53 days in Florida Itinerary

53 days in Florida Itinerary

Created using Inspirock Florida planner

Plan created by another user. Make it yours

Route & dates

1
Miami
— 6 nights
2
Key Largo
— 6 nights
3
Islamorada
— 6 nights
4
Marathon
— 6 nights
5
Key West
— 7 nights
6
Marco Island
— 4 nights
7
Naples
— 5 nights
8
Tampa
— 5 nights
9
Orlando
— 7 nights

6
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.
Explore the numerous day-trip ideas around Miami: Panther Ridge Conservation Center (in Wellington), Everglades National Park (Osceola panthers, Shark Valley Visitor Center, &more) and Pondhawk Natural Area (in Boca Raton). Spend the 12th (Sun) exploring nature at Everglades National Park. There's lots more to do: admire the natural beauty at Fairchild Tropical Botanic Garden, see the interesting displays at Lock & Load Museum, have fun at Lock & Load Miami, and tour the pleasant surroundings at South Beach.

To find traveler tips, where to stay, photos, and other tourist information, read Miami trip itinerary website.

Portland to Miami is an approximately 8-hour combination of bus and flight. You can also drive; or take a bus. Traveling from Portland in January, expect Miami to be warmer, temps between °F and °F. Wrap up your sightseeing on the 13th (Mon) early enough to drive to Key Largo.

Things to do in Miami

Parks Outdoors Nature

Side Trips

Everglades National Park, Miami Beach, Panther Ridge Conservation Center, Pondhawk Natural Area, Fairchild Tropical Botanic Garden
Find places to stay Jan 7 — 13:
Highlights from your plan
Panther Ridge Conservation Center ©
Panther Ridge Conservation Center
Gumbo Limbo Trail ©
Gumbo Limbo Trail
Shark Valley Visitor Center ©
Shark Valley Visitor Center

6
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.
Explore the numerous day-trip ideas around Key Largo: Anhinga Trail (in Everglades National Park) and Coffins Patch (in Key Colony Beach). There's lots more to do: identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center, take in the architecture and atmosphere at Saint Justin Martyr Catholic Church, glide through the air with a parasailing or paragliding tour, and explore the gorgeous colors at Spiegel Grove.

To find reviews, maps, other places to visit, and other tourist information, read our Key Largo travel planner.

Traveling by car from Miami to Key Largo takes 1.5 hours. Alternatively, you can take a bus. In January in Key Largo, expect temperatures between °F during the day and °F at night. Wrap up your sightseeing on the 19th (Sun) to allow time to drive to Islamorada.

Things to do in Key Largo

Wildlife Outdoors Parks

Side Trips

Anhinga Trail, Coffins Patch
Find places to stay Jan 13 — 19:
Highlights from your plan
Island Dolphin Care ©
Island Dolphin Care
Florida Keys Wild Bird Rehabilitation Center ©
Anhinga Trail ©
Anhinga Trail

6
nights
Islamorada

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
You'll find plenty of places to visit near Islamorada: Everglades National Park (Mrazek Pond & 99 Mile Wilderness Waterway). The adventure continues: see what you can catch with a fishing tour, sample the tasty concoctions at Islamorada Brewery & Distillery, get to know the fascinating history of Indian Key State Historic Site, and view the masterpieces at Old Road Gallery.

For where to stay, photos, other places to visit, and more tourist information, you can read our Islamorada trip itinerary site.

Islamorada is just a stone's throw from Key Largo. In January, daily temperatures in Islamorada can reach °F, while at night they dip to °F. Wrap up your sightseeing on the 25th (Sat) early enough to drive to Marathon.

Things to do in Islamorada

Outdoors Wildlife Tours

Side Trip

Everglades National Park
Find places to stay Jan 19 — 25:
Highlights from your plan
Fishing Charters & Tours
Lignumvitae Key Botanical State Park ©
Lignumvitae Key Botanical State Park
Indian Key State Historic Site ©
Indian Key State Historic Site

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.
Step out of Marathon with an excursion to Grimal Grove in Big Pine Key--about 30 minutes away. Next up on the itinerary: identify plant and animal life at National Key Deer Refuge, kick back and relax at Sombrero Beach, soothe aching muscles at some of the top local wellness centers, and tour the pleasant surroundings at Bahia Honda State Park.

To find other places to visit, photos, reviews, and tourist information, go to the Marathon trip builder tool.

Traveling by car from Islamorada to Marathon takes an hour. Alternatively, you can take a bus. Expect a daytime high around °F in January, and nighttime lows around °F. Cap off your sightseeing on the 31st (Fri) early enough to go by car to Key West.

Things to do in Marathon

Parks Wildlife Outdoors

Side Trips

Big Pine Key, Veterans Memorial Park
Find places to stay Jan 25 — 31:
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
National Key Deer Refuge ©
National Key Deer Refuge
Crane Point Museum & Nature Center ©
Crane Point Museum & Nature Center

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 3rd (Mon) exploring nature at Dry Tortugas National Park. Next up on the itinerary: see the interesting displays at The Ernest Hemingway Home and Museum, take a leisurely stroll along Mallory Square, look for all kinds of wild species at Key West Butterfly & Nature Conservatory, and discover the deep blue sea with a scuba or snorkeling tour.

