5 days in Florida Itinerary

5 days in Florida Itinerary

Created using Inspirock Florida trip planner

©
Make it your trip
Fly
1
Sanibel Island
— 1 day
Drive
2
Marathon
— 2 nights
Drive
3
Key Biscayne
— 1 night
Fly
4
Pensacola Beach
— 1 night
Fly

S M T W T F S
20
21
22
23
24
25
26

Sanibel Island

— 1 day
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
On the 21st (Mon), stroll through Captiva Beach and then enjoy the sand and surf at Bowman's Beach.

To see where to stay, traveler tips, and tourist information, you can read our Sanibel Island trip itinerary maker site.

New York City to Sanibel Island is an approximately 4.5-hour flight. You can also drive; or do a combination of bus and taxi. Traveling from New York City in June, expect Sanibel Island to be a bit warmer, temps between 91°F and 74°F. Wrap up your sightseeing on the 21st (Mon) to allow time to drive to Marathon.

Things to do in Sanibel Island

Beaches · Parks · Outdoors

Side Trip

Highlights from your trip

Marathon

— 2 nights

Heart of the Florida Keys

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Kick off your visit on the 22nd (Tue): kick back and relax at Sombrero Beach, identify plant and animal life at The Turtle Hospital, and then enjoy the sand and surf at Bahia Honda State Park. Get ready for a full day of sightseeing on the next day: look for all kinds of wild species at Dolphin Research Center, then get interesting insight from Tours, and then take in the views from Seven Mile Bridge.

To see where to stay, ratings, traveler tips, and other tourist information, use the Marathon travel route builder tool.

Getting from Sanibel Island to Marathon by car takes about 5 hours. Other options: do a combination of taxi, bus, and flight; or do a combination of taxi, ferry, and bus. In June in Marathon, expect temperatures between 90°F during the day and 79°F at night. Finish up your sightseeing early on the 23rd (Wed) so you can go by car to Key Biscayne.

Things to do in Marathon

Parks · Outdoors · Wildlife · Beaches

Side Trips

Key Biscayne

— 1 night
Key Biscayne is an island town in Miami-Dade County, Florida, United States. Kick off your visit on the 24th (Thu): kick back and relax at Crandon Park Beach, visit a coastal fixture at Cape Florida Lighthouse, and then immerse yourself in nature at Bill Baggs Cape Florida State Park.

To find where to stay, maps, reviews, and more tourist information, you can read our Key Biscayne itinerary planner.

Drive from Marathon to Key Biscayne in 2.5 hours. Alternatively, you can do a combination of bus and flight; or take a bus. In June, daily temperatures in Key Biscayne can reach 89°F, while at night they dip to 77°F. Wrap up your sightseeing on the 24th (Thu) early enough to fly to Pensacola Beach.

Things to do in Key Biscayne

Beaches · Parks · Outdoors · Historic Sites

Pensacola Beach

— 1 night
Pensacola Beach is an unincorporated community located on Santa Rosa Island, a barrier island, in Escambia County, Florida, United States. On the 25th (Fri), enjoy the sand and surf at Gulf Islands National Seashore and then enjoy the sand and surf at Pensacola Beach.

To plan Pensacola Beach vacation without wasting time, ask Inspirock to design an itinerary.

Traveling by flight from Key Biscayne to Pensacola Beach takes 3.5 hours. Alternatively, you can drive; or do a combination of bus and taxi. Traveling from Key Biscayne to Pensacola Beach, you'll gain 1 hour due to the time zone difference. Expect a daytime high around 88°F in June, and nighttime lows around 74°F. Cap off your sightseeing on the 25th (Fri) early enough to catch the flight back home.

Things to do in Pensacola Beach

Beaches · Parks · Outdoors

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.