59 days in Florida Itinerary

59 days in Florida Itinerary

Created using Inspirock Florida holiday builder

This plan was created by another user. Make it your plan

Route & dates

Start: Detroit
Fly:  5 h 15 min
1
West Palm Beach
— 2 nights
Drive:  1 h 15 min
2
Miami
— 3 nights
Drive:  1 h 15 min
3
Key Largo
— 2 nights
Drive:  45 min
4
Islamorada
— 2 nights
Drive:  45 min
5
Marathon, Florida Keys
— 4 nights
Drive:  30 min
6
Big Pine Key, Florida Keys
— 2 nights
Bus:  45 min
7
Key West
— 7 nights
Ferry:  3 h 30 min
8
Fort Myers Beach
— 2 nights
Drive:  3 h 30 min
9
Orlando
— 7 nights
Drive:  3 h
10
Amelia Island
— 3 nights
+2
Taxi + Fly + Taxi:  4 h 45 min
11
Santa Rosa Beach
— 3 nights
+2
Taxi + Fly + Taxi:  5 h 45 min
12
Vero Beach
— 2 nights
Drive:  3 h 15 min
13
Crystal River
— 3 nights
Drive:  4 h 15 min
14
Sanibel Island
— 3 nights
Drive:  1 h 15 min
15
Naples
— 3 nights
Drive:  45 min
16
Marco Island
— 3 nights
Travel:  3 h 45 min
17
Everglades National Park
— 3 nights
+2
Bus + Train + Bus:  3 h 15 min
18
Miami Beach
— 3 nights
+2
Bus + Tram + Fly:  6 h 30 min
End: Detroit

2
nights
West Palm Beach

With a warm climate and sandy stretches, it's no surprise that West Palm Beach is a popular vacation spot.
West Palm Beach is known for zoos & aquariums, shopping, and wildlife. Your plan includes some of its best attractions: take a tour by water with Boat Tours & Water Sports, browse the different shops at Rosemary Square, view the masterpieces at The Box Gallery, and stop by Downtown West Palm Beach.

To find other places to visit, traveler tips, ratings, and tourist information, you can read our West Palm Beach trip maker.

Detroit to West Palm Beach is an approximately 5.5- hour flight. You can also do a combination of flight and train; or drive. Expect a bit warmer temperatures when traveling from Detroit in August; daily highs in West Palm Beach reach 91°F and lows reach 78°F. Cap off your sightseeing on the 28th (Fri) early enough to go by car to Miami.

Things to do in West Palm Beach

Wildlife Parks Tours
Highlights from your plan
Fishing Charters & Tours
Norton Museum of Art ©
Norton Museum of Art
Okeeheelee Park ©
Okeeheelee Park

3
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.
When in Miami, make a side trip to see Boat Tours & Water Sports in Fort Lauderdale, approximately Fort Lauderdale away. There's lots more to do: have fun at Lock & Load Miami, shop like a local with Bayside Marketplace, don't miss a visit to Wynwood Walls, and see the interesting displays at Vizcaya Museum and Gardens.

To see traveler tips, maps, other places to visit, and tourist information, read our Miami journey planning site.

Drive from West Palm Beach to Miami in 1.5 hours. Alternatively, you can take a bus; or take a train. In August, daytime highs in Miami are 91°F, while nighttime lows are 78°F. Finish up your sightseeing early on the 31st (Mon) so you can go by car to Key Largo.

Things to do in Miami

Shopping Museums Tours

Side Trips

Pinecrest Gardens, Village of Merrick Park, Boat Tours & Water Sports
Highlights from your plan
Lock & Load Miami ©
Lock & Load Miami
Vizcaya Museum and Gardens ©
Vizcaya Museum and Gardens
Lock & Load Museum ©
Lock & Load Museum

2
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.
On the 1st (Tue), immerse yourself in nature at John Pennekamp Coral Reef State Park and then see some colorful creatures with a scuba or snorkeling tour. On the 2nd (Wed), you'll have a packed day of sightseeing: get up close and personal with brilliant marine life at Island Dolphin Care, look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center, then identify plant and animal life at Molasses Reef, and finally explore the gorgeous colors at Spiegel Grove.

To find maps, traveler tips, where to stay, and tourist information, read Key Largo travel route app.

