29 days in Florida, New Orleans & New York City Itinerary

29 days in Florida, New Orleans & New York City Itinerary

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Route & dates

29 days in Florida, New Orleans & New York City Itinerary

Start: London
Fly:  13​h 30​min
1
Orlando
— 4 nights
Fly:  4​h
2
Miami
— 3 nights
Drive:  15​min
3
Coral Gables
— 3 nights
Drive:  1​h 45​min
4
Islamorada
— 3 nights
bus:  2​h
5
Key West
— 4 nights
Fly:  6​h 30​min
6
New Orleans
— 3 nights
Fly + bus:  6​h
7
New York City
— 5 nights
Fly:  11​h 15​min
End: London

4
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.
Pack the 4th (Sat) with family-friendly diversions at Universal's Islands of Adventure. Have a day of magic on the 5th (Sun) at Walt Disney World Resort. Next up on the itinerary: find something for the whole family at Universal Orlando Resort and make an unforgettable trip to Magic Kingdom Park.

To find maps, where to stay, photos, and more tourist information, refer to the Orlando day trip planner.

London, UK to Orlando is an approximately 13.5-hour flight. You can also do a combination of train and flight; or do a combination of flight, taxi, and train. The time zone difference when traveling from London to Orlando is minus 5 hours. Traveling from London in May, things will get much hotter in Orlando: highs are around 36°C and lows about 24°C. Cap off your sightseeing on the 7th (Tue) early enough to go by car to Miami.

Things to do in Orlando

Theme Parks
Find places to stay May 3 — 7:
Highlights from your plan
Magic Kingdom Park ©
Magic Kingdom Park
Universal's Islands of Adventure ©
Universal's Islands of Adventure
Walt Disney World Resort ©
Walt Disney World Resort

3
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.
When in Miami, make a side trip to see JP Outfitters Inc. in Hollywood, approximately 38 minutes away. And it doesn't end there: see the interesting displays at Vizcaya Museum and Gardens, get a taste of the local shopping with Aventura Mall, tour the water at your own pace with Mark the Shark, and take a stroll through Lincoln Road.

To see ratings, traveler tips, more things to do, and more tourist information, use the Miami tour itinerary tool .

Getting from Orlando to Miami by car takes about 4 hours. Other options: take a bus; or take a train. In May in Miami, expect temperatures between 36°C during the day and 27°C at night. Finish your sightseeing early on the 10th (Fri) to allow enough time to take a train to Coral Gables.

Things to do in Miami

Outdoors Tours Shopping

Side Trips

Miami Beach, Aventura Mall, JP Outfitters Inc.
Find places to stay May 7 — 10:
Highlights from your plan
Lock & Load Miami ©
Lock & Load Miami
Vizcaya Museum and Gardens ©
Vizcaya Museum and Gardens
JP Outfitters Inc. ©
JP Outfitters Inc.

3
nights
Coral Gables

Coral Gables ©
Coral Gables, officially the City of Coral Gables, is a city in Miami-Dade County, Florida, United States, located southwest of Downtown Miami. Get out of town with these interesting Coral Gables side-trips: Everglades National Park (Florida Everglades Bass Fishing Charters, Slough Slog, & more) and Coral Castle (in Homestead). There's more to do: admire the natural beauty at Fairchild Tropical Botanic Garden.

To find where to stay, photos, traveler tips, and more tourist information, read Coral Gables road trip app .

Coral Gables is just a stone's throw from Miami. May in Coral Gables sees daily highs of 36°C and lows of 27°C at night. Wrap up your sightseeing on the 13th (Mon) early enough to drive to Islamorada.

