36 days in Florida Itinerary

36 days in Florida Itinerary

Created using Inspirock United States journey maker

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

Route & dates

36 days in Florida Itinerary

Start: Tallahassee
Tallahassee
— Few hours
Drive:  3​h 30​min
St. Augustine
— 5 nights
Drive:  2​h
Orlando
— 7 nights
Drive:  1​h 30​min
Tampa
— 4 nights
Drive:  1​h 15​min
Sarasota
— 2 nights
Drive:  2​h
Naples
— 4 nights
taxi + ferry:  2​h 45​min
Key West
— 8 nights
Fly + tram:  2​h 30​min
Miami
— 5 nights
tram + Fly:  3​h
End: Tallahassee

few
hours
Tallahassee

Tallahassee ©
Tallahassee is the capital of the U.S. Kick off your visit on the 9th (Fri): steep yourself in history at Mission San Luís de Apalachee and then learn more about the world around you at Tallahassee Museum.

To see ratings, traveler tips, photos, and tourist information, use the Tallahassee tour app .

Use the Route module to find travel options from your starting location to Tallahassee. February in Tallahassee sees daily highs of 67°F and lows of 42°F at night. Finish up your sightseeing early on the 9th (Fri) so you can go by car to St. Augustine.

Things to do in Tallahassee

#Museums, #Historic Sites
Accommodations
Get expert advice on where to stay in Tallahassee.
Find places to stay »
Highlights from your plan
Tallahassee Museum ©
Tallahassee Museum
Mission San Luis de Apalachee ©
Mission San Luis de Apalachee

5
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Your cultural itinerary includes sights like Castillo de San Marcos and St. Augustine Lighthouse & Maritime Museum. Get out of town with these interesting St. Augustine side-trips: Daytona Beach (Ocean Walk Shoppes & Beach at Daytona Beach). Spend the 13th (Tue) exploring nature at Fort Matanzas National Monument. The adventure continues: admire all the interesting features of Flagler College, stroll through St. Augustine Beach, shop like a local with High Tide Gallery, and see the interesting displays at First Colony.

For reviews, photos, ratings, and other tourist information, refer to the St. Augustine online route planner .

You can drive from Tallahassee to St. Augustine in 3.5 hours. Alternatively, you can take a bus; or do a combination of flight, shuttle, and bus. Expect a bit warmer evenings in St. Augustine when traveling from Tallahassee in February, with lows around 50°F. Finish your sightseeing early on the 14th (Wed) to allow enough time to drive to Orlando.

Things to do in St. Augustine

#Parks, #Historic Sites, #Beaches

Side Trip

Daytona Beach
Accommodations
Get expert advice on where to stay in St. Augustine.
Find places to stay »
Highlights from your plan
St. Augustine Beach ©
St. Augustine Beach
Castillo de San Marcos ©
Castillo de San Marcos

7
nights
Orlando

Orlando ©
For most people, any mention of Orlando immediately conjures up images of sprawling theme parks filled with characters plucked right out of popular animated movies.
Satisfy your inner culture vulture at Stetson Mansion and NASA Kennedy Space Center Visitor Complex. Give yourself a bit of retail therapy at Disney Springs and BOXELDER. Go for a jaunt from Orlando to Ponce Inlet to see Ponce de Leon Inlet Lighthouse & Museum about 1h 20 min away. Pack the 19th (Mon) with family-friendly diversions at Walt Disney World Resort. Pack the 21st (Wed) with family-friendly diversions at Universal Orlando Resort. And it doesn't end there: find something for the whole family at Universal's Islands of Adventure, take in a show at Happily Ever After Fireworks, buy something for everyone on your list at The Mall at Millenia, and admire the masterpieces at The Charles Hosmer Morse Museum of American Art.

To see where to stay, reviews, and more tourist information, use the Orlando tour planner.

Drive from St. Augustine to Orlando in 2 hours. Alternatively, you can take a bus. Traveling from St. Augustine in February, expect nights in Orlando to be about the same, around 55°F, while days are a bit warmer, around 74°F. Wrap up your sightseeing on the 21st (Wed) early enough to drive to Tampa.

