33 days in Florida Itinerary

33 days in Florida Itinerary

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Route & dates

33 days in Florida Itinerary

Start: Sao Paulo
Fly:  12​h 45​min
1
Orlando
— 3 nights
Drive:  2​h
2
St. Augustine
— 4 nights
Drive:  5​h 30​min
3
Panama City Beach
— 2 nights
Fly:  5​h 30​min
4
Sanibel Island
— 3 nights
Drive:  1​h 15​min
5
Naples
— 3 nights
Drive:  2​h 15​min
6
Miami Beach
— 3 nights
+2
Drive + Fly + Drive:  4​h 15​min
7
Anna Maria, Anna Maria Island
— 2 nights
Drive + Fly:  4​h 15​min
8
Key West
— 5 nights
bus:  1​h 15​min
9
Marathon
— 3 nights
shuttle + Fly:  14​h
End: Sao Paulo

3
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.
Discover out-of-the-way places like Stetson Mansion and Beach at Daytona Beach. Shop till you drop at Orlando Premium Outlets - Vineland Avenue and Lake Buena Vista Factory Stores. Change things up with these side-trips from Orlando: Dunlawton Sugar Mill Gardens (in Port Orange) and Ponce de Leon Inlet Lighthouse & Museum (in Ponce Inlet). Pack the 1st (Sat) with family-friendly diversions at Walt Disney World Resort. There's more to do: wander the streets of International Drive and discover the magic at World of Disney.

To find ratings, traveler tips, where to stay, and tourist information, go to the Orlando driving holiday planner.

Sao Paulo, Brazil to Orlando is an approximately 13-hour flight. You can also do a combination of bus and flight; or do a combination of flight and bus. The time zone difference moving from Brasilia Time to Eastern Standard Time is minus 2 hours. November in Orlando sees daily highs of 30°C and lows of 19°C at night. Finish your sightseeing early on the 1st (Sat) so you can drive to St. Augustine.

Things to do in Orlando

Theme Parks Shopping Historic Sites

Side Trips

Beach at Daytona Beach, Dunlawton Sugar Mill Gardens, Stetson Mansion, Ponce de Leon Inlet Lighthouse & Museum
Highlights from your plan
Stetson Mansion ©
Stetson Mansion
Beach at Daytona Beach ©
Beach at Daytona Beach
Ponce de Leon Inlet Lighthouse & Museum ©

4
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. You'll explore the less-touristy side of things at St. Augustine Beach and The Lightner Museum. Shop till you drop at Claude's Chocolate and Faux Paws. Spend the 5th (Wed) exploring nature at Fort Matanzas National Monument. Next up on the itinerary: see the interesting displays at St. Augustine Pirate & Treasure Museum, look for gifts at Market to Market, admire all the interesting features of Flagler College, and contemplate in the serene atmosphere at Cathedral Basilica of St. Augustine.

For traveler tips, where to stay, and other tourist information, you can read our St. Augustine trip planner .

You can drive from Orlando to St. Augustine in 2 hours. Alternatively, you can take a bus. Expect little chillier weather when traveling from Orlando in December: highs in St. Augustine hover around 24°C, while lows dip to 15°C. Finish up your sightseeing early on the 5th (Wed) so you can go by car to Panama City Beach.

Things to do in St. Augustine

Parks Historic Sites Nature
Highlights from your plan
St. Augustine Beach ©
St. Augustine Beach
Cathedral Basilica of St. Augustine ©
Lightner Museum ©
Lightner Museum

2
nights
Panama City Beach

Panama City Beach ©
Boasting 43 km (27 mi) of white sandy beaches and plenty of sunshine, Panama City Beach is an ideal choice for a relaxing holiday.
Do some cultural sightseeing at Frost Pottery Garden and Panama City Beach Winery. Head to Pier Park and For the Health of Itfor plenty of shopping. Explore Panama City Beach's surroundings by going to Waterfront Gifts and Art (in Miramar Beach), Fusion Art Glass Gallery (in Seaside) and The Blue Giraffe (in Santa Rosa Beach). There's lots more to do: stop by Little Village, shop like a local with Panama City CENTER for the ARTS, and take a stroll around Marina Civic Center.

