22 days in New Orleans & Florida Itinerary

22 days in New Orleans & Florida Itinerary

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22 days in New Orleans & Florida Itinerary

Start: New York City
bus + Fly:  6​h
1
New Orleans
— 3 nights
Drive:  4​h 30​min
2
Destin
— 2 nights
Drive:  6​h 15​min
3
St. Augustine
— 2 nights
Drive:  4​h
4
St. Pete Beach
— 1 night
+2
taxi + bus + taxi:  2​h 30​min
5
Sanibel Island
— 3 nights
taxi + Fly:  3​h
6
Key West
— 4 nights
bus:  2​h
7
Islamorada
— 2 nights
Drive:  45​min
8
Marathon
— 2 nights
+2
bus + Fly + bus:  8​h 15​min
End: New York City

3
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.
Step off the beaten path and head to Whitney Plantation and Jamie Hayes Gallery. Do some cultural sightseeing at The National WWII Museum and French Quarter. Spend the 10th (Wed) exploring nature at Jean Lafitte National Historical Park and Preserve. The adventure continues: wander the streets of Garden District, get a taste of the local shopping with Royal Street, and admire the striking features of St. Louis Cathedral.

For photos, other places to visit, reviews, and more tourist information, refer to the New Orleans trip maker website .

New York City to New Orleans is an approximately 6-hour combination of bus and flight. You can also fly; or drive. The time zone changes from Eastern Standard Time (EST) to Central Standard Time (CST), which is usually a -1 hour difference. Traveling from New York City in July, expect nights in New Orleans to be somewhat warmer, around 31°C, while days are a bit cooler, around 31°C. Finish your sightseeing early on the 11th (Thu) to allow enough time to drive to Destin.

Things to do in New Orleans

Parks Nature Wildlife

Side Trip

Whitney Plantation
Highlights from your plan
The National WWII Museum ©
The National WWII Museum
Whitney Plantation ©
Whitney Plantation
French Quarter ©
French Quarter

2
nights
Destin

Destin ©
With emerald water and white beaches, Destin is one of America's favorite vacation destinations.
Start off your visit on the 12th (Fri): enjoy the sand and surf at Crystal Sands Beach, admire the majestic nature at Henderson Beach State Park, and then get up close to creatures of the deep with a dolphin and whale watching tour. Get ready for a full day of sightseeing on the 13th (Sat): head off the coast to Okaloosa Island, glide through the air with a parasailing or paragliding tour, and then look for gifts at Waterfront Gifts and Art.

To see photos, reviews, maps, and other tourist information, go to the Destin trip itinerary planner .

You can drive from New Orleans to Destin in 4.5 hours. Alternatively, you can do a combination of flight and taxi; or take a bus. While traveling from New Orleans, expect somewhat warmer days and about the same nights in Destin, ranging from highs of 38°C to lows of 30°C. Wrap up your sightseeing on the 13th (Sat) to allow time to drive to St. Augustine.

Things to do in Destin

Outdoors Parks Beaches

Side Trip

Okaloosa Island
Highlights from your plan
Henderson Beach State Park ©
Henderson Beach State Park
Okaloosa Island ©
Okaloosa Island
Crystal Sands Beach ©
Crystal Sands Beach

2
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Your cultural itinerary includes sights like Fort Matanzas National Monument and St. Augustine Pirate & Treasure Museum. Eschew the tourist crowds and head to St. Augustine Alligator Farm Zoological Park and Market to Market. Step out of St. Augustine to go to Daytona Beach and see Beach at Daytona Beach, which is approximately 1h 20 min away. It doesn't end there: tour the pleasant surroundings at Frank Butler County Park West and kick back and relax at St. Augustine Beach.

To find ratings, reviews, more things to do, and more tourist information, go to the St. Augustine tour itinerary builder website .

Traveling by car from Destin to St. Augustine takes 6.5 hours. Alternatively, you can do a combination of taxi, flight, and bus; or do a combination of taxi and bus. The time zone difference when traveling from Destin to St. Augustine is 1 hour. In July, daily temperatures in St. Augustine can reach 38°C, while at night they dip to 28°C. Finish your sightseeing early on the 16th (Tue) so you can drive to St. Pete Beach.

Things to do in St. Augustine

Parks Outdoors Nature

Side Trip

Beach at Daytona Beach
Highlights from your plan
Fort Matanzas National Monument ©
Fort Matanzas National Monument
St. Augustine Pirate & Treasure Museum ©

1
night
St. Pete Beach

St. Pete Beach ©
St. Kick off your visit on the 17th (Wed): take in the exciting artwork at Craftsman House Gallery, then stop by John's Pass Village and Boardwalk, then stroll through Treasure Island Beach, and finally tour the pleasant surroundings at Saint Pete Beach.

For traveler tips, where to stay, ratings, and tourist information, go to the St. Pete Beach online tour planner .

Traveling by car from St. Augustine to St. Pete Beach takes 4 hours. Alternatively, you can take a bus; or do a combination of bus, flight, and taxi. Expect a daytime high around 38°C in July, and nighttime lows around 30°C. Wrap up your sightseeing on the 17th (Wed) early enough to travel to Sanibel Island.

