28 days in Florida Itinerary

28 days in Florida Itinerary

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Route & dates

28 days in Florida Itinerary

Start: Phoenix
Drive:  7​h 30​min
1
Tampa
— 1 night
Drive:  3​h
2
Naples
— 4 nights
Drive:  5​h 15​min
3
Key West
— 4 nights
bus:  1​h 15​min
4
Marathon
— 4 nights
Drive:  45​min
5
Islamorada
— 4 nights
Drive:  45​min
6
Key Largo
— 4 nights
Drive:  1​h 30​min
7
Miami Beach
— 4 nights
Drive:  39​h
End: Phoenix

1
night
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.
Kick off your visit on the 29th (Sun): pause for some photo ops at 9/11 Fallen Heroes Memorial.

To find ratings, where to stay, traveler tips, and other tourist information, go to the Tampa online visit planner .

Phoenix to Tampa is an approximately 7.5-hour flight. You can also do a combination of flight and train; or drive. The time zone difference when traveling from Phoenix to Tampa is 2 hours. Plan for a bit warmer temperatures traveling from Phoenix in December, with highs in Tampa at 78°F and lows at 61°F. Finish your sightseeing early on the 30th (Mon) to allow enough time to drive to Naples.

4
nights
Naples

Naples is a city in Collier County, Florida, United States. Explore Naples' surroundings by going to Edison and Ford Winter Estates (in Fort Myers), Fort Myers Beach (in Fort Myers Beach) and Lorne's Art Gallery (in Cape Coral). There's lots more to do: cast your line with a fishing tour, learn about winemaking at The Naples Winery, get some thrills out on the water with a waterskiing or jet-skiing adventure, and take in the waterfront at Naples Pier.

To see traveler tips, where to stay, more things to do, and other tourist information, you can read our Naples travel planner.

Traveling by car from Tampa to Naples takes 3 hours. Alternatively, you can take a bus. In December in Naples, expect temperatures between 80°F during the day and 63°F at night. Wrap up your sightseeing on the 3rd (Fri) to allow time to travel to Key West.

Things to do in Naples

Wildlife Outdoors Parks

Side Trips

Fort Myers Beach, Edison and Ford Winter Estates, Waterskiing & Jetskiing, J.N. "Ding" Darling National Wildlife Refuge, Lorne's Art Gallery
Highlights from your plan
Dolphin & Whale Watching
Waterskiing & Jetskiing
Fishing Charters & Tours

4
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 6th (Mon) exploring nature at Dry Tortugas National Park. There's lots more to do: see the interesting displays at The Ernest Hemingway Home and Museum, admire the natural beauty at Audubon House & Tropical Gardens, look for all kinds of wild species at Key West Butterfly & Nature Conservatory, and don't miss a visit to Southernmost Point.

To see ratings, more things to do, where to stay, and tourist information, read Key West travel route planner .

You can ride a ferry from Naples to Key West in 3 hours. Alternatively, you can drive; or take a bus. Traveling from Naples in January, Key West is somewhat warmer at night with lows of 66°F. Cap off your sightseeing on the 7th (Tue) early enough to catcht the bus to Marathon.

Things to do in Key West

Parks Nature Museums
Highlights from your plan
The Ernest Hemingway Home and Museum ©
Mallory Square ©
Mallory Square

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.
Explore Marathon's surroundings by going to Big Pine Key (Artists in Paradise Gallery & National Key Deer Refuge). There's still lots to do: immerse yourself in nature at Bahia Honda State Park, take in the architecture and atmosphere at San Pablo Catholic Church, identify plant and animal life at Crane Point Museum & Nature Center, and snap pictures at Seven Mile Bridge.

To see traveler tips, photos, more things to do, and tourist information, use the Marathon trip itinerary builder app .

Traveling by bus from Key West to Marathon takes 1.5 hours. Alternatively, you can drive. In January, daytime highs in Marathon are 77°F, while nighttime lows are 66°F. Finish your sightseeing early on the 11th (Sat) to allow enough time to drive to Islamorada.

Things to do in Marathon

Outdoors Wildlife Parks

Side Trip

Big Pine Key
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
National Key Deer Refuge ©
National Key Deer Refuge
Gemini Dream Charters ©
Gemini Dream Charters

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: see what you can catch with a fishing tour, indulge your thirst for a good beer at Islamorada Brewery & Distillery, kick back and relax at Anne's Beach, and head outdoors with A Lil' Tail Charters.

To find reviews, ratings, more things to do, and other tourist information, use the Islamorada trip planner .

Drive from Marathon to Islamorada in an hour. Alternatively, you can take a bus. In January in Islamorada, expect temperatures between 77°F during the day and 66°F at night. Finish your sightseeing early on the 15th (Wed) so you can drive to Key Largo.

Things to do in Islamorada

Outdoors Tours Wildlife
Highlights from your plan
Fishing Charters & Tours
Lignumvitae Key Botanical State Park ©
A  Lil' Tail Charters ©
A Lil' Tail Charters

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.
Get out of town with these interesting Key Largo side-trips: Anhinga Trail (in Everglades National Park) and Homestead (Coral Castle & Everglades Alligator Farm). Next up on the itinerary: look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center, explore the landscape on two wheels at Florida Keys Visitor Center, paddle through the water with a kayaking and canoeing tour, and see the vivid underwater world at Spiegel Grove.

For ratings, traveler tips, maps, and more tourist information, use the Key Largo route app .

Traveling by car from Islamorada to Key Largo takes an hour. Alternatively, you can do a combination of bus and taxi. Traveling from Islamorada in January, you can expect nighttime temperatures to be little chillier in Key Largo, with lows of 61°F. Wrap up your sightseeing on the 19th (Sun) to allow time to drive to Miami Beach.

Things to do in Key Largo

Wildlife Parks Outdoors

Side Trips

Homestead, Anhinga Trail
Highlights from your plan
Scuba & Snorkeling
Anhinga Trail ©
Anhinga Trail

4
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.
Explore the numerous day-trip ideas around Miami Beach: Fairchild Tropical Botanic Garden (in Coral Gables) and Shark Valley Visitor Center (in Everglades National Park). Next up on the itinerary: kick back and relax at South Beach, take a stroll through Collins Avenue, have fun at Lock & Load Miami, and get to know the fascinating history of Art Deco Historic District.

To find photos, ratings, where to stay, and more tourist information, refer to the Miami Beach road trip planning app .

You can drive from Key Largo to Miami Beach in 1.5 hours. Another option is to take a bus. In January, daytime highs in Miami Beach are 77°F, while nighttime lows are 63°F. Wrap up your sightseeing on the 23rd (Thu) early enough to travel back home.

Things to do in Miami Beach

Neighborhoods Parks Shopping

Side Trips

Miami, Fairchild Tropical Botanic Garden, Shark Valley Visitor Center
Highlights from your plan
Lock & Load Museum ©
Lock & Load Museum
Shark Valley Visitor Center ©
Shark Valley Visitor Center
Fairchild Tropical Botanic Garden ©
Fairchild Tropical Botanic Garden

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