To see other places to visit, where to stay, maps, and other tourist information, read our Panama City Beach tour itinerary builder website .

Traveling by car from St. Augustine to Panama City Beach takes 5.5 hours. Alternatively, you can do a combination of bus and taxi; or do a combination of bus, flight, and taxi. Traveling from St. Augustine in December, you can expect nighttime temperatures to be a bit cooler in Panama City Beach, with lows of 11°C. Cap off your sightseeing on the 8th (Sat) early enough to travel to Sanibel Island.

Things to do in Panama City Beach

Shopping Museums Wineries

Side Trips

Panama City, Santa Rosa Beach, Mexico Beach, Waterfront Gifts and Art, Fusion Art Glass Gallery
Highlights from your plan
Panama City Beach Winery ©
Panama City Beach Winery
Pier Park ©
Pier Park
Frost Pottery Garden ©
Frost Pottery Garden

3
nights
Sanibel Island

Sanibel Island ©
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Head to Sanibel Seashell Industries and Sanibel Island Farmer's Marketfor plenty of shopping. You'll enjoy a bit of beach vacationing at Bowman's Beach and Captiva Beach. Venture out of the city with trips to Fort Myers Beach (Dolphin & Whale Watching & Fort Myers Beach). The adventure continues: examine the collection at The Bailey-Matthews National Shell Museum, stop by Suncatchers' Dream Gift Shop, look for all kinds of wild species at In The Garden, and buy something for everyone on your list at Periwinkle Place.

To see traveler tips, maps, ratings, and other tourist information, you can read our Sanibel Island trip tool .

Traveling by combination of taxi and flight from Panama City Beach to Sanibel Island takes 5.5 hours. Alternatively, you can drive; or do a combination of taxi and bus. Traveling from Panama City Beach in December, things will get a bit warmer in Sanibel Island: highs are around 31°C and lows about 19°C. Wrap up your sightseeing on the 12th (Wed) to allow time to drive to Naples.

Things to do in Sanibel Island

Outdoors Shopping Parks

Side Trips

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

3
nights
Naples

Naples ©
Naples is a city in Collier County, Florida, United States. You'll discover tucked-away gems like Fifth Avenue South and Audubon Corkscrew Swamp Sanctuary. Head to Miromar Outlets and South Naples Citrus Grovefor plenty of shopping. Step out of Naples with an excursion to Barefoot Beach Preserve in Bonita Springs--about 36 minutes away. The adventure continues: wander the streets of Third Street South, look for gifts at Toucan's World, and don't miss a visit to Waterside Shops.

To see other places to visit, maps, reviews, and tourist information, read our Naples trip planner.

Traveling by car from Sanibel Island to Naples takes 1.5 hours. Alternatively, you can do a combination of taxi and bus. In December, daytime highs in Naples are 31°C, while nighttime lows are 20°C. Wrap up your sightseeing on the 15th (Sat) to allow time to drive to Miami Beach.

Things to do in Naples

Shopping Wildlife Parks

Side Trips

Barefoot Beach Preserve, Miromar Outlets
Highlights from your plan
Miromar Outlets ©
Miromar Outlets
Barefoot Beach Preserve ©
Barefoot Beach Preserve
Corkscrew Swamp ©
Corkscrew Swamp

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.
Your cultural itinerary includes sights like Lincoln Road and Art Deco Historic District. You'll discover tucked-away gems like Collins Avenue and DSW Shoe Warehouse. Explore Miami Beach's surroundings by going to Hollywood Beach (in Hollywood), E Las Olas Blvd (in Fort Lauderdale) and Aventura Mall (in Aventura). The adventure continues: get a taste of the local shopping with Espanola Way.