Things to do in Orlando

#Theme Parks, #Museums, #Shopping

Side Trips

NASA Kennedy Space Center Visitor Complex, Stetson Mansion, Ponce de Leon Inlet Lighthouse & Museum, Charles Hosmer Morse Museum of American Art
Accommodations
Get expert advice on where to stay in Orlando.
Find places to stay »
Highlights from your plan
Stetson Mansion ©
Stetson Mansion

4
nights
Tampa

Tampa ©
Tampa ranks among the country's most livable cities, attracting newcomers with its growing economy and status as a major port on the Gulf of Mexico.
Philippe Park and The Dalí Museum are good opportunities to explore the local culture. Explore the numerous day-trip ideas around Tampa: Saint Pete Beach (in St. Pete Beach), Clearwater (Ward's Seafood Market & Take-Out & Clearwater Beach) and Madeira Beach (Parasailing & Paragliding & John's Pass Village and Boardwalk).

Ask Inspirock to suggest an itinerary and make planning a trip to Tampa fast, fun, and easy.

Drive from Orlando to Tampa in 1.5 hours. Alternatively, you can take a train; or take a bus. In February in Tampa, expect temperatures between 72°F during the day and 54°F at night. Finish up your sightseeing early on the 25th (Sun) so you can go by car to Sarasota.

Things to do in Tampa

#Parks, #Outdoors, #Beaches

Side Trips

Clearwater, Madeira Beach, Saint Pete Beach, Philippe Park, The Dali Museum
Accommodations
Get expert advice on where to stay in Tampa.
Find places to stay »
Highlights from your plan
Philippe Park ©
Philippe Park
The Dali Museum ©
The Dali Museum
Clearwater Beach ©
Clearwater Beach

2
nights
Sarasota

Sarasota ©
Sarasota is a city in Sarasota County on the southwestern coast of the U.S. Deepen your sense of the past at sights like Marie Selby Botanical Gardens and Ca' d'Zan. Next up on the itinerary: enjoy the sand and surf at Siesta Beach, look for gifts at Le Macaron, take a memorable drive along Myakka River State Park, and don't miss a visit to St. Armands Circle Association.

For maps, where to stay, photos, and tourist information, you can read our Sarasota trip planner .

Getting from Tampa to Sarasota by car takes about 1.5 hours. Other options: take a bus. In February, daily temperatures in Sarasota can reach 74°F, while at night they dip to 55°F. Finish your sightseeing early on the 27th (Tue) so you can drive to Naples.

Things to do in Sarasota

#Parks, #Outdoors, #Historic Sites

Side Trip

Siesta Beach
Accommodations
Get expert advice on where to stay in Sarasota.
Find places to stay »
Highlights from your plan
The Ringling ©
The Ringling
Siesta Beach ©
Siesta Beach
Marie Selby Botanical Gardens ©
Marie Selby Botanical Gardens

4
nights
Naples

Naples ©
Naples is a city in Collier County, Florida, United States. Satisfy your inner culture vulture at The Revs Institute and Edison and Ford Winter Estates. Shop till you drop at Miromar Outlets and Waterside Shops. Get out of town with these interesting Naples side-trips: Fort Myers Beach (in Fort Myers Beach), Waterskiing & Jetskiing (in Marco Island) and Barefoot Beach Preserve (in Bonita Springs).

For other places to visit, reviews, and more tourist information, read our Naples tour itinerary planning site .

You can drive from Sarasota to Naples in 2 hours. Another option is to take a bus. In February, daily temperatures in Naples can reach 77°F, while at night they dip to 59°F. Cap off your sightseeing on the 3rd (Sat) early enough to travel to Key West.

Things to do in Naples

#Outdoors, #Parks, #Beaches

Side Trips

Barefoot Beach Preserve, Edison & Ford Winter Estates, Waterskiing & Jetskiing, Fort Myers Beach, Miromar Outlets
Accommodations
Get expert advice on where to stay in Naples.
Find places to stay »
Highlights from your plan
The Revs Institute ©
The Revs Institute
Edison & Ford Winter Estates ©
Edison & Ford Winter Estates
Fort Myers Beach ©
Fort Myers Beach

8
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.
Give yourself a bit of retail therapy at Peppers Of Key West and De La Gallery. Deepen your sense of the past at sights like Truman Little White House and Fort Zachary Taylor. Spend the 7th (Wed) airborne with a parasailing or paragliding tour. There's still lots to do: examine the collection at The Ernest Hemingway Home and Museum, explore the different monuments and memorials at Key West Cemetery, take in the waterfront at Mallory Square, and get interesting insight from Tours.

To see reviews, more things to do, and other tourist information, refer to the Key West vacation planner.

You can do a combination of taxi and flight from Naples to Key West in 3 hours. Other options are to do a combination of taxi and ferry; or drive. Traveling from Naples in March, Key West is somewhat warmer at night with lows of 70°F. Cap off your sightseeing on the 11th (Sun) early enough to travel to Miami.

