41 days in Florida Itinerary

41 days in Florida Itinerary

Created using Inspirock Florida vacation planner

Make it your trip
Fly to Miami, Shuttle to Marathon
1
Marathon
— 3 nights
Drive
2
Key West
— 5 nights
Ferry
3
Marco Island
— 3 nights
Drive
4
Naples
— 5 nights
Drive
5
Sarasota
— 4 nights
Fly
6
Fort Walton Beach
— 3 nights
Drive
7
Panama City Beach
— 3 nights
Drive
8
St. Augustine
— 4 nights
Drive
9
Daytona Beach
— 3 nights
Drive
10
Orlando
— 6 nights
Fly

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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.
Kids will enjoy Dolphin Research Center and Fishing Charters & Tours. Step out of Marathon with an excursion to Swim with Dolphins in Key Largo--about 1h 10 min away. The adventure continues: shop like a local with Shady Palm Art Gallery & Photography, kick back and relax at Sombrero Beach, tour the pleasant surroundings at Bahia Honda State Park, and look for all kinds of wild species at The Turtle Hospital.

To see more things to do, traveler tips, and tourist information, you can read our Marathon online travel route planner.

Tallinn, Estonia to Marathon is an approximately 16-hour combination of flight and shuttle. The time zone difference when traveling from Tallinn to Marathon is minus 7 hours. Prepare for warmer weather when traveling from Tallinn in October: high temperatures in Marathon hover around 36°C and lows are around 29°C. Wrap up your sightseeing on the 3rd (Sun) to allow time to drive to Key West.

Things to do in Marathon

Outdoors · Wildlife · Parks · Tours

Side Trips

Key West

— 5 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.
Kids will enjoy West Martello Tower and U.S. Coast Guard Cutter Ingham Maritime Museum. You'll explore the less-touristy side of things at Florida Keys Eco-Discovery Center and Kayaking & Canoeing. Spend the 4th (Mon) exploring nature at Dry Tortugas National Park. Next up on the itinerary: pause for some serene contemplation at Saint Mary Star of the Sea, get up close to creatures of the deep with a dolphin and whale watching tour, stroll the grounds of Key West Cemetery, and get some thrills out on the water with a waterskiing or jet-skiing adventure.

To find other places to visit, reviews, photos, and other tourist information, read our Key West attractions planner.

Traveling by car from Marathon to Key West takes 1.5 hours. Alternatively, you can take a bus. In November, plan for daily highs up to 32°C, and evening lows to 26°C. Cap off your sightseeing on the 8th (Fri) early enough to catch the ferry to Marco Island.

Things to do in Key West

Outdoors · Tours · Adventure · Parks

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. Kids will enjoy South Marco Beach and San Marco Catholic Church. Discover out-of-the-way places like Goodland Boating Park and Otter Mound Preserve. Step out of Marco Island with an excursion to Speed Boats Tours in Everglades City--about 38 minutes away. There's lots more to do: glide through the air with a parasailing or paragliding tour, cast your line with a fishing tour, get a new perspective on things with Boat Tours & Water Sports, and get some thrills out on the water with a waterskiing or jet-skiing adventure.

For traveler tips, ratings, where to stay, and tourist information, refer to the Marco Island driving holiday planner.

Traveling by ferry from Key West to Marco Island takes 4 hours. Alternatively, you can drive. Traveling from Key West in November, you can expect nighttime temperatures to be a bit cooler in Marco Island, with lows of 20°C. Cap off your sightseeing on the 11th (Mon) early enough to go by car to Naples.

Things to do in Marco Island

Outdoors · Tours · Wildlife · Adventure

Side Trip

Naples

— 5 nights
Step off the beaten path and head to Captiva Beach and In The Garden. Attractions like Bowman's Beach and Hirdie Girdie Gallery make great kid-friendly stops. Explore the numerous day-trip ideas around Naples: Fort Myers (Edison and Ford Winter Estates & Bob Rauschenberg Gallery), Fort Myers Beach (Parasailing & Paragliding & Lovers Key State Park) and Sanibel Island (The Bailey-Matthews National Shell Museum & She Sells Sea Shells).

For reviews, ratings, maps, and other tourist information, read our Naples travel planner.

Naples is very close to Marco Island. In November, daily temperatures in Naples can reach 32°C, while at night they dip to 21°C. Finish your sightseeing early on the 16th (Sat) so you can drive to Sarasota.

Things to do in Naples

Parks · Outdoors · Beaches · Museums

Side Trips

Sarasota

— 4 nights
Sarasota is a city in Sarasota County on the southwestern coast of the U.S. state of Florida. Kids will appreciate attractions like Bean Point and Treasure Island Beach. You'll discover tucked-away gems like Seaside Seabird Sanctuary and Tropical Carwash. Explore the numerous day-trip ideas around Sarasota: Saint Pete Beach (in St. Pete Beach), Venice (Venice Beach & Caspersen Beach) and ZooTampa at Lowry Park (in Tampa). There's much more to do: tour the pleasant surroundings at Bradenton Beach, brush up on your knowledge of spirits at Siesta Key Rum, get up close and personal with brilliant marine life at Mote Marine Laboratory & Aquarium, and stop by The Peanut Shop.

For ratings, reviews, maps, and tourist information, refer to the Sarasota trip planner.

Traveling by car from Naples to Sarasota takes 2 hours. Alternatively, you can take a bus; or do a combination of bus and taxi. In November in Sarasota, expect temperatures between 31°C during the day and 19°C at night. Wrap up your sightseeing on the 20th (Wed) to allow time to travel to Fort Walton Beach.