To find traveler tips, more things to do, reviews, and other tourist information, read our Miami Beach travel planning website .

You can drive from Naples to Miami Beach in 2.5 hours. Other options are to take a bus; or take a bus. Expect a daytime high around 32°C in December, and nighttime lows around 23°C. Finish up your sightseeing early on the 18th (Tue) so you can travel to Anna Maria.

Things to do in Miami Beach

Shopping Neighborhoods Historic Sites

Side Trips

Aventura, E Las Olas Blvd, Hollywood Beach, Bal Harbour Shops
Highlights from your plan
Aventura Mall ©
Aventura Mall
Hollywood Beach ©
Hollywood Beach
Art Deco Historic District ©
Art Deco Historic District

2
nights
Anna Maria, Anna Maria Island

Anna Maria ©
Anna Maria, is a city in Manatee County, Florida, United States. On the 19th (Wed), stop by Bridge Street Bazaar, hunt for treasures at Beach Market at Coquina Beach, stop by Anna Maria Rocks, then look for gifts at Three Island Monkeys, then stop by AMI Outfitters Coastal Gear & Apparel, and finally look for gifts at Olive Oil Outpost. Get ready for a full day of sightseeing on the 20th (Thu): stroll through Holmes Beach and then enjoy the sand and surf at Bean Point.

For more things to do, maps, traveler tips, and other tourist information, you can read our Anna Maria online trip planner .

The Route module can help you plan travel from Miami Beach to Anna Maria. Traveling from Miami Beach in December, you can expect nighttime temperatures to be a bit cooler in Anna Maria, with lows of 17°C. Finish your sightseeing early on the 20th (Thu) so you can travel to Key West.

Things to do in Anna Maria

Shopping Parks Outdoors

Side Trips

Anna Maria Island, Bradenton Beach
Highlights from your plan
Olive Oil Outpost ©
Olive Oil Outpost
Bean Point ©
Bean Point

5
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 off the beaten path and head to Dry Tortugas National Park and Peppers of Key West. Key West Lighthouse and Keeper's Quarters Museum and The Ernest Hemingway Home and Museum are good opportunities to explore the local culture. The adventure continues: examine the collection at Mel Fisher Maritime Heritage Museum, look for gifts at Uva Wine Shop & Bar, get up close to creatures of the deep with a dolphin and whale watching tour, and view the masterpieces at Rock House Masterpieces.

For where to stay, ratings, more things to do, and more tourist information, use the Key West vacation maker .

Use the Route module to find suitable travel options from Anna Maria to Key West. Plan for a bit warmer nights when traveling from Anna Maria in December since evenings lows in Key West dip to 25°C. Finish up your sightseeing early on the 25th (Tue) so you can catcht the bus to Marathon.

Things to do in Key West

Shopping Museums Outdoors
Highlights from your plan
Dry Tortugas National Park ©
Dry Tortugas National Park
Dolphin & Whale Watching
The Ernest Hemingway Home and Museum ©

3
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.
Satisfy your inner culture vulture at Old Road Gallery and Artists in Paradise Gallery. Shop till you drop at Out of the Blue Gallery and Ocean Gardens. Explore the numerous day-trip ideas around Marathon: Islamorada (Latitude 25 Clothing Company & Bella Sol Fragrance Bar and Gifts). And it doesn't end there: look for all kinds of wild species at The Turtle Hospital, stop by Christina's Consignment Boutique, immerse yourself in nature at Bahia Honda State Park, and tour the pleasant surroundings at Sombrero Beach.

For other places to visit, maps, more things to do, and tourist information, read Marathon trip planner .

Take a bus from Key West to Marathon in 1.5 hours. Alternatively, you can drive. In December, plan for daily highs up to 31°C, and evening lows to 25°C. Finish your sightseeing early on the 28th (Fri) so you can travel back home.

Things to do in Marathon

Parks Shopping Outdoors

Side Trips

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

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