You can drive from Miami to Key Largo in 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 90°F in August, and nighttime lows around 77°F. Finish up your sightseeing early on the 2nd (Wed) so you can go by car to Islamorada.

Things to do in Key Largo

Parks Wildlife Nature
Highlights from your plan
Island Dolphin Care ©
Island Dolphin Care
Scuba & Snorkeling
Spiegel Grove ©
Spiegel Grove

2
nights
Islamorada

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 3rd (Thu): get engrossed in the history at History of Diving Museum, see what you can catch with a fishing tour, and then indulge your thirst for a good beer at Islamorada Brewery & Distillery. Keep things going the next day: get a taste of the local shopping with Rain Barrel Village, look for gifts at Bella Sol Fragrance Bar and Gifts, get a taste of the local shopping with Old Road Gallery, then sample the tasty concoctions at Florida Keys Brewing Company, and finally kick back and relax at Anne's Beach.

For more things to do and more tourist information, read Islamorada sightseeing planning tool.

Islamorada is just a stone's throw from Key Largo. In September, plan for daily highs up to 90°F, and evening lows to 79°F. Finish your sightseeing early on the 4th (Fri) so you can drive to Marathon.

Things to do in Islamorada

Outdoors Tours Wildlife
Highlights from your plan
Fishing Charters & Tours
History of Diving Museum ©
History of Diving Museum
Anne's Beach ©
Anne's Beach

4
nights
Marathon, Florida Keys

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Marathon is known for wildlife, beaches, and adventure. Your plan includes some of its best attractions: see the vivid underwater world at Sombrero Reef, soothe aching muscles at some of the top local wellness centers, discover the deep blue sea with a scuba or snorkeling tour, and take in the architecture and atmosphere at San Pablo Catholic Church.

To find where to stay, photos, ratings, and other tourist information, read our Marathon online sightseeing planner.

You can drive from Islamorada to Marathon in an hour. Another option is to take a bus. Expect a daytime high around 90°F in September, and nighttime lows around 79°F. Finish up your sightseeing early on the 8th (Tue) so you can go by car to Big Pine Key.

Things to do in Marathon

Parks Wildlife Outdoors

Side Trip

Sunset Park Beach
Highlights from your plan
The Turtle Hospital ©
The Turtle Hospital
Scuba & Snorkeling
Sombrero Beach ©
Sombrero Beach

2
nights
Big Pine Key, Florida Keys

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. Start off your visit on the 9th (Wed): enjoy breathtaking views from Sugarloaf Key Bat Tower, then look for gifts at Out of the Blue Gallery, and then tour the pleasant surroundings at Bahia Honda State Park. Keep things going the next day: identify plant and animal life at Wildlife Areas, then identify plant and animal life at National Key Deer Refuge, and then identify plant and animal life at Blue Hole.

For reviews, more things to do, ratings, and more tourist information, read our Big Pine Key trip planner.

Big Pine Key is just a short distance from Marathon. In September, daytime highs in Big Pine Key are 90°F, while nighttime lows are 79°F. Finish up your sightseeing early on the 10th (Thu) so you can catch the bus to Key West.

Things to do in Big Pine Key

Parks Wildlife Outdoors

Side Trip

Sugarloaf Key Bat Tower
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
National Key Deer Refuge ©
National Key Deer Refuge
Out of the Blue Gallery ©
Out of the Blue Gallery

7
nights
Key West

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 13th (Sun) exploring nature at Dry Tortugas National Park. There's still lots to do: examine the collection at The Ernest Hemingway Home and Museum, don't miss a visit to Southernmost Point, contemplate the long history of Truman Little White House, and take in the exciting artwork at Alan S. Maltz Gallery.

For more things to do, maps, and other tourist information, refer to the Key West trip builder tool.

You can take a bus from Big Pine Key to Key West in an hour. Another option is to drive. In September, daytime highs in Key West are 88°F, while nighttime lows are 80°F. Wrap up your sightseeing on the 17th (Thu) to allow time to ride a ferry to Fort Myers Beach.

