53 days in Florida Itinerary

53 days in Florida Itinerary

Created using Inspirock United States trip planner

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

Route & dates

53 days in Florida Itinerary

Start: Orlando
Drive:  2​h
1
St. Augustine
— 6 nights
Drive:  2​h 45​min
2
Crystal River
— 4 nights
Drive:  4​h 30​min
3
Marco Island
— 5 nights
Drive:  30​min
4
Naples
— 5 nights
Drive:  1​h 15​min
5
Sanibel Island
— 6 nights
taxi + Fly:  3​h
6
Key West
— 7 nights
bus:  1​h 15​min
7
Marathon
— 6 nights
Drive:  45​min
8
Islamorada
— 4 nights
Drive:  2​h
9
Miami Beach
— 2 nights
Drive:  3​h 45​min
10
Orlando
— 7 nights
End: Orlando


6
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Step out of the city life by going to St. Augustine Beach and St. Augustine Alligator Farm Zoological Park. Kids will enjoy Ormond Beach and St. Augustine Wild Reserve. Go for a jaunt from St. Augustine to Flagler Beach to see Ocean Art Gallery about 54 minutes away. Spend the 11th (Sun) exploring nature at Fort Matanzas National Monument. There's much more to do: sample the fine beverages at St. Augustine Distillery, do a tasting at San Sebastian Winery, stop by Claude's Chocolate, and make a trip to St. George Street.

To find where to stay, traveler tips, more things to do, and tourist information, refer to the St. Augustine route builder site .

Orlando to St. Augustine is an approximately 2-hour car ride. You can also take a bus. Prepare for a bit cooler weather when traveling from Orlando in March: high temperatures in St. Augustine hover around 72°F and lows are around 54°F. Finish up your sightseeing early on the 15th (Thu) so you can go by car to Crystal River.

Things to do in St. Augustine

Parks Historic Sites Outdoors

Side Trip

Ormond Beach
Highlights from your plan
St. Augustine Beach ©
St. Augustine Beach
Fort Matanzas National Monument ©
Fort Matanzas National Monument

4
nights
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.
Step off the beaten path and head to Ellie Schiller Homosassa Springs Wildlife State Park and Three Sisters Springs. Step out of the city life by going to Stand-Up Paddleboarding and Scuba & Snorkeling. Explore the numerous day-trip ideas around Crystal River: Cedar Key (Cedar Key Railroad Trestle Nature Trail, Cedar Keys National Wildlife Refuge, & more). The adventure continues: get a dose of the wild on a nature and wildlife tour, identify plant and animal life at Alpaca Magic USA, and immerse yourself in nature at Rainbow Springs State Park.

To see where to stay, other places to visit, ratings, and tourist information, read our Crystal River trip site .

Drive from St. Augustine to Crystal River in 3 hours. Alternatively, you can take a bus. In March, plan for daily highs up to 73°F, and evening lows to 51°F. Wrap up your sightseeing by early afternoon on the 19th (Mon) to allow enough time to drive to Marco Island.

Things to do in Crystal River

Wildlife Parks Outdoors

Side Trips

Cedar Key, Rainbow Springs State Park, Alpaca Magic USA, Ellie Schiller Homosassa Springs Wildlife State Park
Highlights from your plan
Scuba & Snorkeling
Stand-Up Paddleboarding
Cedar Keys National Wildlife Refuge ©

5
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. Eschew the tourist crowds and head to Waterskiing & Jetskiing and Parasailing & Paragliding. You'll visit kid-friendly attractions like Nature & Wildlife Tours and Dolphin & Whale Watching. Explore Marco Island's surroundings by going to Big Cypress National Preserve (in Ochopee) and Speed Boats Tours (in Everglades City). And it doesn't end there: enjoy the sand and surf at Tigertail Beach, stroll through Keewaydin Island, see what you can catch with a fishing tour, and stop by Island Trends.

For where to stay, ratings, reviews, and tourist information, go to the Marco Island trip itinerary builder site .

You can drive from Crystal River to Marco Island in 4.5 hours. Another option is to do a combination of bus and taxi. Traveling from Crystal River in March, expect Marco Island to be a bit warmer, temps between 81°F and 62°F. Wrap up your sightseeing on the 24th (Sat) early enough to drive to Naples.

Things to do in Marco Island

Outdoors Tours Parks

Side Trips

Everglades City, Big Cypress National Preserve
Highlights from your plan
Speed Boats Tours
Waterskiing & Jetskiing
Nature & Wildlife Tours

5
nights
Naples

Naples is a city in Collier County, Florida, United States. You'll visit kid-friendly attractions like Audubon Corkscrew Swamp Sanctuary and Barefoot Beach Preserve. Get in touch with nature at Lowdermilk Beach and Clam Pass Park. Change things up with these side-trips from Naples: Bonita Springs Public Beach (in Bonita Springs) and Miromar Outlets (in Estero). Next up on the itinerary: wander the streets of Fifth Avenue South, admire nature's wide array of creatures at Naples Zoo at Caribbean Gardens, stop by Toucan's World, and get a taste of the local shopping with Waterside Shops.

