30 days in Florida Itinerary

30 days in Florida Itinerary

Created using Inspirock Florida holiday planner

Make it your trip
Drive
1
Daytona Beach
— 2 nights
Fly
2
Marco Island
— 3 nights
Drive
3
Fort Myers Beach
— 3 nights
Drive
4
Sarasota
— 3 nights
Fly
5
Key West
— 3 nights
Drive
6
Marathon
— 2 nights
Drive
7
Islamorada
— 1 night
Drive
8
Key Largo
— 2 nights
Fly
9
Fort Walton Beach
— 4 nights
Drive
10
Panama City Beach
— 2 nights
Drive
11
St. Augustine
— 4 nights
Drive

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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.
Visit Ormond Beach and Beach at Daytona Beach for some beach relaxation. Attractions like Fishing Charters & Tours and Marine Science Center make great kid-friendly stops. Step out of Daytona Beach with an excursion to Merritt Island National Wildlife Refuge in Merritt Island--about 1h 15 min away. There's still lots to do: kick back and relax at Lighthouse Point Park, stop by Angell & Phelps Chocolate Factory, and visit a coastal fixture at Ponce de Leon Inlet Lighthouse & Museum.

To find other places to visit, more things to do, ratings, and tourist information, you can read our Daytona Beach road trip site.

Orlando to Daytona Beach is an approximately 1-hour car ride. You can also take a bus. June in Daytona Beach sees daily highs of 89°F and lows of 73°F at night. Wrap up your sightseeing on the 3rd (Fri) to allow time to fly to Marco Island.

Things to do in Daytona Beach

Parks · Outdoors · Beaches · Wildlife

Side Trips

Find places to stay Jun 1 — 3:

Marco Island

— 3 nights
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. You'll get in some beach time at Keewaydin Island and Hideaway Beach. Explore hidden gems such as South Marco Beach and Tigertail Beach. There's much more to do: indulge in some personalized pampering at some of the best spas, pause for some serene contemplation at San Marco Catholic Church, tour the pleasant surroundings at Otter Mound Preserve, and zoom along the surf with a waterskiing or jet-skiing adventure.

To see ratings, where to stay, photos, and other tourist information, refer to the Marco Island online trip itinerary planner.

Traveling by flight from Daytona Beach to Marco Island takes 3 hours. Alternatively, you can drive; or do a combination of bus and taxi. Expect a daytime high around 90°F in June, and nighttime lows around 74°F. Wrap up your sightseeing on the 6th (Mon) to allow time to drive to Fort Myers Beach.

Things to do in Marco Island

Parks · Outdoors · Beaches · Spas
Find places to stay Jun 3 — 6:

Fort Myers Beach

— 3 nights
Fort Myers Beach is a town located on Estero Island in Lee County, Florida, United States. Eschew the tourist crowds and head to Bowman's Beach and Parasailing & Paragliding. Kids will enjoy Barefoot Beach Preserve and Lowdermilk Beach. Explore the numerous day-trip ideas around Fort Myers Beach: Captiva Beach (in Captiva Island) and Sanibel Island (Blind Pass Beach Park & The Bailey-Matthews National Shell Museum). It doesn't end there: immerse yourself in nature at Lovers Key State Park and admire all the interesting features of Sanibel Causeway.

For photos, where to stay, and tourist information, refer to the Fort Myers Beach trip itinerary tool.

Getting from Marco Island to Fort Myers Beach by car takes about 1.5 hours. Other options: do a combination of taxi and bus; or do a combination of bus and taxi. In June, daytime highs in Fort Myers Beach are 91°F, while nighttime lows are 74°F. Finish your sightseeing early on the 9th (Thu) to allow enough time to drive to Sarasota.

