60 days in New York City & Florida Itinerary

60 days in New York City & Florida Itinerary

Created using Inspirock United States tour itinerary builder

Make it your trip
Fly
1
New York City
— 11 nights
Fly
2
Orlando
— 6 nights
Drive
3
Sarasota
— 3 nights
Drive
4
Clearwater
— 2 nights
Fly
5
Key West
— 6 nights
Drive
6
Marathon
— 6 nights
Drive
7
Islamorada
— 5 nights
Drive
8
Key Largo
— 6 nights
Bus
9
Everglades National Park
— 5 nights
Drive
10
Miami
— 5 nights
Fly
11
Fort Walton Beach
— 4 nights
Fly

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New York City

— 11 nights

Big Apple

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Go for a jaunt from New York City to Bronx to see Bronx Zoo about 36 minutes away. There's much more to do: go for a walk through Central Park, tour the pleasant surroundings at The High Line, contemplate the long history of 9/11 Memorial, and admire the masterpieces at The Museum of Modern Art (MoMA).

To find photos, more things to do, reviews, and more tourist information, read our New York City route planning site.

Wichita to New York City is an approximately 7-hour flight. You can also drive; or do a combination of bus and train. Due to the time zone difference, you'll lose 1 hour traveling from Wichita to New York City. While traveling from Wichita, expect a bit cooler days and about the same nights in New York City, ranging from highs of 61°F to lows of 45°F. Finish your sightseeing early on the 25th (Sun) to allow enough time to fly to Orlando.

Things to do in New York City

Museums · Parks · Historic Sites · Shopping

Side Trips

Orlando

— 6 nights

Theme Park Capital of the World

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 26th (Mon) with family-friendly diversions at Universal's Islands of Adventure. Have a day of magic on the 28th (Wed) at Walt Disney World Resort. There's lots more to do: get in on the family fun at Universal Orlando Resort, make an unforgettable trip to Magic Kingdom Park, admire the natural beauty at Harry P. Leu Gardens, and make a splash at Discovery Cove.

To find more things to do, maps, and tourist information, use the Orlando vacation builder website.

Traveling by flight from New York City to Orlando takes 4.5 hours. Alternatively, you can drive; or take a bus. Traveling from New York City in April, you will find days in Orlando are warmer (84°F), and nights are somewhat warmer (65°F). Finish up your sightseeing early on the 1st (Sat) so you can go by car to Sarasota.

Things to do in Orlando

Theme Parks · Parks

Sarasota

— 3 nights
Sarasota is a city in Sarasota County on the southwestern coast of the U.S. state of Florida. You'll find plenty of places to visit near Sarasota: Spas & Wellness (in Englewood), Legacy Trail (in Nokomis) and Punta Gorda (Peace River Wildlife Center & Fishing Charters & Tours). There's much more to do: kick back and relax at Siesta Beach, explore the world behind art at The Ringling, sample the fine beverages at Siesta Key Rum, and get to know the resident critters at The Cat Depot.

Inspirock's itinerary builder makes planning a Sarasota trip simple and quick.

Drive from Orlando to Sarasota in 2.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. May in Sarasota sees daily highs of 87°F and lows of 68°F at night. Cap off your sightseeing on the 4th (Tue) early enough to go by car to Clearwater.

Things to do in Sarasota

Outdoors · Parks · Wildlife · Tours

Side Trips

Clearwater

— 2 nights

Fun and Sun for All

Holding the record for most consecutive days of sunshine in a single year, Clearwater offers long sandy beaches and proximity to other major cities in the Tampa Bay area.
Kick off your visit on the 5th (Wed): take in the spiritual surroundings of St. Nicholas Greek Orthodox Cathedral, pause for some serene contemplation at Sacred Heart Catholic Church, and then get interesting insight from Tours. Get ready for a full day of sightseeing on the 6th (Thu): contemplate the long history of Philippe Park, learn about winemaking at Murielle Winery, then admire the masterpieces at Imagine Museum, and finally admire the masterpieces at Duncan McClellan Gallery.

