30 days in Florida Itinerary

30 days in Florida Itinerary

Created using Inspirock Florida trip planner

Make it your trip
Drive
1
Treasure Island
— 1 day
Taxi
2
St. Pete Beach
— 3 nights
Drive
3
Sanibel Island
— 2 nights
Taxi to Fort Myers Beach, FL, Ferry to Key West
4
Key West
— 4 nights
Drive
5
Marathon
— 3 nights
Drive
6
Islamorada
— 3 nights
Fly
7
Fort Walton Beach
— 4 nights
Drive
8
Panama City Beach
— 2 nights
Drive
9
St. Augustine
— 4 nights
Drive
10
Daytona Beach
— 2 nights
Drive
11
Cocoa Beach
— 2 nights
Drive

S M T W T F S
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3

Treasure Island

— 1 day
Treasure Island is a city in Pinellas County, Florida, United States. Start off your visit on the 1st (Tue): take in the views from Sunshine Skyway Bridge, enjoy the sand and surf at Madeira Beach, then fly like a bird with a parasailing or paragliding tour, and finally enjoy the sand and surf at Treasure Island Beach.

To find ratings, other places to visit, and more tourist information, read our Treasure Island trip itinerary site.

Orlando to Treasure Island is an approximately 2-hour car ride. You can also do a combination of train and taxi; or take a bus. In June, plan for daily highs up to 88°F, and evening lows to 77°F. Wrap up your sightseeing on the 1st (Tue) to allow time to drive to St. Pete Beach.

Things to do in Treasure Island

Outdoors · Beaches · Parks · Adventure

Side Trips

Find places to stay Jun 1 — 2:

St. Pete Beach

— 3 nights
St. You'll enjoy a bit of beach vacationing at Nokomis Beach and Stump Pass Beach State Park. Eschew the tourist crowds and head to Crescent Beach and Turtle Beach. You'll find plenty of places to visit near St. Pete Beach: Mote Marine Laboratory & Aquarium (in Sarasota), Venice (Venice Beach & Caspersen Beach) and Siesta Beach (in Siesta Key). And it doesn't end there: enjoy the sand and surf at Bean Point, stroll through Saint Pete Beach, and visit Pass-a-Grille Beach, Florida.

For reviews, maps, where to stay, and more tourist information, read St. Pete Beach tour planner.

St. Pete Beach is just a short distance from Treasure Island. In June, plan for daily highs up to 88°F, and evening lows to 77°F. Finish your sightseeing early on the 4th (Fri) to allow enough time to drive to Sanibel Island.

Things to do in St. Pete Beach

Parks · Beaches · Outdoors · Nature

Side Trips

Find places to stay Jun 1 — 4:

Sanibel Island

— 2 nights
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Start off your visit on the 5th (Sat): enjoy the sand and surf at Captiva Beach, tour the pleasant surroundings at Blind Pass Beach Park, then kick back and relax at Bowman's Beach, then examine the collection at The Bailey-Matthews National Shell Museum, and finally walk around Pond Apple Park. Here are some ideas for day two: take a memorable tour with Tours, then take a memorable drive along Sanibel Causeway, and then stroll through Bonita Springs Public Beach.

To see more things to do, other places to visit, and tourist information, read our Sanibel Island travel app.

You can drive from St. Pete Beach to Sanibel Island in 3 hours. Another option is to do a combination of taxi and bus. In June, plan for daily highs up to 91°F, and evening lows to 74°F. Wrap up your sightseeing on the 6th (Sun) to allow time to travel to Key West.

Things to do in Sanibel Island

Outdoors · Parks · Beaches · Adventure

Side Trips

Find places to stay Jun 4 — 6:

Key West

— 4 nights

Conch Republic

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.
Explore hidden gems such as Florida Keys Eco-Discovery Center and Vandenberg Wreck. Spend the 7th (Mon) exploring nature at Dry Tortugas National Park. The adventure continues: see the interesting displays at The Ernest Hemingway Home and Museum, make a trip to Duval Street, look for all kinds of wild species at Key West Butterfly & Nature Conservatory, and take a memorable tour with Tours.

To find more things to do and tourist information, refer to the Key West day trip site.

Getting from Sanibel Island to Key West by combination of taxi and ferry takes about 5 hours. Other options: drive; or do a combination of taxi and bus. In June in Key West, expect temperatures between 88°F during the day and 79°F at night. Cap off your sightseeing on the 10th (Thu) early enough to go by car to Marathon.

