29 days in Florida & New York City Itinerary

29 days in Florida & New York City Itinerary

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Route & dates

29 days in Florida & New York City Itinerary

Start: Manchester
Fly:  13​h 15​min
1
Orlando
— 5 nights
Fly:  4​h
2
Miami Beach
— 2 nights
Drive:  15​min
3
Miami
— 1 night
Drive:  1​h 15​min
4
Key Largo
— 3 nights
Drive:  1​h 30​min
5
Marathon
— 3 nights
bus:  1​h 15​min
6
Key West
— 5 nights
Fly + taxi:  6​h 30​min
7
Pensacola Beach
— 1 night
+2
taxi + Fly + bus:  5​h 45​min
8
New York City
— 5 nights
Fly:  10​h 45​min
End: Manchester

5
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.
Bring the kids along to Walt Disney World Resort and Universal's Islands of Adventure. Pack the 24th (Wed) with family-friendly diversions at Discovery Cove. Have a day of magic on the 26th (Fri) at Magic Kingdom Park. It doesn't end there: find something for the whole family at Universal Orlando Resort.

To find ratings, where to stay, other places to visit, and more tourist information, use the Orlando tour planning tool .

Manchester, UK to Orlando is an approximately 13.5-hour flight. You can also do a combination of flight and bus; or do a combination of flight and shuttle. Due to the time zone difference, you'll gain 5 hours traveling from Manchester to Orlando. Plan for warmer temperatures traveling from Manchester in July, with highs in Orlando at 38°C and lows at 28°C. Cap off your sightseeing on the 26th (Fri) early enough to go by car to Miami Beach.

Things to do in Orlando

Theme Parks Parks Outdoors
Highlights from your plan
Discovery Cove ©
Discovery Cove
Walt Disney World Resort ©
Walt Disney World Resort
Universal's Islands of Adventure ©
Universal's Islands of Adventure

2
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.
Kick off your visit on the 27th (Sat): wander the streets of Collins Avenue, get to know the fascinating history of Art Deco Historic District, then appreciate the extensive heritage of Art Deco Tours, and finally enjoy the sand and surf at South Beach. On the 28th (Sun), you'll have a packed day of sightseeing: enjoy the sand and surf at 12th Street Beach, then wander the streets of Espanola Way, and then take a stroll through Lincoln Road.

To see more things to do, maps, ratings, and other tourist information, read Miami Beach trip planner.

You can drive from Orlando to Miami Beach in 4 hours. Other options are to take a bus; or do a combination of train and bus. In July, daily temperatures in Miami Beach can reach 38°C, while at night they dip to 30°C. Finish up your sightseeing early on the 28th (Sun) so you can go by car to Miami.

Things to do in Miami Beach

Neighborhoods Shopping Outdoors
Highlights from your plan
Lincoln Road ©
Lincoln Road
South Beach ©
South Beach
Art Deco Historic District ©
Art Deco Historic District

1
night
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.
On the 29th (Mon), browse the different shops at Village of Merrick Park, then choose your vessel at Mark the Shark, then get a taste of the local shopping with Bayside Marketplace, and finally get a taste of the local shopping with Aventura Mall.

To see traveler tips, photos, reviews, and other tourist information, read our Miami online trip planner .

Miami is just a short distance from Miami Beach. July in Miami sees daily highs of 38°C and lows of 30°C at night. Finish your sightseeing early on the 29th (Mon) so you can drive to Key Largo.

Things to do in Miami

Wildlife Outdoors Tours

Side Trips

Aventura Mall, Village of Merrick Park
Highlights from your plan
Aventura Mall ©
Aventura Mall
Bayside Marketplace ©
Bayside Marketplace

3
nights
Key Largo

Key Largo ©
The northernmost island of the Florida Keys, Key Largo provides stunning scenery, a number of watersports opportunities, and plenty of areas to relax on vacation.
Get outdoors at Key Largo Fishing Adventures and Florida Keys Wild Bird Rehabilitation Center. Kids will enjoy Scuba & Snorkeling and Island Dolphin Care. And it doesn't end there: explore the gorgeous colors at Spiegel Grove, take a tour by water with Boat Tours & Water Sports, admire nature's wide array of creatures at Dolphins Plus Marine Mammal Responder, and stop by Shell World Florida Keys.

To find where to stay, traveler tips, reviews, and other tourist information, read Key Largo road trip planning app .

You can drive from Miami to Key Largo in 1.5 hours. Alternatively, you can do a combination of bus and taxi. Expect a daytime high around 37°C in July, and nighttime lows around 28°C. Finish your sightseeing early on the 1st (Thu) so you can drive to Marathon.

