21 days in United States Itinerary

21 days in United States Itinerary

Created using Inspirock United States Trip Planner

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Route & dates

21 days in United States Itinerary

Start: Sao Paulo
Fly:  14​h 45​min
1
New Orleans
— 4 nights
Fly + shuttle:  6​h 30​min
2
Islamorada
— 2 nights
Drive:  45​min
3
Marathon
— 2 nights
bus:  1​h 15​min
4
Key West
— 2 nights
Fly + taxi:  2​h 45​min
5
Sanibel Island
— 2 nights
Drive:  1​h 30​min
6
Marco Island
— 2 nights
Drive:  2​h 15​min
7
Miami
— 5 nights
Fly:  12​h
End: Sao Paulo

4
nights
New Orleans

New Orleans ©
Known for its Creole cuisine, rich musical tradition, and nearby swamps and plantations, New Orleans is one of the nation's oldest cities.
You'll explore and learn at Whitney Plantation and New Orleans Museum of Art. You'll explore the less-touristy side of things at Laura Plantation: Louisiana's Creole Heritage Site and Houmas House Plantation and Gardens. Next up on the itinerary: admire the masterpieces at Sydney and Walda Besthoff Sculpture Garden, take in the exciting artwork at Jamie Hayes Gallery, explore the different monuments and memorials at Lafayette Cemetery No.1, and examine the collection at The Historic New Orleans Collection.

To see traveler tips, where to stay, other places to visit, and other tourist information, use the New Orleans travel itinerary creator.

Sao Paulo, Brazil to New Orleans is an approximately 15-hour flight. Due to the time zone difference, you'll gain 3 hours traveling from Sao Paulo to New Orleans. When traveling from Sao Paulo in December, plan for colder days and little chillier nights in New Orleans: temperatures range from 16°C by day to 16°C at night. Wrap up your sightseeing by early afternoon on the 24th (Sun) to allow time for travel to Miami.

Things to do in New Orleans

Museums Shopping Historic Sites

Side Trips

Houmas House Plantation and Gardens, Laura Plantation: Louisiana's Creole Heritage Site, Whitney Plantation
Highlights from your plan
Jamie Hayes Gallery ©
Jamie Hayes Gallery
New Orleans Museum of Art ©
New Orleans Museum of Art

2
nights
Islamorada

Islamorada ©
Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
On the 25th (Mon), identify plant and animal life at Windley Key Fossil Reef Geological State Park, then get a new perspective on things with Boat Tours & Water Sports, and then look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center. Get ready for a full day of sightseeing on the 26th (Tue): stroll through Anne's Beach, sample the tasty concoctions at Islamorada Beer Company Brewery and Tasting Room, then get a taste of the local shopping with Lobster Trap Art Gift Shop and Gallery, then take an in-depth tour of History of Diving Museum, and finally explore and take pictures at African Queen Canal Cruise.

To see more things to do, traveler tips, photos, and other tourist information, you can read our Islamorada sightseeing planner.

Getting from New Orleans to Islamorada by combination of flight and shuttle takes about 6.5 hours. Other options: drive; or do a combination of bus and shuttle. The time zone difference when traveling from New Orleans to Islamorada is 1 hour. Expect a bit warmer temperatures when traveling from New Orleans in December; daily highs in Islamorada reach 29°C and lows reach 22°C. Cap off your sightseeing on the 26th (Tue) early enough to go by car to Marathon.

Things to do in Islamorada

Wildlife Parks Tours

Side Trip

Key Largo
Highlights from your plan
History of Diving Museum ©
History of Diving Museum
Lobster Trap Art Gift Shop and Gallery ©

2
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.
Kick off your visit on the 27th (Wed): choose your vessel at Captain Hook's Marina & Dive Center, then look for all kinds of wild species at Crane Point Museum & Nature Center, then stop by The Tackle Box, and finally see the interesting displays at EAA Air Museum. Get ready for a full day of sightseeing on the next day: kick back and relax at Sunset Park Beach, take in the views from Old Seven Mile Bridge, and then appreciate the extensive heritage of Pigeon Key.

To find reviews, maps, more things to do, and more tourist information, read Marathon itinerary builder.

Traveling by car from Islamorada to Marathon takes an hour. Alternatively, you can take a shuttle; or take a bus. In December in Marathon, expect temperatures between 31°C during the day and 24°C at night. Finish up your sightseeing early on the 28th (Thu) so you can go by car to Key West.