Things to do in Key West

Parks · Nature · Museums · Wildlife
Find places to stay Jun 6 — 10:

Marathon

— 3 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.
Visit Bahia Honda State Park and Sombrero Beach for some beach relaxation. Step off the beaten path and head to Old Seven Mile Bridge and Spiegel Grove. Change things up with these side-trips from Marathon: Florida Keys Wild Bird Rehabilitation Center (in Tavernier) and Key Largo (Florida Keys Key Lime Products, Island Dolphin Care, &more). And it doesn't end there: look for all kinds of wild species at Dolphin Research Center, snap pictures at Seven Mile Bridge, take in the exciting artwork at Shady Palm Art Gallery & Photography, and observe the fascinating underwater world at Florida Keys Aquarium Encounters.

To find maps, ratings, and tourist information, go to the Marathon trip itinerary planner.

Drive from Key West to Marathon in 1.5 hours. Alternatively, you can take a bus. In June, daytime highs in Marathon are 90°F, while nighttime lows are 79°F. Cap off your sightseeing on the 13th (Sun) early enough to go by car to Islamorada.

Things to do in Marathon

Parks · Wildlife · Outdoors · Beaches

Side Trips

Find places to stay Jun 10 — 13:

Islamorada

— 3 nights

The Village of Islands

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Explore hidden gems such as Florida Keys Brewing Company and Windley Key. Next up on the itinerary: get engrossed in the history at History of Diving Museum, head outdoors with A Lil' Tail Charters, enjoy the sand and surf at Anne's Beach, and get to know the fascinating history of Indian Key State Historic Site.

To see photos, where to stay, more things to do, and other tourist information, you can read our Islamorada trip itinerary planner.

Traveling by car from Marathon to Islamorada takes an hour. Alternatively, you can take a bus. June in Islamorada sees daily highs of 90°F and lows of 79°F at night. Finish your sightseeing early on the 16th (Wed) so you can travel to Fort Walton Beach.

Things to do in Islamorada

Outdoors · Parks · Historic Sites · Wildlife
Find places to stay Jun 13 — 16:

Fort Walton Beach

— 4 nights
Fort Walton Beach is a city in southern Okaloosa County, Florida, United States. Eschew the tourist crowds and head to Pensacola Beach and Gulf Islands National Seashore. We've included these beaches for you: Henderson Beach State Park and Navarre Beach. Get out of town with these interesting Fort Walton Beach side-trips: Gail Walsh Massage & Skincare Co. (in Gulf Breeze), Pensacola (Wall South, Pensacola Lighthouse & Maritime Museum, &more) and Fort Pickens Area (in Pensacola Beach). There's lots more to do: enjoy the sand and surf at Okaloosa Island, take a leisurely stroll along Okaloosa Island Fishing Pier, fulfill a lifelong dream with AJ's Water Adventures, and brush up on your military savvy at Air Force Armament Museum.

For photos, reviews, other places to visit, and tourist information, you can read our Fort Walton Beach tour itinerary planner.

Getting from Islamorada to Fort Walton Beach by flight takes about 6 hours. Other options: drive; or do a combination of shuttle and bus. The time zone changes from Eastern Standard Time (EST) to Central Standard Time (CST), which is usually a -1 hour difference. Traveling from Islamorada in June, plan for a bit cooler nights in Fort Walton Beach, with lows around 72°F. Wrap up your sightseeing on the 20th (Sun) early enough to drive to Panama City Beach.

Things to do in Fort Walton Beach

Outdoors · Parks · Beaches · Museums

Side Trips

Find places to stay Jun 16 — 20:

Panama City Beach

— 2 nights

World's Most Beautiful Beaches

Boasting 43 km (27 mi) of white sandy beaches and plenty of sunshine, Panama City Beach is an ideal choice for a relaxing holiday.
On the 21st (Mon), make a trip to Abc Fine Wine And Spirits, do a tasting at Panama City Beach Winery, admire the majestic nature at St. Andrews State Park, then take a tour by water with Boat Tours & Water Sports, and finally kick back and relax at Panama City Beach. Keep things going the next day: kick back and relax at Seaside Beach, tour the pleasant surroundings at Grayton Beach State Park, then enjoy the sand and surf at Santa Rosa Beach, and finally buy something for everyone on your list at Pier Park.