Things to do in Key Largo

Wildlife Outdoors Tours
Highlights from your plan
Island Dolphin Care ©
Island Dolphin Care
Key Largo Fishing Adventures ©
Key Largo Fishing Adventures

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.
Step out of the city life by going to Bahia Honda State Park and Sombrero Beach. Kids will appreciate attractions like National Key Deer Refuge and The Turtle Hospital. Next up on the itinerary: pause for some serene contemplation at San Pablo Catholic Church, explore the gorgeous colors at Sombrero Reef, see some colorful creatures with a scuba or snorkeling tour, and identify plant and animal life at Pigeon Key Foundation.

For where to stay, traveler tips, ratings, and tourist information, read Marathon trip planning app .

Drive from Key Largo to Marathon in 1.5 hours. Alternatively, you can take a bus; or do a combination of taxi and bus. In August, daily temperatures in Marathon can reach 39°C, while at night they dip to 31°C. Cap off your sightseeing on the 4th (Sun) early enough to catcht the bus to Key West.

Things to do in Marathon

Parks Wildlife Outdoors

Side Trip

Big Pine Key
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
National Key Deer Refuge ©
National Key Deer Refuge
Sombrero Beach ©
Sombrero Beach

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.
Kids will enjoy Key West Butterfly & Nature Conservatory and Dolphin & Whale Watching. Escape the urban bustle at Fun In The Sun Key West and Fort Zachary Taylor. The adventure continues: view the masterpieces at Alan S. Maltz Gallery, take in nature's colorful creations at Audubon House & Tropical Gardens, get a taste of the local shopping with 7 Artists & Friends, and see the interesting displays at The Ernest Hemingway Home and Museum.

To see reviews, more things to do, photos, and other tourist information, use the Key West route planner.

Getting from Marathon to Key West by bus takes about 1.5 hours. Other options: drive. August in Key West sees daily highs of 38°C and lows of 32°C at night. Cap off your sightseeing on the 9th (Fri) early enough to travel to Pensacola Beach.

Things to do in Key West

Outdoors Tours Wildlife
Highlights from your plan
Alan S. Maltz Gallery ©
Alan S. Maltz Gallery
Stand-Up Paddleboarding

1
night
Pensacola Beach

Pensacola Beach ©
Pensacola Beach is an unincorporated community located on Santa Rosa Island, a barrier island, in Escambia County, Florida, United States. Start off your visit on the 10th (Sat): choose your vessel at Hot Spots Fishing Charters, choose your vessel at Dolphin Express, and then contemplate the long history of Fort Pickens Area. Get ready for a full day of sightseeing on the 11th (Sun): kick back and relax at Gulf Islands National Seashore and then enjoy the sand and surf at Navarre Beach.

To see maps, ratings, other places to visit, and other tourist information, read our Pensacola Beach day trip site .

Getting from Key West to Pensacola Beach by combination of flight and taxi takes about 6.5 hours. Other options: do a combination of flight and car; or drive. Due to the time zone difference, you'll gain 1 hour traveling from Key West to Pensacola Beach. Plan for a bit cooler nights when traveling from Key West in August since evenings lows in Pensacola Beach dip to 28°C. Wrap up your sightseeing on the 11th (Sun) early enough to travel to New York City.

Things to do in Pensacola Beach

Outdoors Parks Beaches

Side Trip

Navarre Beach
Highlights from your plan
Hot Spots Fishing Charters ©
Hot Spots Fishing Charters
Navarre Beach ©
Navarre Beach
Fort Pickens Area ©
Fort Pickens Area

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.
Visiting Tribeca Sailing and Bronx Zoo will get you outdoors. Give yourself a bit of retail therapy at Fifth Avenue and Tiffany & Co.. There's much more to do: go for a walk through Central Park, explore the galleries of 9/11 Memorial, make a trip to Empire State Building, and take in the architecture and atmosphere at St. Patrick's Cathedral.

To see other places to visit, more things to do, photos, and more tourist information, you can read our New York City road trip site .

You can do a combination of taxi, flight, and bus from Pensacola Beach to New York City in 6 hours. Other options are to do a combination of car, flight, and bus; or drive. The time zone difference when traveling from Pensacola Beach to New York City is 1 hour. Expect little chillier weather when traveling from Pensacola Beach in August: highs in New York City hover around 34°C, while lows dip to 25°C. Finish up your sightseeing early on the 17th (Sat) so you can travel back home.

Things to do in New York City

Parks Shopping Museums

Side Trip

Bronx Zoo
Highlights from your plan
9/11 Memorial ©
9/11 Memorial
Central Park ©
Central Park
Times Square ©
Times Square

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