Things to do in Fort Myers Beach

Outdoors · Parks · Beaches · Wildlife

Side Trips

Find places to stay Jun 6 — 9:

Sarasota

— 3 nights
Sarasota is a city in Sarasota County on the southwestern coast of the U.S. state of Florida. You'll enjoy a bit of beach vacationing at Treasure Island Beach and Caspersen Beach. Explore hidden gems such as Stand-Up Paddleboarding and Mote Marine Laboratory & Aquarium. Change things up with these side-trips from Sarasota: Nokomis Beach (in Nokomis), St. Pete Beach (Pass-a-Grille Beach, Florida & St. Pete Beach) and John's Pass Village & Boardwalk (in Madeira Beach). There's more to do: browse the different shops at St. Armands Circle.

To find other places to visit, ratings, where to stay, and other tourist information, refer to the Sarasota online tour itinerary maker.

Traveling by car from Fort Myers Beach to Sarasota takes 2 hours. Alternatively, you can take a bus. In June in Sarasota, expect temperatures between 89°F during the day and 75°F at night. Cap off your sightseeing on the 12th (Sun) early enough to catch the flight to Key West.

Things to do in Sarasota

Outdoors · Parks · Beaches · Adventure

Side Trips

Find places to stay Jun 9 — 12:

Key West

— 3 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.
You'll explore the less-touristy side of things at Dolphin & Whale Watching and Florida Keys Eco-Discovery Center. Kids will appreciate attractions like Key West Garden Club and Dry Tortugas National Park. There's lots more to do: pause for some serene contemplation at St. Paul's Episcopal Church, visit a coastal fixture at Key West Lighthouse and Keeper's Quarters Museum, brush up on your military savvy at U.S. Coast Guard Cutter Ingham Maritime Museum, and explore the galleries of Key West Local Luxe -Jewelry Store.

For more things to do, photos, reviews, and other tourist information, use the Key West day trip planning site.

Traveling by flight from Sarasota to Key West takes 3 hours. Alternatively, you can drive; or do a combination of bus, taxi, and ferry. In June, daily temperatures in Key West can reach 88°F, while at night they dip to 79°F. Finish up your sightseeing early on the 15th (Wed) so you can go by car to Marathon.

Things to do in Key West

Parks · Nature · Museums · Historic Sites
Find places to stay Jun 12 — 15:

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 16th (Thu): tour the pleasant surroundings at Sombrero Beach, tour the pleasant surroundings at The Turtle Hospital, then take in the views from Seven Mile Bridge, and finally stroll through Bahia Honda State Park. Get ready for a full day of sightseeing on the next day: cast your line with a fishing tour, observe the fascinating underwater world at Florida Keys Aquarium Encounters, and then tour the pleasant surroundings at Dolphin Research Center.

For other places to visit and tourist information, read our Marathon online travel planner.

Getting from Key West to Marathon by car takes about 1.5 hours. Other options: take a bus. In June, daily temperatures in Marathon can reach 90°F, while at night they dip to 79°F. Finish up your sightseeing early on the 17th (Fri) so you can go by car to Islamorada.

Things to do in Marathon

Parks · Wildlife · Outdoors · Beaches

Side Trip

Find places to stay Jun 15 — 17:

Islamorada

— 1 night

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.
Start off your visit on the 18th (Sat): tour the pleasant surroundings at Anne's Beach, then get engrossed in the history at History of Diving Museum, then get close to the beloved marine mammals with Theater of the Sea, and finally tour the pleasant surroundings at Alligator Reef Light House.

To see reviews, traveler tips, and other tourist information, read Islamorada trip itinerary builder tool.

Getting from Marathon to Islamorada by car takes about an hour. Other options: take a bus. In June in Islamorada, expect temperatures between 90°F during the day and 79°F at night. Finish your sightseeing early on the 18th (Sat) so you can drive to Key Largo.

Things to do in Islamorada

Wildlife · Outdoors · Parks · Tours
Find places to stay Jun 17 — 18:

Key Largo

— 2 nights

Diving Capital of the World

The northernmost island of the Florida Keys, Key Largo provides stunning scenery, a number of watersports opportunities, and plenty of areas to relax on vacation.
On the 19th (Sun), stroll through Florida Keys Wild Bird Rehabilitation Center, then stroll through Molasses Reef, then step aboard African Queen Canal Cruise, and finally fulfill a lifelong dream with a swim-with-the-dolphins experience. Here are some ideas for day two: look for gifts at Robert Is Here, then tour the pleasant surroundings at Everglades Alligator Farm, then identify plant and animal life at Anhinga Trail, and finally walk around Losner Park.

