveler tips, and more tourist information, use the St. Augustine trip maker app.

Traveling by car from Panama City Beach to St. Augustine takes 5.5 hours. Alternatively, you can fly. Traveling from Panama City Beach in January, expect a bit warmer with lows of 49°F in St. Augustine. Finish your sightseeing early on the 22nd (Mon) to allow enough time to drive to DeLand.

Things to do in St. Augustine

Parks · Historic Sites · Nature
Highlights from your plan
Vilano Beach ©
Vilano Beach
High Tide Gallery Art & Gifts ©
High Tide Gallery Art & Gifts
Fort Matanzas National Monument ©
Fort Matanzas National Monument

2
nights
DeLand

DeLand ©
DeLand is a city in the U.S. Start off your visit on the 23rd (Tue): enjoy the sand and surf at Ormond Beach and then enjoy the sand and surf at Beach at Daytona Beach. Get ready for a full day of sightseeing on the 24th (Wed): identify plant and animal life at Merritt Island National Wildlife Refuge and then contemplate the long history of Stetson Mansion.

For where to stay, traveler tips, photos, and other tourist information, you can read our DeLand trip itinerary maker app.

Getting from St. Augustine to DeLand by car takes about 1.5 hours. Other options: do a combination of bus and train; or take a bus. Expect a daytime high around 68°F in January, and nighttime lows around 49°F. Finish up your sightseeing early on the 24th (Wed) so you can go by car back home.

Things to do in DeLand

Parks · Outdoors · Beaches

Side Trips

Ormond Beach, Beach at Daytona Beach, Merritt Island National Wildlife Refuge
Highlights from your plan
Beach at Daytona Beach ©
Beach at Daytona Beach
Ormond Beach ©
Ormond Beach
Stetson Mansion ©
Stetson Mansion

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