For other places to visit, reviews, photos, and other tourist information, read Panama City Beach online route planner.

Traveling by car from Fort Walton Beach to Panama City Beach takes 1.5 hours. The time zone difference when traveling from Fort Walton Beach to Panama City Beach is 1 hour. Expect a daytime high around 89°F in June, and nighttime lows around 72°F. Wrap up your sightseeing on the 22nd (Tue) early enough to drive to St. Augustine.

Things to do in Panama City Beach

Outdoors · Beaches · Parks · Nature

Side Trips

Find places to stay Jun 20 — 22:

St. Augustine

— 4 nights
St. We've included these beaches for you: Vilano Beach and Jacksonville Beach. Step off the beaten path and head to St. Augustine Alligator Farm Zoological Park and Lightner Museum. You'll find plenty of places to visit near St. Augustine: Fort Clinch State Park (in Fernandina Beach), Atlantic Beach (in Jacksonville) and Amelia Island (Seaside Park, Fernandina Beach, &more). There's lots more to do: get engrossed in the history at St. Augustine Pirate & Treasure Museum, brush up on your knowledge of spirits at St. Augustine Distillery, stroll through St. Augustine Beach, and deepen your understanding at Flagler College.

For where to stay, other places to visit, more things to do, and tourist information, read St. Augustine road trip planning site.

Traveling by car from Panama City Beach to St. Augustine takes 5.5 hours. Alternatively, you can fly. In June, daytime highs in St. Augustine are 88°F, while nighttime lows are 73°F. Cap off your sightseeing on the 26th (Sat) early enough to go by car to Daytona Beach.

Things to do in St. Augustine

Parks · Historic Sites · Beaches · Outdoors

Side Trips

Find places to stay Jun 22 — 26:

Daytona Beach

— 2 nights

The World's Most Famous Beach

The iconic seaside destination of Daytona Beach once supported sugar mill plantations, but now entertains up to 8 million visitors a year.
Start off your visit on the 27th (Sun): walk around Winterhaven Park, enjoy the sand and surf at Lighthouse Point Park, then visit a coastal fixture at Ponce de Leon Inlet Lighthouse & Museum, then get up close and personal with brilliant marine life at Marine Science Center, and finally tour in harmony with nature at Eco Tours. On the next day, look for gifts at Angell & Phelps Chocolate Factory, steep yourself in history at Mary Bethune Home, then stroll through Beach at Daytona Beach, then kick back and relax at Ormond Beach, and finally tour the pleasant surroundings at Andy Romano Beachfront Park.

To find other places to visit, photos, traveler tips, and tourist information, read our Daytona Beach trip itinerary builder app.

You can drive from St. Augustine to Daytona Beach in 1.5 hours. Another option is to take a bus. Expect a daytime high around 89°F in June, and nighttime lows around 73°F. Wrap up your sightseeing on the 28th (Mon) to allow time to drive to Cocoa Beach.

Things to do in Daytona Beach

Parks · Outdoors · Beaches · Historic Sites

Side Trips

Find places to stay Jun 26 — 28:

Cocoa Beach

— 2 nights
Situated in one of Florida's busiest vacation areas, Cocoa Beach burst onto the world scene in the 1960s, when it became a popular setting for parades honoring the nation's "Apollo" astronauts.
Kick off your visit on the 29th (Tue): see what you can catch with a fishing tour, then see the interesting displays at Parker Brothers Concepts, then kick back and relax at Cocoa Beach, and finally look for gifts at Ron Jon Surf Shop. Get ready for a full day of sightseeing on the 30th (Wed): tour the pleasant surroundings at Sebastian Inlet State Park, then look for all kinds of wild species at Merritt Island National Wildlife Refuge, and then enjoy the sand and surf at Jetty Park.

For other places to visit, reviews, more things to do, and more tourist information, go to the Cocoa Beach day trip planner.

You can drive from Daytona Beach to Cocoa Beach in 1.5 hours. Alternatively, you can do a combination of bus and shuttle; or take a bus. Expect a daytime high around 87°F in June, and nighttime lows around 76°F. Finish up your sightseeing early on the 30th (Wed) so you can go by car back home.

Things to do in Cocoa Beach

Outdoors · Parks · Beaches · Wildlife

Side Trips

Find places to stay Jun 28 — 30:

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.