Things to do in Key West

#Outdoors, #Adventure, #Tours
Accommodations
Get expert advice on where to stay in Key West.
Find places to stay »
Highlights from your plan
The Ernest Hemingway Home and Museum ©
Truman Little White House ©
Truman Little White House

5
nights
Miami

Miami ©
Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Your inner history buff will appreciate Lincoln Road and The Barnacle Historic State Park. Head to Aventura Mall and Dolphin Mallfor some retail therapy. Go for a jaunt from Miami to Everglades National Park to see Shark Valley about 1h 05 min away. There's still lots to do: appreciate the extensive heritage of Art Deco Historic District, tour the pleasant surroundings at South Beach, admire the landmark architecture of Art Deco Tours, and examine the collection at Vizcaya Museum & Gardens.

To see other places to visit, more things to do, traveler tips, and other tourist information, refer to the Miami day trip website .

You can do a combination of flight and tram from Key West to Miami in 2.5 hours. Other options are to drive; or take a shuttle. March in Miami sees daily highs of 81°F and lows of 66°F at night. Wrap up your sightseeing on the 16th (Fri) early enough to travel back home.

Things to do in Miami

#Shopping, #Museums, #Neighborhoods

Side Trips

Miami Beach, Village of Merrick Park, Aventura Mall, Shark Valley
Accommodations
Get expert advice on where to stay in Miami.
Find places to stay »
Highlights from your plan
Lincoln Road ©
Lincoln Road
Art Deco Historic District ©
Art Deco Historic District
Aventura Mall ©
Aventura Mall

Similar Plans

60 days in Florida BY A USER FROM UNITED STATES June, teens, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular PREFERENCES: June, teens, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular PACE: Medium 3 days in Florida BY A USER FROM UNITED STATES December, teens, outdoors, relaxing, beaches, museums, wildlife, popular & hidden gems PREFERENCES: December, teens, outdoors, relaxing, beaches, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 12 days in Florida BY A USER FROM URUGUAY February, teens, kids, outdoors, relaxing, beaches, shopping, wildlife, popular PREFERENCES: February, teens, kids, outdoors, relaxing, beaches, shopping, wildlife ATTRACTION STYLE: Popular PACE: Medium 9 days in Florida BY A USER FROM UNITED STATES December, outdoors, relaxing, beaches, wildlife, popular & hidden gems PREFERENCES: December, outdoors, relaxing, beaches, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 7 days in Florida BY A USER FROM UNITED STATES December, teens, outdoors, relaxing, beaches, wildlife, popular PREFERENCES: December, teens, outdoors, relaxing, beaches, wildlife ATTRACTION STYLE: Popular PACE: Medium 14 days in Florida BY A USER FROM UNITED STATES December, teens, outdoors, relaxing, beaches, museums, wildlife, popular PREFERENCES: December, teens, outdoors, relaxing, beaches, museums, wildlife ATTRACTION STYLE: Popular PACE: Medium 15 days in Florida BY A USER FROM UNITED ARAB EMIRATES March, kids, outdoors, relaxing, beaches, popular & hidden gems PREFERENCES: March, kids, outdoors, relaxing, beaches ATTRACTION STYLE: Popular & hidden gems PACE: Medium 10 days in Florida BY A USER FROM UNITED STATES March, kids, culture, outdoors, relaxing, beaches, historic sites, museums, wildlife, popular & hidden gems PREFERENCES: March, kids, culture, outdoors, relaxing, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 6 days in Florida BY A USER FROM UNITED STATES December, outdoors, relaxing, beaches, historic sites, wildlife, popular & hidden gems PREFERENCES: December, outdoors, relaxing, beaches, historic sites, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 11 days in Florida BY A USER FROM URUGUAY February, teens, outdoors, relaxing, beaches, shopping, wildlife, popular PREFERENCES: February, teens, outdoors, relaxing, beaches, shopping, wildlife ATTRACTION STYLE: Popular PACE: Medium 37 days in United States BY A USER FROM UNITED STATES December, popular PREFERENCES: December ATTRACTION STYLE: Popular PACE: Medium 1 day in Florida BY A USER FROM UNITED STATES January, outdoors, relaxing, beaches, wildlife, popular & hidden gems PREFERENCES: January, outdoors, relaxing, beaches, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium
View more plans
Request travel agent in United States
TRAVEL AGENT