To find more things to do, photos, other places to visit, and more tourist information, refer to the Naples road trip website .

Naples is just a stone's throw from Marco Island. In March, plan for daily highs up to 80°F, and evening lows to 61°F. Cap off your sightseeing on the 29th (Thu) early enough to go by car to Sanibel Island.

Things to do in Naples

Parks Outdoors Beaches

Side Trips

Bonita Springs, Miromar Outlets
Highlights from your plan
Fishing Charters & Tours
Barefoot Beach Preserve ©
Barefoot Beach Preserve
Audubon Corkscrew Swamp Sanctuary ©
Audubon Corkscrew Swamp Sanctuary

6
nights
Sanibel Island

Sanibel Island ©
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Eschew the tourist crowds and head to Bowman's Beach and Captiva Beach. Edison & Ford Winter Estates and Sanibel Island Lighthouse will appeal to history buffs. Get out of town with these interesting Sanibel Island side-trips: Six Mile Cypress Slough Preserve (in Fort Myers) and Fort Myers Beach (Parasailing & Paragliding, Fort Myers Beach, & more).

To see reviews, ratings, other places to visit, and tourist information, use the Sanibel Island trip planner .

Getting from Naples to Sanibel Island by car takes about 1.5 hours. Other options: do a combination of bus and taxi. In March, daily temperatures in Sanibel Island can reach 82°F, while at night they dip to 60°F. Wrap up your sightseeing on the 4th (Wed) to allow time to travel to Key West.

Things to do in Sanibel Island

Parks Outdoors Beaches

Side Trips

Fort Myers Beach, Fort Myers, Captiva Beach
Highlights from your plan
Fort Myers Beach ©
Fort Myers Beach
Bowman's Beach ©
Bowman's Beach
Dolphin & Whale Watching

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.
Step out of the city life by going to Dry Tortugas National Park and Waterskiing & Jetskiing. Explore hidden gems such as Dolphin & Whale Watching and Key West Lighthouse and Keeper's Quarters Museum. Next up on the itinerary: find your balance on the water with some of the best stand-up paddleboarding in the area, soothe aching muscles at some of the top local wellness centers, admire the natural beauty at Audubon House & Tropical Gardens, and paddle through the water with a kayaking and canoeing tour.

Before you visit Key West, use our trip planner to discover what you can do and see there.

You can do a combination of taxi and flight from Sanibel Island to Key West in 3 hours. Other options are to do a combination of taxi and ferry; or drive. Traveling from Sanibel Island in April, you will find days in Key West are little chillier (82°F), and nights are a bit warmer (74°F). Wrap up your sightseeing on the 11th (Wed) to allow time to drive to Marathon.

Things to do in Key West

Outdoors Tours Adventure
Highlights from your plan
Dry Tortugas National Park ©
Dry Tortugas National Park
Dolphin & Whale Watching
Scuba & Snorkeling

6
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.
Kids will appreciate attractions like Dolphin Research Center and The Turtle Hospital. Escape the urban bustle at Sombrero Beach and Scuba & Snorkeling. When in Marathon, make a side trip to see National Key Deer Refuge in Big Pine Key, approximately 36 minutes away. There's much more to do: immerse yourself in nature at Bahia Honda State Park, identify plant and animal life at Pigeon Key Foundation, see what you can catch with a fishing tour, and snap pictures at Seven Mile Bridge.

For where to stay, other places to visit, reviews, and more tourist information, go to the Marathon online trip planner .

Getting from Key West to Marathon by car takes about 1.5 hours. Other options: take a bus. In April, daily temperatures in Marathon can reach 86°F, while at night they dip to 75°F. Cap off your sightseeing on the 17th (Tue) early enough to go by car to Islamorada.

Things to do in Marathon

Parks Outdoors Wildlife

Side Trips

Big Pine Key, Sunset Park Beach
Highlights from your plan
The Turtle Hospital ©
The Turtle Hospital
Bahia Honda State Park ©
Bahia Honda State Park
Dolphin Research Center ©
Dolphin Research Center

4
nights
Islamorada

Islamorada ©
Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Do some cultural sightseeing at Michelle Nicole Lowe Art Gallery and Indian Key State Historic Site. Kids will appreciate attractions like Florida Keys Wild Bird Rehabilitation Center and Anne's Beach. And it doesn't end there: choose your vessel at Robbie's of Islamorada, explore the striking landscape at Windley Key Fossil Reef Geological State Park, take a tour by water with Spray Watersports, and glide through the air with a parasailing or paragliding tour.

To see reviews, traveler tips, photos, and other tourist information, you can read our Islamorada online route planner .

Drive from Marathon to Islamorada in an hour. Alternatively, you can take a bus. In April in Islamorada, expect temperatures between 84°F during the day and 73°F at night. Wrap up your sightseeing on the 21st (Sat) early enough to drive to Miami Beach.

