11 days in Florida Itinerary

11 days in Florida Itinerary

Created using Inspirock Florida Trip Planner

Make it your trip
Fly
1
Naples
— 2 nights
Drive
2
Tampa
— 2 nights
Drive
3
St. Augustine
— 2 nights
Drive
4
Orlando
— 3 nights
Fly

S M T W T F S
30
1
2
3
4
5
6
7
8
9
10
11
12
13

Naples

— 2 nights
Start off your visit on the 3rd (Wed): take a stroll through Fifth Avenue South. Get ready for a full day of sightseeing on the 4th (Thu): kick back and relax at Fort Myers Beach and then enjoy the sand and surf at Barefoot Beach Preserve.

For other places to visit, photos, maps, and other tourist information, you can read our Naples trip planner.

San Juan, Puerto Rico to Naples is an approximately 6-hour flight. You can also do a combination of flight and bus. The time zone difference when traveling from San Juan to Naples is minus 1 hour. Traveling from San Juan in May, plan for slightly colder nights in Naples, with lows around 24°C. Finish up your sightseeing early on the 5th (Fri) so you can go by car to Tampa.

Things to do in Naples

Parks · Beaches · Outdoors · Nature

Side Trips

Tampa

— 2 nights

Big Guava

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.
Your list of things to see and do now includes Clearwater Beach, Beach Walk, Pier 60, and other attractions. On the 6th (Sat), admire all the interesting features of Beach Walk and then zoom along the surf with Clearwater Beach Jet Ski Rentals and Guided Tours. Get ready for a full day of sightseeing on the next day: kick back and relax at Clearwater Beach and then take a leisurely stroll along Pier 60.

To see reviews, more things to do, photos, and other tourist information, refer to the Tampa trip itinerary planner.

You can drive from Naples to Tampa in 2.5 hours. Alternatively, you can take a bus. May in Tampa sees daily highs of 37°C and lows of 25°C at night. Wrap up your sightseeing on the 7th (Sun) to allow time to drive to St. Augustine.

Things to do in Tampa

Outdoors · Parks · Beaches · Tours

Side Trip

St. Augustine

— 2 nights
St. Kick off your visit on the 8th (Mon): enjoy the sea views from St. Augustine Lighthouse & Maritime Museum, Inc., enjoy the sand and surf at St. Augustine Beach, then examine the collection at First Colony, and finally brush up on your knowledge of spirits at St. Augustine Distillery. Get ready for a full day of sightseeing on the 9th (Tue): gain insight at Flagler College and then don't miss a visit to St. George Street.

To see maps, other places to visit, and other tourist information, read our St. Augustine trip builder website.

Traveling by car from Tampa to St. Augustine takes 3 hours. Alternatively, you can fly; or take a bus. Traveling from Tampa in May, expect nights in St. Augustine to be about the same, around 22°C, while days are little chillier, around 33°C. Cap off your sightseeing on the 9th (Tue) early enough to go by car to Orlando.

Things to do in St. Augustine

Beaches · Outdoors · Parks · Museums

Orlando

— 3 nights

Theme Park Capital of the World

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.
Do your shopping at Disney Springs and The Mall at Millenia. Step out of Orlando to go to Kissimmee and see Extreme Jet Ski of Orlando, which is approximately 32 minutes away. Have a day of magic on the 10th (Wed) at Walt Disney World Resort. Next up on the itinerary: make an unforgettable trip to Happily Ever After Fireworks and find something for the whole family at Disney's Animal Kingdom.

To find other places to visit, traveler tips, photos, and other tourist information, go to the Orlando travel itinerary planner.

Traveling by car from St. Augustine to Orlando takes 2 hours. Alternatively, you can take a bus. May in Orlando sees daily highs of 36°C and lows of 24°C at night. Finish your sightseeing early on the 12th (Fri) so you can fly back home.

Things to do in Orlando

Theme Parks · Shopping · Tours · Outdoors

Side Trip

Florida travel guide

4.4
Disney Parks & Activities · Beaches · Theme Parks
The Sunshine State
The “Sunshine State,” Florida became a favorite winter destination for the affluent crowd over a century ago. Today, the state attracts visitors from around the world with its golden beaches and modern theme parks. You can spend your entire vacation enjoying the state's highly developed seaside areas, but remember that some of Florida's best-kept secrets are in secluded locations. Visit the big cities and their comfortable resorts offering top-notch dining and nightlife, but leave some time to see the peninsula's swampy landscape, filled with wild creatures and native plants. Farther away from the tourist-packed urban areas, the untamed wetlands of Florida offer a selection of things to do, such as kayaking, boat rides, and numerous other outdoor activities.