For more things to do, maps, reviews, and tourist information, read Key West trip builder site.

Drive from Marathon to Key West in 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around °F in January, and nighttime lows around °F. Wrap up your sightseeing on the 7th (Fri) to allow time to ride a ferry to Marco Island.

Things to do in Key West

Outdoors Parks Wildlife
Find places to stay Jan 31 — Feb 7:
Highlights from your plan
Alan S. Maltz Gallery ©
Alan S. Maltz Gallery
The Ernest Hemingway Home and Museum ©
The Ernest Hemingway Home and Museum
Key West Butterfly & Nature Conservatory ©

4
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. Explore Marco Island's surroundings by going to Kirby Storter Roadside Park (in Ochopee) and Speed Boats Tours (in Everglades City). The adventure continues: see majestic marine mammals with a dolphin and whale watching tour, walk around Frank E. Mackle Park, take an in-depth tour of Marco Island Historical Museum, and fly like a bird with a parasailing or paragliding tour.

Start your trip to Marco Island by creating a personalized itinerary on Inspirock.

You can ride a ferry from Key West to Marco Island in 3.5 hours. Another option is to drive. Traveling from Key West in February, Marco Island is a bit cooler at night with lows of °F. Cap off your sightseeing on the 11th (Tue) early enough to go by car to Naples.

Things to do in Marco Island

Outdoors Tours Wildlife

Side Trips

Kirby Storter Roadside Park, Speed Boats Tours
Find places to stay Feb 7 — 11:
Highlights from your plan
Dolphin & Whale Watching
Waterskiing & Jetskiing
Stand-Up Paddleboarding

5
nights
Naples

Naples ©
Venture out of the city with trips to List Distillery (in Fort Myers), Sanibel Island (Sanibel Island Farmer's Market, J.N. "Ding" Darling National Wildlife Refuge, &more) and Captain Jack Boat Tours (in Matlacha).

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

Drive from Marco Island to Naples in an hour. In February, daily temperatures in Naples can reach °F, while at night they dip to °F. Wrap up your sightseeing on the 16th (Sun) early enough to drive to Tampa.

Things to do in Naples

Wildlife Outdoors Tours

Side Trips

Sanibel Island, List Distillery, Captain Jack Boat Tours
Find places to stay Feb 11 — 16:
Highlights from your plan
Captain Jack Boat Tours ©
Captain Jack Boat Tours
Dolphin & Whale Watching
Revs Institute ©
Revs Institute

5
nights
Tampa

Tampa ©
Tampa ranks among the country's most livable cities, attracting newcomers with its growing economy and status as a major port on the Gulf of Mexico.
Get out of town with these interesting Tampa side-trips: Scuba & Snorkeling (in Crystal River), Sarasota (Ted Sperling Park, Sarasota National Cemetery, &more) and St. Petersburg (Duncan McClellan Gallery & Imagine Museum). And it doesn't end there: learn about winemaking at Murielle Winery, take a tour by water with Boat Tours & Water Sports, find something for the whole family at Busch Gardens Tampa Bay, and enjoy some diversion at Tampa Bay Sporting Clays and Archery.

To find where to stay, traveler tips, maps, and other tourist information, read Tampa day trip site.

Drive from Naples to Tampa in 3 hours. Alternatively, you can take a bus. Expect a daytime high around °F in February, and nighttime lows around °F. Cap off your sightseeing on the 21st (Fri) early enough to go by car to Orlando.

Things to do in Tampa

Outdoors Tours Wildlife

Side Trips

Sarasota, St. Petersburg, Scuba & Snorkeling, Murielle Winery, Tampa Bay Sporting Clays and Archery
Find places to stay Feb 16 — 21:
Highlights from your plan
Murielle Winery ©
Murielle Winery
Scuba & Snorkeling
Siesta Key Rum ©
Siesta Key Rum

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.
Have a day of magic on the 28th (Fri) at Epcot. Next up on the itinerary: discover the magic at Walt Disney World Resort, admire the masterpieces at Charles Hosmer Morse Museum of American Art, try out the rides at Disney’s Hollywood Studios, and get in on the family fun at SeaWorld.

For traveler tips, other places to visit, photos, and other tourist information, refer to the Orlando trip planner.

You can drive from Tampa to Orlando in 1.5 hours. Other options are to take a bus; or take a train. In February, daily temperatures in Orlando can reach °F, while at night they dip to °F. Finish your sightseeing early on the 28th (Fri) so you can travel back home.

Things to do in Orlando

Theme Parks Parks Outdoors

Side Trip

Charles Hosmer Morse Museum of American Art
Find places to stay Feb 21 — 28:
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

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