To see ratings, traveler tips, where to stay, and tourist information, refer to the Clearwater trip itinerary tool.

Traveling by car from Sarasota to Clearwater takes 1.5 hours. Alternatively, you can do a combination of taxi and bus; or take a bus. In May, daytime highs in Clearwater are 87°F, while nighttime lows are 70°F. Wrap up your sightseeing on the 6th (Thu) to allow time to fly to Key West.

Things to do in Clearwater

Tours · Outdoors · Wildlife · Historic Sites

Side Trips

Key West

— 6 nights

Conch Republic

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 wildlife, adventure, and museums. Your plan includes some of its best attractions: see the interesting displays at The Ernest Hemingway Home and Museum, contemplate the long history of Curry Mansion, stroll the grounds of Key West Cemetery, and take a leisurely stroll along Mallory Square.

To see traveler tips, ratings, where to stay, and tourist information, read our Key West trip planner.

Traveling by flight from Clearwater to Key West takes 3 hours. Alternatively, you can drive; or do a combination of bus, taxi, and ferry. Traveling from Clearwater in May, plan for a bit warmer nights in Key West, with lows around 77°F. Wrap up your sightseeing on the 12th (Wed) to allow time to drive to Marathon.

Things to do in Key West

Museums · Parks · Historic Sites · Wildlife

Marathon

— 6 nights

Heart of the Florida Keys

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Get out of town with these interesting Marathon side-trips: Fishing Charters & Tours (in Big Pine Key) and Everglades National Park (in Florida City). There's lots more to do: tour the pleasant surroundings at Bahia Honda State Park, snap pictures at Old Seven Mile Bridge, look for all kinds of wild species at National Key Deer Refuge, and head outdoors with Gemini Dream Charters.

For more things to do, reviews, where to stay, and other tourist information, refer to the Marathon route planning site.

You can drive from Key West to Marathon in 1.5 hours. Another option is to take a bus. In May, plan for daily highs up to 88°F, and evening lows to 77°F. Finish your sightseeing early on the 18th (Tue) to allow enough time to drive to Islamorada.

Things to do in Marathon

Parks · Outdoors · Wildlife · Nature

Side Trips

Islamorada

— 5 nights

The Village of Islands

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Islamorada is known for wildlife, adventure, and museums. Your plan includes some of its best attractions: see what you can catch with a fishing tour, view the masterpieces at Lobster Trap Art Gift Shop and Gallery, get outside with Satisfaction Charters Inc., and see the vivid underwater world at Alligator Reef Light House.

To see ratings, traveler tips, maps, and tourist information, read our Islamorada visit planning site.

You can drive from Marathon to Islamorada in an hour. Another option is to take a bus. In May, plan for daily highs up to 88°F, and evening lows to 77°F. Finish your sightseeing early on the 23rd (Sun) so you can drive to Key Largo.

Things to do in Islamorada

Outdoors · Wildlife · Parks · Museums

Side Trip

Key Largo

— 6 nights

Diving Capital of the World

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.
Take a break from Key Largo with a short trip to Homestead Historic Town Hall Museum in Homestead, about 44 minutes away. Next up on the itinerary: take a tour by water with Florida Keys Flats Fishing, pause for some photo ops at Christ of the Deep, indulge in some personalized pampering at Island Time Day Spa, and immerse yourself in nature at John Pennekamp Coral Reef State Park.

To find other places to visit, maps, photos, and more tourist information, use the Key Largo travel route website.

Key Largo is just a short distance from Islamorada. Plan for a bit cooler nights when traveling from Islamorada in May since evenings lows in Key Largo dip to 72°F. Wrap up your sightseeing on the 29th (Sat) early enough to take a bus to Everglades National Park.