Things to do in Sarasota

Parks · Beaches · Outdoors · Zoos & Aquariums

Side Trips

Fort Walton Beach

— 3 nights
Fort Walton Beach is a city in southern Okaloosa County, Florida, United States. Bring the kids along to Air Force Armament Museum and Navarre Beach. Discover out-of-the-way places like The Track and Liza Jackson Park. Change things up with a short trip to Pensacola Beach in Pensacola Beach (about 54 minutes away). There's lots more to do: step off the mainland to explore Okaloosa Island, walk around Dog Park, and enjoy the sand and surf at Henderson Beach State Park.

To see other places to visit, photos, ratings, and more tourist information, read our Fort Walton Beach trip planner.

Traveling by flight from Sarasota to Fort Walton Beach takes 5 hours. Alternatively, you can drive; or do a combination of taxi and bus. The time zone difference moving from Eastern Standard Time (EST) to Central Standard Time (CST) is minus 1 hour. Prepare for little chillier weather when traveling from Sarasota in November: high temperatures in Fort Walton Beach hover around 24°C and lows are around 11°C. Cap off your sightseeing on the 23rd (Sat) early enough to go by car to Panama City Beach.

Things to do in Fort Walton Beach

Parks · Beaches · Outdoors · Nature

Side Trips

Panama City Beach

— 3 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.
You'll visit kid-friendly attractions like Cape San Blas and Pier Park. Discover out-of-the-way places like St. Joseph Peninsula State Park and Panama City Beach Winery. Next up on the itinerary: kick back and relax at St. Andrews State Park, discover the deep blue sea with a scuba or snorkeling tour, don't miss a visit to SkyWheel Panama City Beach, and fulfill a lifelong dream with a swim-with-the-dolphins experience.

To find more things to do, ratings, traveler tips, and more tourist information, read our Panama City Beach online tour planner.

You can drive from Fort Walton Beach to Panama City Beach in 1.5 hours. The time zone difference moving from Central Standard Time (CST) to Eastern Standard Time (EST) is 1 hour. Expect a daytime high around 27°C in November, and nighttime lows around 11°C. Wrap up your sightseeing on the 26th (Tue) to allow time to drive to St. Augustine.

Things to do in Panama City Beach

Outdoors · Wildlife · Tours · Beaches

Side Trip

St. Augustine

— 4 nights
St. Bring the kids along to Lightner Museum and St. Augustine Aquarium. Explore the numerous day-trip ideas around St. Augustine: Fort Clinch State Park (in Fernandina Beach) and Jacksonville Zoo & Gardens (in Jacksonville). The adventure continues: explore the striking landscape of Fort Matanzas National Monument, deepen your understanding at Flagler College, don't miss a visit to St. George Street, and stroll through St. Augustine Beach.

To find more things to do, ratings, photos, and other tourist information, use the St. Augustine tour itinerary site.

You can drive from Panama City Beach to St. Augustine in 5.5 hours. Another option is to fly. Traveling from Panama City Beach in November, you can expect nighttime temperatures to be a bit warmer in St. Augustine, with lows of 17°C. Finish your sightseeing early on the 30th (Sat) to allow enough time to drive to Daytona Beach.

Things to do in St. Augustine

Parks · Historic Sites · Nature · Museums

Side Trips

Daytona Beach

— 3 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.
Eschew the tourist crowds and head to Marine Science Center and The Three Chimneys Historical Site. Bring the kids along to Angell & Phelps Chocolate Factory and Ritchey Plaza. Go for a jaunt from Daytona Beach to DeLand to see Stetson Mansion about 40 minutes away. And it doesn't end there: take in the waterfront at Daytona Beach Boardwalk and Pier, visit a coastal fixture at Ponce de Leon Inlet Lighthouse & Museum, stroll through Beach at Daytona Beach, and kick back and relax at Ormond Beach.

To see more things to do, reviews, maps, and other tourist information, go to the Daytona Beach trip maker.

You can drive from St. Augustine to Daytona Beach in 1.5 hours. Alternatively, you can take a bus. November in Daytona Beach sees daily highs of 29°C and lows of 18°C at night. Finish up your sightseeing early on the 3rd (Tue) so you can go by car to Orlando.

Things to do in Daytona Beach

Parks · Beaches · Outdoors · Historic Sites

Side Trips

Orlando

— 6 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.
Explore hidden gems such as Avatar Flight of Passage and Extreme Dinosaurs. You'll visit kid-friendly attractions like Helicopter Tours and Cinderella Castle. Explore Orlando's surroundings by going to Nature & Wildlife Tours (in Kissimmee), Manatee Observation Deck (in Titusville) and Brevard Zoo (in Melbourne). Next up on the itinerary: find something for the whole family at Na'vi River Journey, revel in the low prices at Orlando Vineland Premium Outlets, buy something for everyone on your list at The Florida Mall, and make a trip to Tree of Life.

To find traveler tips, ratings, more things to do, and more tourist information, use the Orlando tour planner.

Getting from Daytona Beach to Orlando by car takes about an hour. Other options: take a bus. December in Orlando sees daily highs of 29°C and lows of 17°C at night. Wrap up your sightseeing on the 9th (Mon) to allow time to travel back home.

Things to do in Orlando

Shopping · Outdoors · Theme Parks · Parks

Side Trips

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.