Things to do in Islamorada

Outdoors Tours Parks

Side Trip

Key Largo
Highlights from your plan

2
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.
Kick off your visit on the 22nd (Sun): enjoy the sand and surf at South Beach, then admire the striking features of Art Deco Historic District, and then stroll through Hollywood Beach. Keep things going the next day: wander the streets of Collins Avenue and then take a stroll through Lincoln Road.

Inspirock's itinerary builder makes planning a Miami Beach trip simple and quick.

Getting from Islamorada to Miami Beach by car takes about 2 hours. Other options: take a bus. In April in Miami Beach, expect temperatures between 85°F during the day and 72°F at night. Wrap up your sightseeing by early afternoon on the 23rd (Mon) to allow enough time to travel to Orlando.

Things to do in Miami Beach

Parks Neighborhoods Beaches

Side Trip

Hollywood Beach
Highlights from your plan
Lincoln Road ©
Lincoln Road
Art Deco Historic District ©
Art Deco Historic District
Hollywood Beach ©
Hollywood Beach

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.
Your inner history buff will appreciate Ponce de Leon Inlet Lighthouse & Museum and Stetson Mansion. You'll visit kid-friendly attractions like Walt Disney World Resort and World of Disney. Venture out of the city with trips to Beach at Daytona Beach (in Daytona Beach) and Boxelder (in Sanford). Have a day of magic on the 27th (Fri) at Magic Kingdom Park. Pack the 29th (Sun) with family-friendly diversions at Universal's Islands of Adventure. And it doesn't end there: try out the rides at SeaWorld Orlando, get a taste of the local shopping with International Drive, stop by The LEGO Store Downtown Disney, and get some fabulous bargains at Orlando Premium Outlets - Vineland Avenue.

To see photos, ratings, and other tourist information, go to the Orlando trip itinerary builder app .

Do a combination of bus, tram, and flight from Miami Beach to Orlando in 4 hours. Alternatively, you can drive; or take a bus. Plan for slightly colder nights when traveling from Miami Beach in April since evenings lows in Orlando dip to 66°F. Finish your sightseeing early on the 30th (Mon) so you can travel back home.

Things to do in Orlando

Theme Parks Shopping Historic Sites

Side Trips

Ponce de Leon Inlet Lighthouse & Museum, Beach at Daytona Beach, Stetson Mansion
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Beach at Daytona Beach ©
Beach at Daytona Beach
Stetson Mansion ©
Stetson Mansion

Similar Plans

60 days in Florida BY A USER FROM UNITED STATES March, teens, popular sights PREFERENCES: March, teens ATTRACTION STYLE: Popular sights PACE: Medium 14 days in Florida BY A USER FROM NORWAY June, teens, relaxing, beaches, museums, wildlife, slow & easy, popular & hidden gems PREFERENCES: June, teens, relaxing, beaches, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 1 day in Florida BY A USER FROM CANADA December, teens, outdoors, beaches, shopping, fast-paced, hidden gems PREFERENCES: December, teens, outdoors, beaches, shopping ATTRACTION STYLE: Hidden gems PACE: Fast-paced 8 days in Florida BY A USER FROM UNITED STATES April, teens, beaches, wildlife, hidden gems PREFERENCES: April, teens, beaches, wildlife ATTRACTION STYLE: Hidden gems PACE: Medium 8 days in Florida BY A USER FROM CANADA February, teens, beaches, shopping, popular sights PREFERENCES: February, teens, beaches, shopping ATTRACTION STYLE: Popular sights PACE: Medium 14 days in Florida BY A USER FROM UNITED KINGDOM August, teens, culture, beaches, historic sites, shopping, fast-paced, popular sights PREFERENCES: August, teens, culture, beaches, historic sites, shopping ATTRACTION STYLE: Popular sights PACE: Fast-paced 10 days in Florida BY A USER FROM BELGIUM March, teens, popular sights PREFERENCES: March, teens ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Florida BY A USER FROM UNITED KINGDOM April, teens, relaxing, beaches, wildlife, slow & easy, popular & hidden gems PREFERENCES: April, teens, relaxing, beaches, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 7 days in Florida BY A USER FROM NEW ZEALAND May, fast-paced, popular sights PREFERENCES: May ATTRACTION STYLE: Popular sights PACE: Fast-paced 5 days in Florida BY A USER FROM UNITED STATES May, teens, popular sights PREFERENCES: May, teens ATTRACTION STYLE: Popular sights PACE: Medium 6 days in Florida BY A USER FROM UNITED STATES March, outdoors, beaches, wildlife, fast-paced, popular sights PREFERENCES: March, outdoors, beaches, wildlife ATTRACTION STYLE: Popular sights PACE: Fast-paced 5 days in Florida BY A USER FROM UNITED STATES July, teens, outdoors, relaxing, beaches, slow & easy, popular sights PREFERENCES: July, teens, outdoors, relaxing, beaches ATTRACTION STYLE: Popular sights PACE: Slow & easy
View more plans