Things to do in Coral Gables

Outdoors Parks Wildlife

Side Trips

Everglades National Park, Coral Castle
Find places to stay May 10 — 13:
Highlights from your plan
Shark Valley Visitor Center ©
Shark Valley Visitor Center
Fairchild Tropical Botanic Garden ©
Fairchild Tropical Botanic Garden
Gumbo Limbo Trail ©
Gumbo Limbo Trail

3
nights
Islamorada

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Take a break from Islamorada with a short trip to San Pablo Catholic Church in Marathon, about 36 minutes away. Next up on the itinerary: look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center, take a tour by water with A1A Watersports, take a memorable tour with Spray Watersports, and explore and take pictures at USCG Duane.

To see ratings, maps, and other tourist information, refer to the Islamorada trip planner.

You can drive from Coral Gables to Islamorada in 2 hours. Alternatively, you can do a combination of train and bus. In May, plan for daily highs up to 36°C, and evening lows to 29°C. Wrap up your sightseeing on the 16th (Thu) to allow time to take a bus to Key West.

Things to do in Islamorada

Tours Outdoors Wildlife

Side Trips

Key Largo, San Pablo Catholic Church
Find places to stay May 13 — 16:
Highlights from your plan
Fishing Charters & Tours
Dolphins Plus Marine Mammal Responder ©

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.
Key West is known for adventure, museums, nightlife, wildlife, and nature. Your plan includes some of its best attractions: examine the collection at The Ernest Hemingway Home and Museum, get a new perspective on things with Boat Tours & Water Sports, add some adventure to your tour with a kayaking and canoeing tour, and view the masterpieces at Alan S. Maltz Gallery.

To find traveler tips, maps, more things to do, and other tourist information, use the Key West attractions planning site .

Getting from Islamorada to Key West by bus takes about 2 hours. Other options: drive. In May, plan for daily highs up to 34°C, and evening lows to 29°C. Finish your sightseeing early on the 20th (Mon) to allow enough time to travel to New Orleans.

Things to do in Key West

Tours Outdoors Wildlife
Find places to stay May 16 — 20:
Highlights from your plan
Dolphin & Whale Watching
The Ernest Hemingway Home and Museum ©

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.
New Orleans is known for historic sites, museums, nightlife, shopping, and parks. Your plan includes some of its best attractions: examine the collection at The National WWII Museum, appreciate the extensive heritage of French Quarter, take in the spiritual surroundings of St. Louis Cathedral, and admire nature's wide array of creatures at Audubon Zoo.

For traveler tips, ratings, other places to visit, and other tourist information, use the New Orleans road trip planning app .

Fly from Key West to New Orleans in 6.5 hours. Alternatively, you can do a combination of shuttle and flight; or drive. The time zone changes from Eastern Standard Time to Central Standard Time, which is usually a -1 hour difference. Expect slightly colder temperatures when traveling from Key West in May; daily highs in New Orleans reach 24°C and lows reach 24°C. Cap off your sightseeing on the 24th (Fri) early enough to travel to New York City.

Things to do in New Orleans

Parks Museums Historic Sites
Find places to stay May 20 — 24:
Highlights from your plan
New Orleans City Park ©
New Orleans City Park
The National WWII Museum ©
The National WWII Museum
Garden District ©
Garden District

5
nights
New York City

New York City ©
Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
New York City is known for museums, nightlife, shopping, historic sites, and parks. Your plan includes some of its best attractions: take in the pleasant sights at Central Park, make a trip to Statue of Liberty National Monument, appreciate the history behind 9/11 Memorial, and admire the landmark architecture of Rockefeller Center.

To find maps, ratings, traveler tips, and more tourist information, read our New York City vacation maker app .

Traveling by combination of flight and bus from New Orleans to New York City takes 6 hours. Alternatively, you can fly; or drive. Due to the time zone difference, you'll lose 1 hour traveling from New Orleans to New York City. Expect little chillier evenings in New York City when traveling from New Orleans in May, with lows around 15°C. Wrap up your sightseeing on the 30th (Thu) early enough to travel back home.

Things to do in New York City

Museums Parks Historic Sites
Find places to stay May 24 — 30:
Highlights from your plan
Central Park ©
Central Park
Empire State Building ©
Empire State Building
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art

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