Things to do in Key Largo

Parks · Wildlife · Tours · Outdoors

Side Trip

Everglades National Park

— 5 nights

Largest Subtropical Wilderness in the United States

A vast expanse of pristine wetlands, Everglades National Park holds the distinction of being the largest tropical wilderness in the U.S. Overflow from Lake Okeechobee into the Florida Bay formed these wetlands, which are home to manatees, American crocodiles, Florida panthers, and an array of wading birds, land birds, and birds of prey.
Everglades National Park is known for wildlife, trails, and nature. Your plan includes some of its best attractions: identify plant and animal life at Shark Valley Visitor Center, take a memorable tour with Everglades City Fishing Charters, explore the activities along Mrazek Pond, and trek along 99 Mile Wilderness Waterway.

To find more things to do, reviews, photos, and more tourist information, go to the Everglades National Park attractions site.

Take a bus from Key Largo to Everglades National Park in 2.5 hours. In May, daytime highs in Everglades National Park are 88°F, while nighttime lows are 77°F. Wrap up your sightseeing on the 3rd (Thu) early enough to travel to Miami.

Things to do in Everglades National Park

Parks · Outdoors · Wildlife · Trails

Miami

— 5 nights

Magic City

Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Change things up with these side-trips from Miami: JP Outfitters Inc. (in Hollywood), Wellington (Panther Ridge Conservation Center & Tiger Shark Cove Park) and Florida Airboat Rides (in Boca Raton). There's lots more to do: admire the natural beauty at Fairchild Tropical Botanic Garden, take in the local highlights with Walking tours, examine the collection at The Wolfsonian - Florida International University, and stroll around Matheson Hammock Park.

To find ratings, traveler tips, and tourist information, read Miami online travel route planner.

The Route module can help you plan travel from Everglades National Park to Miami. In June, daytime highs in Miami are 89°F, while nighttime lows are 77°F. Cap off your sightseeing on the 8th (Tue) early enough to catch the flight to Fort Walton Beach.

Things to do in Miami

Parks · Tours · Outdoors · Museums

Side Trips

Fort Walton Beach

— 4 nights
Fort Walton Beach is a city in southern Okaloosa County, Florida, United States. Explore Fort Walton Beach's surroundings by going to Panama City Beach (Panama City Beach, Panama City Beach Winery, &more), National Naval Aviation Museum (in Pensacola) and Chase-N-Fins (in Pensacola Beach). And it doesn't end there: stroll through Turkey Creek Nature Trail, look for gifts at Christina D Swim and Resort, immerse yourself in nature at Eden Gardens State Park, and indulge in some personalized pampering at Thai Massage by Bee.

To find traveler tips, other places to visit, reviews, and other tourist information, refer to the Fort Walton Beach vacation planning website.

Traveling by flight from Miami to Fort Walton Beach takes 3.5 hours. Alternatively, you can drive; or take a bus. Traveling from Miami to Fort Walton Beach, you'll gain 1 hour due to the time zone difference. Traveling from Miami in June, Fort Walton Beach is slightly colder at night with lows of 72°F. Wrap up your sightseeing on the 12th (Sat) to allow time to fly back home.

Things to do in Fort Walton Beach

Parks · Outdoors · Beaches · Museums

Side Trips

Florida travel guide

4.4
Disney Parks & Activities · Beaches · Theme Parks
The Sunshine State
The “Sunshine State,” Florida became a favorite winter destination for the affluent crowd over a century ago. Today, the state attracts visitors from around the world with its golden beaches and modern theme parks. You can spend your entire vacation enjoying the state's highly developed seaside areas, but remember that some of Florida's best-kept secrets are in secluded locations. Visit the big cities and their comfortable resorts offering top-notch dining and nightlife, but leave some time to see the peninsula's swampy landscape, filled with wild creatures and native plants. Farther away from the tourist-packed urban areas, the untamed wetlands of Florida offer a selection of things to do, such as kayaking, boat rides, and numerous other outdoor activities.