33 days in Florida Itinerary

33 days in Florida Itinerary

Created using Inspirock Florida route maker

Plan created by another user. Make it yours

Route & dates

1
Orlando
— 3 nights
2
St. Augustine
— 4 nights
3
Panama City Beach
— 2 nights
4
Sanibel Island
— 3 nights
5
Naples
— 3 nights
6
Miami Beach
— 3 nights
7
Anna Maria, Anna Maria Island
— 2 nights
8
Key West
— 5 nights
9
Marathon
— 3 nights

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.
You'll explore the less-touristy side of things at Stetson Mansion and Orlando Vineland Premium Outlets. Get some cultural insight at Ponce de Leon Inlet Lighthouse & Museum and Dunlawton Sugar Mill Gardens. Change things up with a short trip to Beach at Daytona Beach in Daytona Beach (about 1h 10 min away). Have a day of magic on the 1st (Sat) at Walt Disney World Resort. There's still lots to do: get some fabulous bargains at Lake Buena Vista Factory Stores, make an unforgettable trip to World of Disney, and take a stroll through International Drive.

To see traveler tips, ratings, other places to visit, and tourist information, read our Orlando online trip builder.

Sao Paulo, Brazil to Orlando is an approximately 12.5-hour flight. The time zone difference moving from Brasilia Standard Time to Eastern Standard Time is minus 2 hours. In November, daytime highs in Orlando are 30°C, while nighttime lows are 19°C. Finish your sightseeing early on the 1st (Sat) to allow enough time to drive to St. Augustine.

Things to do in Orlando

Theme Parks · Shopping · Historic Sites

Side Trips

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

4
nights
St. Augustine

St. Augustine ©
St. Discover out-of-the-way places like St. Augustine Beach and St. Augustine Alligator Farm Zoological Park. Satisfy your inner culture vulture at Cathedral Basilica of St. Augustine and Lightner Museum. Spend the 5th (Wed) exploring nature at Fort Matanzas National Monument. And it doesn't end there: make a trip to St. George Street, examine the collection at The Ximenez-Fatio House, look for gifts at So Mermazing, and deepen your understanding at Flagler College.

To see other places to visit, more things to do, traveler tips, and other tourist information, go to the St. Augustine vacation planning site.

Getting from Orlando to St. Augustine by car takes about 2 hours. Other options: take a bus. When traveling from Orlando in December, plan for slightly colder days and about the same nights in St. Augustine: temperatures range from 24°C by day to 15°C at night. Finish your sightseeing early on the 5th (Wed) so you can drive 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 ©
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.
Satisfy your inner culture vulture at Panama City Beach Winery and Fusion Art Glass Gallery. Do your shopping at Pier Park and Frost Pottery Garden. You'll find plenty of places to visit near Panama City Beach: Shell Shack (in Mexico Beach), Waterfront Gifts and Art (in Miramar Beach) and Santa Rosa Beach (For the Health of It & The Blue Giraffe). The adventure continues: view the masterpieces at Panama City CENTER for the ARTS, look for gifts at Emerald Coast Olive Oil, and get into the urban bustle at Marina Civic Center.

To find traveler tips, where to stay, more things to do, and other tourist information, read Panama City Beach holiday maker site.

You can drive from St. Augustine to Panama City Beach in 5.5 hours. Another option is to fly. Traveling from St. Augustine in December, you can expect nighttime temperatures to be little chillier in Panama City Beach, with lows of 11°C. Wrap up 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, Mexico Beach, Santa Rosa Beach, Fusion Art Glass Gallery, Waterfront Gifts and Art
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.
Give yourself a bit of retail therapy at Sanibel Island Farmer's Market and Suncatchers' Dream Gift Shop. Eschew the tourist crowds and head to Dolphin & Whale Watching and Captiva Beach. When in Sanibel Island, make a side trip to see Fort Myers Beach in Fort Myers Beach, approximately Fort Myers Beach away. And it doesn't end there: enjoy the sand and surf at Bowman's Beach, examine the collection at The Bailey-Matthews National Shell Museum, stop by Finnimore's Cycle Shop, and buy something for everyone on your list at Periwinkle Place.

Find out how to plan Sanibel Island trip without stress by asking Inspirock to help create an itinerary.

You can fly from Panama City Beach to Sanibel Island in 7.5 hours. Alternatively, you can drive. Traveling from Panama City Beach in December, things will get somewhat warmer in Sanibel Island: highs are around 31°C and lows about 19°C. Finish your sightseeing early on the 12th (Wed) to allow enough 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
Captiva Beach ©
Captiva Beach
Dolphin & Whale Watching

3
nights
Naples

Naples ©
Do your shopping at Third Street South and Fifth Avenue South. Discover out-of-the-way places like Barefoot Beach Preserve and Miromar Outlets between Naples & Fort Myers.

For photos, maps, other places to visit, and more tourist information, read our Naples online road trip planner.

Drive from Sanibel Island to Naples in 1.5 hours. In December, plan for daily highs up to 31°C, and evening lows to 20°C. Finish your sightseeing early on the 15th (Sat) to allow enough time to drive to Miami Beach.

Things to do in Naples

Shopping · Parks · Wildlife

Side Trips

Barefoot Beach Preserve, Miromar Outlets between Naples & Fort Myers
Highlights from your plan
Fifth Avenue South ©
Fifth Avenue South
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.
Head to Aventura Mall and Bal Harbour Shopsfor plenty of shopping. Explore hidden gems such as Hollywood Beach and Art Deco Historic District. Step out of Miami Beach with an excursion to E Las Olas Blvd in Fort Lauderdale--about 48 minutes away. There's still lots to do: make a trip to Collins Avenue, tour the pleasant surroundings at Lincoln Road, stop by DSW Shoe Warehouse, and stop by Espanola Way.

