60 days in Florida, Washington DC & New York City Itinerary

60 days in Florida, Washington DC & New York City Itinerary

Created using Inspirock United States trip itinerary planner
Make it your trip
Fly
1
Miami Beach
— 1 night
Drive
2
Everglades National Park
— 4 nights
Fly
3
Key West
— 7 nights
Drive
4
Big Pine Key
— 4 nights
Drive
5
Islamorada
— 5 nights
Drive
6
Key Largo
— 6 nights
Fly
7
Fort Walton Beach
— 5 nights
Fly
8
Orlando
— 6 nights
Drive
9
Amelia Island
— 2 nights
Fly
10
Washington DC
— 9 nights
Fly
11
New York City
— 10 nights
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Miami Beach — 1 night

The World's Playground

Separated by water from the neighboring city of Miami, Miami Beach sits on a barrier island between Biscayne Bay and the Atlantic Ocean.
On the 8th (Mon), examine the collection at Vizcaya Museum and Gardens, get a taste of the local shopping with Village of Merrick Park, and then explore the engaging exhibits at Miami Children's Museum. Get ready for a full day of sightseeing on the next day: wander the streets of Lincoln Road, get to know the fascinating history of Art Deco Historic District, then make a trip to Collins Avenue, and finally admire the majestic nature at Oleta River State Park.

To find other places to visit, reviews, maps, and more tourist information, read Miami Beach holiday planner.

Cartagena, Colombia to Miami Beach is an approximately 6-hour flight. In August, plan for daily highs up to 38°C, and evening lows to 30°C. Finish your sightseeing early on the 9th (Tue) to allow enough time to travel to Everglades National Park.
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Neighborhoods · Museums · Shopping · Parks
Side Trips

Everglades National Park — 4 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 trip includes some of its best attractions: tour the pleasant surroundings at Gumbo Limbo Trail, explore the activities along Slough Slog, look for all kinds of wild species at Shark Valley Visitor Center, and trek along Pineland Trail.

For other places to visit, more things to do, reviews, and tourist information, you can read our Everglades National Park day trip site.

Explore your travel options from Miami Beach to Everglades National Park with the Route module. In August, daily temperatures in Everglades National Park can reach 39°C, while at night they dip to 31°C. Wrap up your sightseeing on the 13th (Sat) early enough to fly to Key West.
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Parks · Trails · Outdoors · Nature

Key West — 7 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.
Spend the 14th (Sun) exploring nature at Dry Tortugas National Park. There's much more to do: see the interesting displays at The Ernest Hemingway Home and Museum, view the masterpieces at Alan S. Maltz Gallery, head outdoors with The Schooner Wolf - Private Charters, and look for gifts at Rodriguez Cigar Factory.

To find photos, ratings, and other tourist information, read Key West day trip website.

Traveling by flight from Everglades National Park to Key West takes 2.5 hours. Alternatively, you can take a bus; or take a bus. In August, daytime highs in Key West are 38°C, while nighttime lows are 32°C. Cap off your sightseeing on the 20th (Sat) early enough to go by car to Big Pine Key.
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Parks · Museums · Wildlife · Outdoors

Big Pine Key — 4 nights

Big Pine Key is a census-designated place and unincorporated community in Monroe County, Florida, United States, on an island of the same name in the Florida Keys. Big Pine Key is known for beaches, wildlife, and adventure. Your trip includes some of its best attractions: enjoy the sand and surf at Bahia Honda State Park, walk around Veterans Memorial Park, discover the deep blue sea with Looe Key Dive Center, and experience rural life at Grimal Grove.

To see other places to visit, reviews, traveler tips, and more tourist information, you can read our Big Pine Key trip planning app.

Traveling by car from Key West to Big Pine Key takes an hour. Alternatively, you can take a shuttle; or take a bus. In August, daily temperatures in Big Pine Key can reach 39°C, while at night they dip to 31°C. Finish your sightseeing early on the 24th (Wed) to allow enough time to drive to Islamorada.
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Parks · Outdoors · Wildlife · Shopping
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.
Explore Islamorada's surroundings by going to Marathon (Keys Massage Therapy LLC, Sombrero Reef, &more). Next up on the itinerary: get close to the beloved marine mammals with Theater of the Sea, see the vivid underwater world at Alligator Reef Light House, cast your line with Contagious Charters, and sample the tasty concoctions at Islamorada Brewery & Distillery - MM82.

For other places to visit, maps, photos, and more tourist information, use the Islamorada trip planner.

Getting from Big Pine Key to Islamorada by car takes about 1.5 hours. Other options: take a bus. August in Islamorada sees daily highs of 39°C and lows of 31°C at night. Finish your sightseeing early on the 29th (Mon) so you can drive to Key Largo.
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Wildlife · Parks · Outdoors · Tours
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.
Go for a jaunt from Key Largo to Key Colony Beach to see Coffins Patch about 1 hour away. The adventure continues: see some colorful creatures with Conch Republic Divers, take a tour of SS Benwood, relax and rejuvenate at Island Time Day Spa, and look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center.

For reviews, maps, where to stay, and other tourist information, use the Key Largo online visit planner.

