41 days in Florida Itinerary

41 days in Florida Itinerary

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Route & dates

41 days in Florida Itinerary

Start: Fort Lauderdale
Fly:  3​h 30​min
1
Orlando
— 5 nights
Drive:  2​h 15​min
2
Sarasota
— 4 nights
Drive:  2​h
3
Naples
— 4 nights
Drive:  45​min
4
Marco Island
— 2 nights
ferry:  2​h 30​min
5
Key West
— 5 nights
bus:  45​min
6
Big Pine Key
— 3 nights
bus:  30​min
7
Marathon
— 4 nights
Drive:  45​min
8
Islamorada
— 4 nights
Drive:  45​min
9
Key Largo
— 4 nights
Drive:  1​h 15​min
10
Miami
— 5 nights
Drive:  45​min
End: Fort Lauderdale

5
nights
Orlando

Orlando ©
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.
Have a day of magic on the 27th (Mon) at Walt Disney World Resort. Pack the 28th (Tue) with family-friendly diversions at Universal Orlando Resort. And it doesn't end there: get in on the family fun at Universal's Islands of Adventure, laugh and play at Discovery Cove, discover the magic at Happily Ever After Fireworks, and get your game on at Nomadic.

To find traveler tips, where to stay, maps, and tourist information, you can read our Orlando travel planner .

Fort Lauderdale to Orlando is an approximately 3.5-hour flight. You can also drive; or take a bus. Traveling from Fort Lauderdale in May, expect a bit cooler with lows of 69°F in Orlando. Finish your sightseeing early on the 1st (Sat) so you can drive to Sarasota.

Things to do in Orlando

Theme Parks Outdoors Beaches
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Universal Orlando Resort ©
Universal Orlando Resort
Universal's Islands of Adventure ©
Universal's Islands of Adventure

4
nights
Sarasota

Sarasota is a city in Sarasota County on the southwestern coast of the U.S. Venture out of the city with trips to Outerlife Studios - Escape Room St. Pete (in St. Petersburg), Parasailing & Paragliding (in Madeira Beach) and Tampa (Fishing Charters & Tours & Busch Gardens). And it doesn't end there: get a new perspective on things with Boat Tours & Water Sports, kick back and relax at Clearwater Beach, view the masterpieces at The Artful Giraffe, and stroll the grounds of Sarasota National Cemetery.

To find other places to visit, ratings, maps, and more tourist information, use the Sarasota journey tool .

You can drive from Orlando to Sarasota in 2.5 hours. Other options are to take a bus; or do a combination of train and bus. In June in Sarasota, expect temperatures between 89°F during the day and 75°F at night. Finish your sightseeing early on the 5th (Wed) so you can drive to Naples.

Things to do in Sarasota

Outdoors Tours Theme Parks

Side Trips

Tampa, Parasailing & Paragliding, Outerlife Studios - Escape Room St. Pete, Clearwater Beach
Highlights from your plan
Stand-Up Paddleboarding
Fishing Charters & Tours
Parasailing & Paragliding

4
nights
Naples

Naples is a city in Collier County, Florida, United States. Venture out of the city with trips to Captain Jack Boat Tours (in Matlacha), Parasailing & Paragliding (in Fort Myers Beach) and Lorne's Art Gallery (in Cape Coral). There's lots more to do: get a new perspective on things with Boat Tours & Water Sports, take an in-depth tour of The Holocaust Museum & Education Center, identify plant and animal life at Shy Wolf Sanctuary Education & Experience Center, and look for gifts at Island Trends.

For ratings, photos, and tourist information, read our Naples driving holiday website .

Traveling by car from Sarasota to Naples takes 2 hours. Alternatively, you can take a bus. In June, daytime highs in Naples are 89°F, while nighttime lows are 75°F. Finish your sightseeing early on the 9th (Sun) to allow enough time to drive to Marco Island.

Things to do in Naples

Wildlife Tours Outdoors

Side Trips

Captain Jack Boat Tours, Lorne's Art Gallery, Parasailing & Paragliding, Shy Wolf Sanctuary Education & Experience Center
Highlights from your plan
Fishing Charters & Tours
Dolphin & Whale Watching
Revs Institute ©
Revs Institute

2
nights
Marco Island

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. Start off your visit on the 10th (Mon): get some thrills out on the water with a waterskiing or jet-skiing adventure, fly like a bird with a parasailing or paragliding tour, and then paddle through the water with a kayaking and canoeing tour. Here are some ideas for day two: cast your line with a fishing tour, then get a new perspective on things with Boat Tours & Water Sports, and then stop by Keep In Touch.

To see traveler tips, where to stay, maps, and tourist information, refer to the Marco Island journey maker app .

Drive from Naples to Marco Island in an hour. June in Marco Island sees daily highs of 90°F and lows of 74°F at night. Finish your sightseeing early on the 11th (Tue) so you can ride a ferry to Key West.

Things to do in Marco Island

Tours Outdoors Adventure
Highlights from your plan
Dolphin & Whale Watching
Waterskiing & Jetskiing
Parasailing & Paragliding

5
nights
Key West

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.
Spend the 14th (Fri) exploring nature at Dry Tortugas National Park. There's lots more to do: examine the collection at The Ernest Hemingway Home and Museum, stroll around Mallory Square, take a tour by water with Boat Tours & Water Sports, and look for all kinds of wild species at Key West Butterfly & Nature Conservatory.

To see other places to visit, where to stay, photos, and more tourist information, go to the Key West trip app .