To find ratings, reviews, maps, and tourist information, use the Miami Beach attractions planner.

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

Things to do in Miami Beach

Shopping · Neighborhoods · Parks

Side Trips

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

2
nights
Anna Maria, Anna Maria Island

Anna Maria ©
Anna Maria, is a city in Manatee County, Florida, United States. On the 19th (Wed), look for gifts at Bridge Street Bazaar, walk around Beach Market at Coquina Beach, stop by Anna Maria Rocks, look for gifts at Three Island Monkeys, then stop by AMI Outfitters Coastal Gear & Men's Apparel, and finally look for gifts at Olive Oil Outpost. On the 20th (Thu), you'll have a packed day of sightseeing: kick back and relax at Holmes Beach and then enjoy the sand and surf at Bean Point.

For photos, other places to visit, and tourist information, refer to the Anna Maria attractions site.

Traveling by car from Miami Beach to Anna Maria takes 4.5 hours. Alternatively, you can take a bus; or fly. Traveling from Miami Beach in December, plan for slightly colder nights in Anna Maria, with lows around 17°C. Wrap up your sightseeing on the 20th (Thu) to allow time to travel to Key West.

Things to do in Anna Maria

Outdoors · Parks · Beaches

Side Trips

Anna Maria Island, Bradenton Beach
Highlights from your plan
Beach Market at Coquina Beach ©
Beach Market at Coquina Beach
Bean Point ©
Bean Point
AMI Outfitters Coastal Gear & Men's Apparel ©

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.
Get a sense of the local culture at The Ernest Hemingway Home and Museum and Mel Fisher Maritime Heritage Museum. Explore hidden gems such as Dry Tortugas National Park and Little Switzerland. And it doesn't end there: take a memorable tour with Tours, get a new perspective on things with Boat Tours & Water Sports, look for gifts at Uva Wine Shop & Bar, and enjoy the sea views from Key West Lighthouse and Keeper's Quarters Museum.

For where to stay, photos, other places to visit, and other tourist information, read our Key West road trip planning site.

Fly from Anna Maria to Key West in 7.5 hours. Alternatively, you can drive; or do a combination of bus, taxi, and ferry. Expect a bit warmer evenings in Key West when traveling from Anna Maria in December, with lows around 25°C. Wrap up your sightseeing on the 25th (Tue) early enough to drive 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 ©
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.
You'll explore the less-touristy side of things at The Turtle Hospital and Ocean Gardens. You'll get in some beach time at Bahia Honda State Park and Sombrero Beach. Venture out of the city with trips to Islamorada (Latitude 25 Clothing Company, Old Road Gallery, &more) and Big Pine Key (Out of the Blue Gallery & Artists in Paradise Gallery). There's more to do: look for all kinds of wild species at Dolphin Research Center and stop by Bayshore Clothing.

To find more things to do, traveler tips, reviews, and more tourist information, use the Marathon online journey planner.

You can drive from Key West to Marathon in 1.5 hours. Alternatively, you can take a bus. In December, daily temperatures in Marathon can reach 31°C, while at night they dip to 25°C. Finish your sightseeing early on the 28th (Fri) to allow enough time to travel back home.

Things to do in Marathon

Parks · Shopping · Outdoors

Side Trips

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

Similar plans

37 days in United States & Cabo San Lucas BY A USER FROM AUSTRALIA November, relaxing, beaches, historic sites, shopping, slow & easy, popular sights Preferences: November, relaxing, beaches, historic sites, shopping Attraction style: Popular sights Pace: Slow & easy 35 days in Appin & Florida BY A USER FROM CANADA February, popular sights Preferences: February Attraction style: Popular sights Pace: Medium 32 days in Florida BY A USER FROM PORTUGAL July, outdoors, wildlife, popular sights Preferences: July, outdoors, wildlife Attraction style: Popular sights Pace: Medium 11 days in Florida BY A USER FROM UNITED KINGDOM July, teens, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights Preferences: July, teens, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular sights Pace: Medium 6 days in Florida BY A USER FROM UNITED STATES November, teens, outdoors, relaxing, beaches, shopping, fast-paced, popular sights Preferences: November, teens, outdoors, relaxing, beaches, shopping Attraction style: Popular sights Pace: Fast-paced 6 days in Florida BY A USER FROM UNITED STATES March, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular sights Preferences: March, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular sights Pace: Medium 22 days in Florida BY A USER FROM UNITED STATES December, teens, kids, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems Preferences: December, teens, kids, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Medium 31 days in United States BY A USER FROM INDONESIA October, culture, relaxing, historic sites, museums, shopping, fast-paced, popular sights Preferences: October, culture, relaxing, historic sites, museums, shopping Attraction style: Popular sights Pace: Fast-paced 32 days in Florida BY A USER FROM AUSTRALIA October, popular sights Preferences: October Attraction style: Popular sights Pace: Medium 60 days in Florida BY A USER FROM AUSTRALIA October, popular sights Preferences: October Attraction style: Popular sights Pace: Medium 60 days in Florida BY A USER FROM AUSTRALIA September, popular sights Preferences: September Attraction style: Popular sights Pace: Medium 18 days in Florida & Nassau BY A USER FROM GREECE January, kids, outdoors, relaxing, beaches, shopping, popular sights Preferences: January, kids, outdoors, relaxing, beaches, shopping Attraction style: Popular sights Pace: Medium
See more plans