Key Largo is very close to Islamorada. In August, daily temperatures in Key Largo can reach 38°C, while at night they dip to 29°C. Cap off your sightseeing on the 4th (Sun) early enough to catch the flight to Fort Walton Beach.
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Wildlife · Parks · Tours · Outdoors
Side Trip

Fort Walton Beach — 5 nights

Fort Walton Beach is a city in southern Okaloosa County, Florida, United States. Explore the numerous day-trip ideas around Fort Walton Beach: Panama City Beach (Room Escape Games & Panama City Beach Winery), Waterfront Gifts and Art (in Miramar Beach) and Pensacola (National Naval Aviation Museum & Gulf Islands). The adventure continues: see what you can catch with IntraCoastal Experience - Destin Fishing Charter, step off the mainland to explore Santa Rosa Island, kick back and relax at Navarre Beach, and stroll through Santa Rosa Beach.

For other places to visit, maps, and tourist information, use the Fort Walton Beach trip planner.

Getting from Key Largo to Fort Walton Beach by flight takes about 3.5 hours. Other options: drive; or do a combination of shuttle and bus. Due to the time zone difference, you'll gain 1 hour traveling from Key Largo to Fort Walton Beach. Traveling from Key Largo in September, Fort Walton Beach is a bit cooler at night with lows of 24°C. Finish up your sightseeing early on the 9th (Fri) so you can catch the flight to Orlando.
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Outdoors · Parks · Beaches · Tours
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.
When in Orlando, make a side trip to see Blue Heron River Tours Inc in DeLand, approximately DeLand away. Pack the 11th (Sun) with family-friendly diversions at Universal's Islands of Adventure. Have a day of magic on the 10th (Sat) at Walt Disney World Resort. Next up on the itinerary: find something for the whole family at Universal Orlando Resort, make an unforgettable trip to Magic Kingdom Park, cool off at Discovery Cove, and test your problem-solving skills at popular escape rooms.

For traveler tips, maps, photos, and more tourist information, you can read our Orlando road trip tool.

You can fly from Fort Walton Beach to Orlando in 3 hours. Alternatively, you can drive; or do a combination of taxi, car, and bus. Due to the time zone difference, you'll lose 1 hour traveling from Fort Walton Beach to Orlando. In September in Orlando, expect temperatures between 37°C during the day and 27°C at night. Finish your sightseeing early on the 15th (Thu) so you can drive to Amelia Island.
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Theme Parks · Tours · Fun & Games · Parks
Side Trips

Amelia Island — 2 nights

The southernmost Sea Island off the coast of Florida, Amelia Island takes its name from Princess Amelia of England.
Start off your visit on the 16th (Fri): immerse yourself in nature at Fort Clinch State Park, then see what you can catch with Fish Amelia Island, and then brush up on your knowledge of spirits at Marlin & Barrel Distillery. Get ready for a full day of sightseeing on the next day: tee off at TPC at Sawgrass Stadium Course.

To find traveler tips, more things to do, maps, and tourist information, read Amelia Island tour planning site.

Traveling by car from Orlando to Amelia Island takes 3 hours. Alternatively, you can do a combination of train and taxi; or do a combination of bus and taxi. In September, daily temperatures in Amelia Island can reach 35°C, while at night they dip to 27°C. Wrap up your sightseeing by early afternoon on the 17th (Sat) to allow enough time to fly to Washington DC.
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Outdoors · Tours · Wildlife · Historic Sites
Side Trip

Washington DC — 9 nights

The capital of the United States, the District of Columbia contains the lion's share of the country's most treasured monuments, memorials, and public museums.
Venture out of the city with trips to Baltimore (National Historic Seaport of Baltimore, Sagamore Spirit Distillery, &more). There's much more to do: examine the collection at National Air and Space Museum, take an in-depth tour of United States Holocaust Memorial Museum, learn more about the world around you at Smithsonian National Museum of Natural History, and explore the world behind art at National Gallery of Art.

Plan trip to Washington DC with our itinerary maker to find out where to go and what to do.

You can fly from Amelia Island to Washington DC in 3.5 hours. Alternatively, you can drive; or do a combination of taxi and train. Plan for slightly colder nights when traveling from Amelia Island in September since evenings lows in Washington DC dip to 21°C. Wrap up your sightseeing on the 26th (Mon) to allow time to fly to New York City.
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Museums · Parks · Historic Sites · Zoos & Aquariums
Side Trips

New York City — 10 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.
Explore the numerous day-trip ideas around New York City: Bronx Zoo (in Bronx) and Coney Island (in Brooklyn). There's still lots to do: take in the pleasant sights at Central Park, get a new perspective on nature at American Museum of Natural History, steep yourself in history at 9/11 Memorial, and pause for some photo ops at Statue of Liberty National Monument.

For other places to visit, photos, where to stay, and more tourist information, refer to the New York City trip builder.

You can fly from Washington DC to New York City in 3 hours. Other options are to take a train; or drive. Expect a daytime high around 31°C in September, and nighttime lows around 22°C. Finish up your sightseeing early on the 6th (Thu) so you can catch the flight back home.
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Museums · Parks · Historic Sites · Zoos & Aquariums
Side Trips

Florida travel guide

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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.
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