Ride a ferry from Marco Island to Key West in 2.5 hours. Alternatively, you can drive. Expect a daytime high around 88°F in June, and nighttime lows around 79°F. Finish up your sightseeing early on the 16th (Sun) so you can catcht the bus to Big Pine Key.

Things to do in Key West

Tours Outdoors Wildlife
Highlights from your plan
Dolphin & Whale Watching
The Ernest Hemingway Home and Museum ©

3
nights
Big Pine Key

Big Pine Key ©
Big Pine Key is a census-designated place and unincorporated community in Monroe County, Florida, United States, on an island of the same name in the Florida Keys. Big Pine Key is known for nature, wildlife, adventure, nightlife, and shopping. Your plan includes some of its best attractions: admire the majestic nature at Bahia Honda State Park, make a trip to Adolphus Busch, get a taste of the local shopping with Artists in Paradise Gallery, and look for all kinds of wild species at Blue Hole.

To see ratings, traveler tips, and more tourist information, read Big Pine Key day trip tool .

Traveling by bus from Key West to Big Pine Key takes an hour. Alternatively, you can drive. Expect a daytime high around 90°F in June, and nighttime lows around 79°F. Finish your sightseeing early on the 19th (Wed) to allow enough time to take a bus to Marathon.

Things to do in Big Pine Key

Outdoors Wildlife Parks
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
National Key Deer Refuge ©
National Key Deer Refuge
Fishing Charters & Tours

4
nights
Marathon

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Take a break from Marathon with a short trip to Fishing Charters & Tours in Cudjoe Key, about 42 minutes away. And it doesn't end there: look for all kinds of wild species at Pigeon Key Foundation, paddle through the water with a kayaking and canoeing tour, relax and rejuvenate at some of the top local wellness centers, and enjoy the sand and surf at Sombrero Beach.

To find traveler tips, ratings, and tourist information, read Marathon online tour itinerary planner .

Marathon is just a short distance from Big Pine Key. Expect a daytime high around 90°F in June, and nighttime lows around 79°F. Wrap up your sightseeing on the 23rd (Sun) to allow time to drive to Islamorada.

Things to do in Marathon

Wildlife Outdoors Parks

Side Trips

Sunset Park Beach, Fishing Charters & Tours
Highlights from your plan
Pigeon Key Foundation ©
Pigeon Key Foundation
Sombrero Beach ©
Sombrero Beach
San Pablo Catholic Church ©
San Pablo Catholic Church

4
nights
Islamorada

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Islamorada is known for wildlife, adventure, museums, beaches, and breweries & distilleries. Your plan includes some of its best attractions: take a tour by water with Boat Tours & Water Sports, get some thrills out on the water with a waterskiing or jet-skiing adventure, get to know the fascinating history of Indian Key State Historic Site, and take an in-depth tour of History of Diving Museum.

For photos, maps, traveler tips, and tourist information, read Islamorada road trip planning site .

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 27th (Thu) to allow enough time to drive to Key Largo.

Things to do in Islamorada

Outdoors Tours Wildlife
Highlights from your plan
Fishing Charters & Tours
Florida Keys Brewing Company ©
Florida Keys Brewing Company
Stand-Up Paddleboarding

4
nights
Key Largo

Key Largo ©
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.
Step out of Key Largo with an excursion to Anhinga Trail in Everglades National Park--about 48 minutes away. Next up on the itinerary: get up close and personal with brilliant marine life at Island Dolphin Care, glide through the air with a parasailing or paragliding tour, admire nature's wide array of creatures at Dolphins Plus Marine Mammal Responder, and immerse yourself in nature at John Pennekamp Coral Reef State Park.

To find where to stay, other places to visit, traveler tips, and other tourist information, use the Key Largo holiday planner .

Traveling by car from Islamorada to Key Largo takes an hour. Alternatively, you can do a combination of bus and taxi. In June, daily temperatures in Key Largo can reach 88°F, while at night they dip to 75°F. Wrap up your sightseeing on the 1st (Mon) to allow time to drive to Miami.

Things to do in Key Largo

Parks Outdoors Wildlife

Side Trip

Anhinga Trail
Highlights from your plan
Island Dolphin Care ©
Island Dolphin Care
Dolphins Plus Marine Mammal Responder ©

5
nights
Miami

Miami ©
Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
You'll find plenty of places to visit near Miami: Wiener Museum of Decorative Arts (WMODA) (in Dania Beach), JP Outfitters Inc. (in Hollywood) and Shark Valley (in Everglades National Park). Next up on the itinerary: take in nature's colorful creations at Fairchild Tropical Botanic Garden, take a stroll through Collins Avenue, see the interesting displays at Vizcaya Museum and Gardens, and let your taste buds guide you at a local gastronomic tour.

To see maps, more things to do, photos, and other tourist information, go to the Miami planning tool .

You can drive from Key Largo to Miami in 1.5 hours. Another option is to take a bus. July in Miami sees daily highs of 91°F and lows of 78°F at night. Wrap up your sightseeing by early afternoon on the 6th (Sat) to allow time for the car ride back home.

Things to do in Miami

Parks Outdoors Neighborhoods

Side Trips

Miami Beach, Shark Valley, Fairchild Tropical Botanic Garden, Wiener Museum of Decorative Arts (WMODA), JP Outfitters Inc.
Highlights from your plan
Lock & Load Miami ©
Lock & Load Miami
Shark Valley ©
Shark Valley
Fairchild Tropical Botanic Garden ©

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