Things to do in Key West

Parks Museums Historic Sites
Highlights from your plan
Alan S. Maltz Gallery ©
Alan S. Maltz Gallery
The Ernest Hemingway Home and Museum ©
The Ernest Hemingway Home and Museum
Scuba & Snorkeling

2
nights
Fort Myers Beach

Fort Myers Beach ©
Fort Myers Beach is a town located on Estero Island in Lee County, Florida, United States. Start off your visit on the 18th (Fri): view the masterpieces at The Islander, Gift Gallery & Boutique, then admire the majestic nature at Lovers Key State Park, then get lost in a book at Fort Myers Beach Public Library, and finally get up close to creatures of the deep with a dolphin and whale watching tour. On your second day here, stroll through Fort Myers Beach, don't miss a visit to Times Square, and then take in nature's colorful creations at Edison and Ford Winter Estates.

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

Getting from Key West to Fort Myers Beach by ferry takes about 3.5 hours. Other options: do a combination of flight and bus; or drive. Traveling from Key West in September, Fort Myers Beach is a bit cooler at night with lows of 74°F. Finish your sightseeing early on the 19th (Sat) so you can drive to Orlando.

Things to do in Fort Myers Beach

Parks Wildlife Outdoors

Side Trip

Edison and Ford Winter Estates
Highlights from your plan
Fort Myers Beach ©
Fort Myers Beach
Dolphin & Whale Watching
Lovers Key State Park ©
Lovers Key State Park

7
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.
When in Orlando, make a side trip to see Boat Tours & Water Sports in Saint Cloud, approximately Saint Cloud away. There's lots more to do: get in on the family fun at Universal Orlando Resort, discover the magic at Magic Kingdom Park, laugh and play at Disney’s Hollywood Studios, and add some entertainment to your itinerary with Happily Ever After Fireworks.

To see more things to do, maps, photos, and other tourist information, read our Orlando holiday builder app.

Drive from Fort Myers Beach to Orlando in 3.5 hours. Alternatively, you can do a combination of bus and flight; or do a combination of bus and train. In September in Orlando, expect temperatures between 89°F during the day and 74°F at night. Wrap up your sightseeing on the 26th (Sat) to allow time to drive to Amelia Island.

Things to do in Orlando

Theme Parks Outdoors Beaches

Side Trips

Boat Tours & Water Sports, Charles Hosmer Morse Museum of American Art
Highlights from your plan
Universal Orlando Resort ©
Universal Orlando Resort
Universal's Islands of Adventure ©
Universal's Islands of Adventure
Walt Disney World Resort ©
Walt Disney World Resort

3
nights
Amelia Island

Amelia Island ©
The southernmost Sea Island off the coast of Florida, Amelia Island takes its name from Princess Amelia of England.
Kick off your visit on the 27th (Sun): explore the activities along Egan's Creek Park, admire the majestic nature at Fort Clinch State Park, then see the interesting displays at Fernandina Beach Pinball Museum, and finally find your balance on the water with categoryPhrases.alias.some_of_the_best_stand_up_paddleboarding_in_the_area. On the next day, get engrossed in the history at Amelia Island Museum of History, steep yourself in history at Fernandina Beach, then brush up on your knowledge of spirits at Marlin & Barrel Distillery, and finally contemplate the long history of Amelia Island Historic District.

For other places to visit, where to stay, photos, and more tourist information, use the Amelia Island trip planner.

Traveling by car from Orlando to Amelia Island takes 3 hours. Alternatively, you can do a combination of train and taxi; or take a bus. In September, daily temperatures in Amelia Island can reach 86°F, while at night they dip to 74°F. Wrap up your sightseeing by early afternoon on the 29th (Tue) to allow time for travel to Santa Rosa Beach.

Things to do in Amelia Island

Historic Sites Museums Parks
Highlights from your plan
Fort Clinch State Park ©
Fort Clinch State Park
Marlin & Barrel Distillery ©
Marlin & Barrel Distillery
Fernandina Beach ©
Fernandina Beach

3
nights
Santa Rosa Beach

Santa Rosa Beach ©
You'll find plenty of places to visit near Santa Rosa Beach: Florida Caverns State Park (in Marianna), Ponce de Leon Springs State Park (in Ponce de Leon) and Chautauqua Vineyards and Winery (in DeFuniak Springs).

For where to stay, traveler tips, maps, and more tourist information, read our Santa Rosa Beach trip itinerary maker site.