Things to do in St. Pete Beach

Outdoors Parks Beaches

Side Trips

John's Pass Village & Boardwalk, Treasure Island Beach, Craftsman House Gallery
Highlights from your plan
Treasure Island Beach ©
Treasure Island Beach
Saint Pete Beach ©
Saint Pete Beach
Craftsman House Gallery ©
Craftsman House Gallery

3
nights
Sanibel Island

Sanibel Island ©
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Museum-lovers will get to explore The Bailey-Matthews National Shell Museum and Tower Gallery. Get outdoors at Captiva Beach and Tarpon Bay Explorers. Change things up with these side-trips from Sanibel Island: Barefoot Beach Preserve (in Bonita Springs) and Fort Myers Beach (Dolphin & Whale Watching & Fort Myers Beach). There's much more to do: kick back and relax at Bowman's Beach, identify plant and animal life at Pond Apple Park, and admire the natural beauty at In The Garden.

To find more things to do, where to stay, maps, and other tourist information, go to the Sanibel Island trip planner .

You can do a combination of taxi and bus from St. Pete Beach to Sanibel Island in 2.5 hours. Other options are to drive; or do a combination of bus and taxi. In July, plan for daily highs up to 38°C, and evening lows to 28°C. Finish your sightseeing early on the 20th (Sat) to allow enough time to travel to Key West.

Things to do in Sanibel Island

Outdoors Parks Beaches

Side Trips

Fort Myers Beach, Captiva Beach, Barefoot Beach Preserve
Highlights from your plan
Captiva Beach ©
Captiva Beach
Bowman's Beach ©
Bowman's Beach
Barefoot Beach Preserve ©
Barefoot Beach Preserve

4
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.
Step out of the city life by going to Waterskiing & Jetskiing and Dolphin & Whale Watching. Get some cultural insight at The Ernest Hemingway Home and Museum and KEPart Studio-Gallery. Spend the 21st (Sun) exploring nature at Dry Tortugas National Park. There's much more to do: get interesting insight from Tours, get a taste of the local shopping with Rock House Masterpieces, cast your line with a fishing tour, and view the masterpieces at Key West Pottery.

To see maps, photos, and tourist information, you can read our Key West trip planner .

You can do a combination of taxi and flight from Sanibel Island to Key West in 3 hours. Alternatively, you can do a combination of taxi and ferry; or drive. Expect somewhat warmer evenings in Key West when traveling from Sanibel Island in July, with lows around 32°C. Wrap up your sightseeing on the 24th (Wed) early enough to take a bus to Islamorada.

Things to do in Key West

Tours Outdoors Wildlife
Highlights from your plan
Waterskiing & Jetskiing
Scuba & Snorkeling
The Ernest Hemingway Home and Museum ©

2
nights
Islamorada

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Kick off your visit on the 25th (Thu): view the masterpieces at Michelle Nicole Lowe Art Gallery, zoom along the surf with a waterskiing or jet-skiing adventure, and then get interesting insight from Tours. Keep things going the next day: see some colorful creatures with a scuba or snorkeling tour, identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center, shop like a local with Old Road Gallery, then stop by Bella Sol Fragrance Bar and Gifts, and finally get a taste of the local shopping with Gallery Morada.

To find traveler tips, photos, and more tourist information, read our Islamorada trip builder tool .

Traveling by bus from Key West to Islamorada takes 2 hours. Alternatively, you can drive. In July in Islamorada, expect temperatures between 39°C during the day and 32°C at night. Wrap up your sightseeing on the 26th (Fri) to allow time to drive to Marathon.

Things to do in Islamorada

Tours Outdoors Adventure

Side Trip

Florida Keys Wild Bird Rehabilitation Center
Highlights from your plan
Scuba & Snorkeling
Waterskiing & Jetskiing

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.
Start off your visit on the 27th (Sat): identify plant and animal life at Crane Point Museum & Nature Center, then look for all kinds of wild species at Pigeon Key Foundation, and then immerse yourself in nature at Bahia Honda State Park. Here are some ideas for day two: take in the architecture and atmosphere at San Pablo Catholic Church, identify plant and animal life at Sombrero Reef, and then add some adventure to your tour with a kayaking and canoeing tour.

For ratings, other places to visit, traveler tips, and other tourist information, read Marathon trip itinerary tool .

Traveling by car from Islamorada to Marathon takes an hour. Alternatively, you can take a bus. In July, daily temperatures in Marathon can reach 39°C, while at night they dip to 32°C. Cap off your sightseeing on the 28th (Sun) early enough to travel back home.

Things to do in Marathon

Parks Outdoors Nature

Side Trip

Bahia Honda State Park
Highlights from your plan
San Pablo Catholic Church ©
San Pablo Catholic Church
Crane Point Museum & Nature Center ©
Crane Point Museum & Nature Center
Bahia Honda State Park ©
Bahia Honda State Park

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