Things to do in Marathon

Outdoors Wildlife Parks

Side Trip

Sunset Park Beach
Highlights from your plan
Crane Point Museum & Nature Center ©
Sunset Park Beach ©
Sunset Park Beach
Pigeon Key Foundation ©
Pigeon Key Foundation

2
nights
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.
On the 29th (Fri), see majestic marine mammals with a dolphin and whale watching tour, enjoy the sea views from Key West Lighthouse and Keeper's Quarters Museum, and then soothe aching muscles at some of the top local wellness centers. Get ready for a full day of sightseeing on the next day: take a tour by water with Boat Tours & Water Sports, find your balance on the water with some of the best stand-up paddleboarding in the area, and then stop by Peppers Of Key West.

To find reviews, other places to visit, maps, and tourist information, use the Key West travel itinerary planner.

Getting from Marathon to Key West by car takes about 1.5 hours. Other options: take a bus. December in Key West sees daily highs of 30°C and lows of 25°C at night. Wrap up your sightseeing on the 30th (Sat) to allow time to travel to Sanibel Island.

Things to do in Key West

Tours Outdoors Wildlife
Highlights from your plan
Stand-Up Paddleboarding
Spas & Wellness
Peppers of Key West ©
Peppers of Key West

2
nights
Sanibel Island

Sanibel Island ©
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
On the 31st (Sun), stop by Bailey's General Store, then glide peacefully along the water with some of the best stand-up paddleboarding in the area, and then stroll through Gulfside Beach. Get ready for a full day of sightseeing on the next day: browse the fresh offerings at Sanibel Island Farmer's Market, get lost in a book at Sanibel Public Library, and then identify plant and animal life at Clinic for the Rehabilitation of Wildlife (CROW).

To see photos, traveler tips, and other tourist information, read our Sanibel Island vacation trip planner.

You can do a combination of flight and taxi from Key West to Sanibel Island in 3 hours. Alternatively, you can do a combination of ferry and taxi; or drive. Traveling from Key West in December, expect a bit cooler with lows of 19°C in Sanibel Island. Finish up your sightseeing early on the 1st (Mon) so you can go by car to Marco Island.

Things to do in Sanibel Island

Outdoors Parks Tours
Highlights from your plan
Sanibel Island Farmer's Market ©
Sanibel Island Farmer's Market
Sanibel Public Library ©
Sanibel Public Library

2
nights
Marco Island

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. Get ready for a full day of sightseeing on the next day: take an in-depth tour of Marco Island Historical Museum, hit the best photo ops around with an inspiring photography tour, and then relax and rejuvenate at some of the top local wellness centers.

For reviews, traveler tips, more things to do, and more tourist information, read Marco Island itinerary builder.

Traveling by car from Sanibel Island to Marco Island takes 1.5 hours. In January, daily temperatures in Marco Island can reach 27°C, while at night they dip to 15°C. Wrap up your sightseeing on the 3rd (Wed) early enough to drive to Miami.

Things to do in Marco Island

Museums Shopping Spas

Side Trip

Big Cypress National Preserve
Highlights from your plan
Big Cypress National Preserve ©
Big Cypress National Preserve
Marco Island Historical Museum ©
Marco Island Historical Museum
Spas & Wellness

5
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.
Museum-lovers will get to explore Morikami Museum and Japanese Gardens and Britto Central. We've included these beaches for you: Las Olas Beach and Haulover Beach Park. Explore the numerous day-trip ideas around Miami: Wakodahatchee Wetlands (in Delray Beach), Anhinga Trail (in Everglades National Park) and Homestead (Coral Castle & Robert Is Here Fruit Stand). Spend the 6th (Sat) exploring nature at Everglades National Park. And it doesn't end there: enjoy the sand and surf at Bal Harbor Beach, get a taste of the local shopping with Bal Harbour Shops, appreciate the extensive heritage of Art Deco Tours, and admire the landmark architecture of Freedom Tower.

To see more things to do, other places to visit, reviews, and tourist information, you can read our Miami trip generator.

You can drive from Marco Island to Miami in 2.5 hours. Alternatively, you can do a combination of taxi and bus; or do a combination of taxi, flight, and tram. Traveling from Marco Island in January, you can expect nighttime temperatures to be somewhat warmer in Miami, with lows of 20°C. Finish your sightseeing early on the 8th (Mon) so you can travel back home.

Things to do in Miami

Parks Outdoors Beaches

Side Trips

Miami Beach, Bal Harbour, Delray Beach, Homestead, Everglades National Park
Highlights from your plan
Haulover Beach Park ©
Haulover Beach Park
Art Deco Tours ©
Art Deco Tours
Anhinga Trail ©
Anhinga Trail