Traveling by combination of taxi and flight from Amelia Island to Santa Rosa Beach takes 5 hours. Alternatively, you can do a combination of car, flight, and taxi; or drive. The time zone difference when traveling from Amelia Island to Santa Rosa Beach is minus 1 hour. In September, daytime highs in Santa Rosa Beach are 88°F, while nighttime lows are 75°F. Finish your sightseeing early on the 2nd (Fri) to allow enough time to travel to Vero Beach.

Things to do in Santa Rosa Beach

Parks Outdoors Nature

Side Trips

Florida Caverns State Park, Ponce de Leon Springs State Park, Seaside Beach, Chautauqua Vineyards and Winery
Highlights from your plan
Florida Caverns State Park ©
Florida Caverns State Park
Fishing Charters & Tours
Ponce de Leon Springs State Park ©
Ponce de Leon Springs State Park

2
nights
Vero Beach

Vero Beach is a city in, and the seat of Indian River County, Florida, United States. Vero Beach is known for parks, wildlife, and museums. Your plan includes some of its best attractions: take a tour by water with Boat Tours & Water Sports, identify plant and animal life at Environmental Learning Center, examine the collection at McLarty Treasure Museum, and take in the waterfront at Wabasso Beach Park.

For other places to visit, more things to do, traveler tips, and tourist information, go to the Vero Beach trip website.

Traveling by combination of taxi and flight from Santa Rosa Beach to Vero Beach takes 6 hours. Alternatively, you can do a combination of car, flight, and shuttle; or drive. The time zone changes from Central Standard Time (CST) to Eastern Standard Time (EST), which is usually a 1 hour difference. In October, daytime highs in Vero Beach are 85°F, while nighttime lows are 69°F. Cap off your sightseeing on the 5th (Mon) early enough to go by car to Crystal River.

Things to do in Vero Beach

Parks Outdoors Beaches

Side Trip

Sebastian Inlet State Park
Highlights from your plan
Boat Tours & Water Sports
Sebastian Inlet State Park ©
Sebastian Inlet State Park
Environmental Learning Center ©
Environmental Learning Center

3
nights
Crystal River

Crystal River ©
The jewel of Florida's Nature Coast, Crystal River spreads around spring-fed Kings Bay, known for maintaining a constant 22 C (72 F) temperature all year long.
Start off your visit on the 6th (Tue): contemplate the waterfront views at Crystal River National Wildlife Refuge, then look for all kinds of wild species at Three Sisters Springs, and then see some colorful creatures with a scuba or snorkeling tour. On the 7th (Wed), you'll have a packed day of sightseeing: contemplate the waterfront views at Crystal River, then get engrossed in the history at Coastal Heritage Museum, then kick back and relax at Fort Island Gulf Beach, and finally immerse yourself in nature at Ellie Schiller Homosassa Springs Wildlife State Park.

To find traveler tips, photos, more things to do, and tourist information, you can read our Crystal River trip itinerary builder website.

Traveling by car from Vero Beach to Crystal River takes 3.5 hours. Alternatively, you can do a combination of taxi, bus, and train; or take a bus. Traveling from Vero Beach in October, Crystal River is little chillier at night with lows of 62°F. Wrap up your sightseeing by early afternoon on the 8th (Thu) to allow time for the car ride to Sanibel Island.

Things to do in Crystal River

Parks Wildlife Nature

Side Trips

Old Homosassa Veteran's Memorial, Ellie Schiller Homosassa Springs Wildlife State Park
Highlights from your plan
Three Sisters Springs ©
Three Sisters Springs
Scuba & Snorkeling
Old Homosassa Veteran's Memorial ©
Old Homosassa Veteran's Memorial

3
nights
Sanibel Island

Sanibel Island ©
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Sanibel Island is known for wildlife, beaches, and historic sites. Your plan includes some of its best attractions: identify plant and animal life at J.N. "Ding" Darling National Wildlife Refuge, tour the pleasant surroundings at Captiva Beach, walk around Pond Apple Park, and see what you can catch with a fishing tour.

To see traveler tips, more things to do, maps, and tourist information, you can read our Sanibel Island trip itinerary maker website.

Traveling by car from Crystal River to Sanibel Island takes 4.5 hours. Alternatively, you can do a combination of bus and taxi; or do a combination of bus, flight, and taxi. Plan for somewhat warmer nights when traveling from Crystal River in October since evenings lows in Sanibel Island dip to 70°F. Finish up your sightseeing early on the 11th (Sun) so you can go by car to Naples.