To find where to stay, traveler tips, maps, and other tourist information, read Key Largo route builder website.

Key Largo is just a short distance from Islamorada. In June, daytime highs in Key Largo are 88°F, while nighttime lows are 75°F. Wrap up your sightseeing on the 20th (Mon) early enough to fly to Fort Walton Beach.

Things to do in Key Largo

Parks · Wildlife · Outdoors · Trails

Side Trips

Find places to stay Jun 18 — 20:

Fort Walton Beach

— 4 nights
Fort Walton Beach is a city in southern Okaloosa County, Florida, United States. Kids will appreciate attractions like Pensacola Beach and AJ's Water Adventures. Step off the beaten path and head to Henderson Beach State Park and The Village of Baytowne Wharf. Explore Fort Walton Beach's surroundings by going to Pensacola Beach (Gulf Islands National Seashore & Fort Pickens Area). There's lots more to do: take a leisurely stroll along Okaloosa Island Fishing Pier, kick back and relax at Navarre Beach, step off the mainland to explore Okaloosa Island, and go for a stroll along the water at HarborWalk Marina.

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

Traveling by flight from Key Largo to Fort Walton Beach takes 3.5 hours. Alternatively, you can drive; or do a combination of shuttle and bus. You'll gain 1 hour traveling from Key Largo to Fort Walton Beach due to the time zone difference. Expect a daytime high around 86°F in June, and nighttime lows around 72°F. Wrap up your sightseeing on the 24th (Fri) early enough to drive to Panama City Beach.

Things to do in Fort Walton Beach

Outdoors · Parks · Beaches · Nature

Side Trips

Find places to stay Jun 20 — 24:

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.
Kick off your visit on the 25th (Sat): head off the coast to Shell Island, then kick back and relax at St. Andrews State Park, and then see some colorful creatures with a scuba or snorkeling tour. Get ready for a full day of sightseeing on the 26th (Sun): kick back and relax at Santa Rosa Beach, then tour the pleasant surroundings at Grayton Beach State Park, and then buy something for everyone on your list at Pier Park.

To find where to stay, more things to do, traveler tips, and more tourist information, use the Panama City Beach road trip app.

Traveling by car from Fort Walton Beach to Panama City Beach takes 1.5 hours. Due to the time zone difference, you'll lose 1 hour traveling from Fort Walton Beach to Panama City Beach. In June, daytime highs in Panama City Beach are 89°F, while nighttime lows are 72°F. Wrap up your sightseeing on the 26th (Sun) early enough to drive to St. Augustine.

Things to do in Panama City Beach

Outdoors · Parks · Beaches · Nature

Side Trip

Find places to stay Jun 24 — 26:

St. Augustine

— 4 nights
St. Eschew the tourist crowds and head to St. Augustine Alligator Farm Zoological Park and St. Augustine Pirate & Treasure Museum. You'll visit kid-friendly attractions like Fort Matanzas National Monument and Fernandina Beach. Explore St. Augustine's surroundings by going to Amelia Island Historic District (in Amelia Island) and Fort Clinch State Park (in Fernandina Beach). Next up on the itinerary: examine the collection at Lightner Museum, get a dose of the wild on a nature and wildlife tour, kick back and relax at St. Augustine Beach, and deepen your understanding at Flagler College.

To see reviews, traveler tips, ratings, and tourist information, go to the St. Augustine holiday tool.

You can drive from Panama City Beach to St. Augustine in 5.5 hours. Alternatively, you can fly. In June, daily temperatures in St. Augustine can reach 88°F, while at night they dip to 73°F. Finish up your sightseeing early on the 30th (Thu) so you can go by car back home.

Things to do in St. Augustine

Historic Sites · Parks · Nature · Outdoors

Side Trip

Find places to stay Jun 26 — 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.