Things to do in Sanibel Island

Parks Outdoors Wildlife

Side Trip

Captiva Island
Highlights from your plan
Captiva Beach ©
Captiva Beach
J.N. ©
J.N. "Ding" Darling National Wildlife Refuge
Fishing Charters & Tours

3
nights
Naples

Naples ©
Kick off your visit on the 12th (Mon): admire the natural beauty at Naples Botanical Garden, wander the streets of Fifth Avenue South, then take a leisurely stroll along Naples Pier, and finally do a tasting at The Naples Winery. On your second day here, see the interesting displays at Revs Institute, then get to know the resident critters at Naples Zoo at Caribbean Gardens, and then kick back and relax at Lowdermilk Beach.

To see reviews, ratings, photos, and more tourist information, refer to the Naples vacation maker.

You can drive from Sanibel Island to Naples in 1.5 hours. In October, plan for daily highs up to 87°F, and evening lows to 71°F. Wrap up your sightseeing by early afternoon on the 14th (Wed) to allow time for the car ride to Marco Island.

Things to do in Naples

Parks Museums Neighborhoods
Highlights from your plan
Revs Institute ©
Revs Institute
Naples Pier ©
Naples Pier
Lowdermilk Beach ©
Lowdermilk Beach

3
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. Marco Island is known for adventure, wildlife, and beaches. Your plan includes some of its best attractions: take a tour by water with Boat Tours & Water Sports, identify plant and animal life at Capri Paddlecraft Park, look for gifts at Keep In Touch, and kick back and relax at Keewaydin Island.

For where to stay, more things to do, maps, and tourist information, go to the Marco Island road trip website.

Drive from Naples to Marco Island in an hour. In October, plan for daily highs up to 86°F, and evening lows to 68°F. Wrap up your sightseeing on the 17th (Sat) early enough to travel to Everglades National Park.

Things to do in Marco Island

Parks Outdoors Beaches
Highlights from your plan
Dolphin & Whale Watching
Capri Paddlecraft Park ©
Capri Paddlecraft Park
Xtreme Escape Game ©
Xtreme Escape Game

3
nights
Everglades National Park

Everglades National Park ©
A vast expanse of pristine wetlands, Everglades National Park holds the distinction of being the largest tropical wilderness in the U.S.
On the 18th (Sun), examine the collection at Miccosukee Indian Village and then identify plant and animal life at Shark Valley Visitor Center. On your second day here, tour the pleasant surroundings at Gumbo Limbo Trail, tour the pleasant surroundings at Anhinga Trail, and then head off the coast to Long Pine Key.

To see other places to visit, traveler tips, ratings, and tourist information, read Everglades National Park itinerary planner.

The Route module can help you plan travel from Marco Island to Everglades National Park. Plan for a bit warmer nights when traveling from Marco Island in October since evenings lows in Everglades National Park dip to 77°F. Wrap up your sightseeing by early afternoon on the 20th (Tue) to allow enough time to travel to Miami Beach.

Things to do in Everglades National Park

Parks Trails Outdoors

Side Trip

Miccosukee Indian Village
Highlights from your plan
Shark Valley Visitor Center ©
Shark Valley Visitor Center
Gumbo Limbo Trail ©
Gumbo Limbo Trail
Long Pine Key ©
Long Pine Key

3
nights
Miami Beach

Miami Beach ©
Separated by water from the neighboring city of Miami, Miami Beach sits on a barrier island between Biscayne Bay and the Atlantic Ocean.
Miami Beach is known for beaches, nightlife, and historic sites. Your plan includes some of its best attractions: enjoy the sand and surf at South Beach, browse the different shops at Lincoln Road, wander the streets of Collins Avenue, and appreciate the extensive heritage of Art Deco Historic District.

For where to stay, reviews, and other tourist information, use the Miami Beach road trip planner.

You can take a bus from Everglades National Park to Miami Beach in 3.5 hours. Alternatively, you can take a bus. Expect a daytime high around 87°F in October, and nighttime lows around 74°F. On the 23rd (Fri), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Miami Beach

Neighborhoods Shopping Parks
Highlights from your plan
Art Deco Historic District ©
Art Deco Historic District
South Beach ©
South Beach
Lincoln Road ©
Lincoln Road

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