60 days in Florida Itinerary

60 days in Florida Itinerary

Created using Inspirock Florida itinerary planner
Make it your trip
Taxi
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Miami Beach
— 2 nights
Fly
2
Key West
— 8 nights
Drive
3
Marathon
— 6 nights
Drive
4
Islamorada
— 6 nights
Drive
5
Key Largo
— 7 nights
Fly
6
Fort Walton Beach
— 7 nights
Fly
7
St. Augustine
— 7 nights
Drive
8
Orlando
— 7 nights
Fly
9
Marco Island
— 3 nights
Drive
10
Jupiter
— 6 nights
Drive

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Miami Beach — 2 nights

Separated by water from the neighboring city of Miami, Miami Beach sits on a barrier island between Biscayne Bay and the Atlantic Ocean.
Popular historic sites such as Art Deco Historic District and Lincoln Road are in your itinerary. Get in touch with nature at Florida Airboat Rides and Shark Valley Visitor Center. Take a break from Miami Beach with a short trip to Wiener Museum of Decorative Arts (WMODA) in Dania Beach, about 36 minutes away. There's lots more to do: see the interesting displays at Vizcaya Museum and Gardens, get a taste of the local shopping with Village of Merrick Park, and take a stroll through Espanola Way.

For maps, other places to visit, where to stay, and more tourist information, read our Miami Beach trip builder site.

Miami to Miami Beach is an approximately half hour car ride. You can also drive; or take a bus. In June, plan for daily highs up to 89°F, and evening lows to 77°F. Finish up your sightseeing early on the 5th (Sun) so you can catch the flight to Key West.
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Wildlife · Outdoors · Parks · Museums
Side Trips

Key West — 8 nights

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.
Visit Fort Zachary Taylor and Key West Lighthouse and Keeper's Quarters Museum for their historical value. Escape the urban bustle at Scuba & Snorkeling and Vandenberg Wreck. Spend the 6th (Mon) exploring nature at Dry Tortugas National Park. There's much more to do: examine the collection at The Ernest Hemingway Home and Museum, take in the architecture and atmosphere at Saint Mary Star of the Sea, get engrossed in the history at Truman Little White House, and shop like a local with Alan S. Maltz Gallery.

For traveler tips, other places to visit, photos, and other tourist information, go to the Key West trip itinerary maker site.

Fly from Miami Beach to Key West in 2.5 hours. Alternatively, you can drive; or take a bus. In June in Key West, expect temperatures between 88°F during the day and 79°F at night. Finish your sightseeing early on the 13th (Mon) so you can drive to Marathon.
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Parks · Historic Sites · Museums · Wildlife

Marathon — 6 nights

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Visit Bahia Honda State Park and Sunset Park Beach for some beach relaxation. Get a sense of the local culture at San Pablo Catholic Church and Crane Point Museum & Nature Center. Explore Marathon's surroundings by going to American Shoal Lighthouse (in Sugarloaf Key), SpaTerre at Little Palm Island Resort (in Little Torch Key) and Looe Key Dive Center (in Ramrod Key). There's still lots to do: enjoy the sand and surf at Sombrero Beach, get a new perspective on things with Gemini Dream Charters, explore the gorgeous colors at Coffins Patch, and tour the pleasant surroundings at The Turtle Hospital.

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

Drive from Key West to Marathon in 1.5 hours. Alternatively, you can take a bus. June in Marathon sees daily highs of 90°F and lows of 79°F at night. Wrap up your sightseeing on the 19th (Sun) early enough to drive to Islamorada.
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Parks · Wildlife · Outdoors · Beaches
Side Trips

Islamorada — 6 nights

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Kids will appreciate attractions like Indian Key State Historic Site and Alligator Reef Light House. Step out of the city life by going to Fishing Charters & Tours and Anne's Beach. There's much more to do: view the masterpieces at Pasta Pantaleo Signature Gallery, soothe aching muscles at Island Flow Yoga, examine the collection at Florida Keys History & Discovery Center, and get engrossed in the history at History of Diving Museum.

For reviews, photos, traveler tips, and other tourist information, go to the Islamorada road trip website.

You can drive from Marathon to Islamorada in an hour. Alternatively, you can take a bus. In June in Islamorada, expect temperatures between 90°F during the day and 79°F at night. Wrap up your sightseeing on the 25th (Sat) early enough to drive to Key Largo.
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Museums · Parks · Outdoors · Shopping

Key Largo — 7 nights

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.
Escape the urban bustle at Scuba & Snorkeling and Grecian Rocks. Coral Castle and Saint Justin Martyr Catholic Church are good opportunities to explore the local culture. Change things up with a short trip to Anhinga Trail in Everglades National Park (about 56 minutes away). There's lots more to do: see the vivid underwater world at Spiegel Grove, indulge in some personalized pampering at Island Time Day Spa, tour the pleasant surroundings at Florida Keys Wild Bird Rehabilitation Center, and get up close and personal with brilliant marine life at Island Dolphin Care.

For maps, traveler tips, where to stay, and other tourist information, go to the Key Largo route maker tool.

Key Largo is very close to Islamorada. In June in Key Largo, expect temperatures between 88°F during the day and 75°F at night. Wrap up your sightseeing on the 2nd (Sat) early enough to fly to Fort Walton Beach.
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Parks · Wildlife · Historic Sites · Outdoors
Side Trips

Fort Walton Beach — 7 nights

Fort Walton Beach is a city in southern Okaloosa County, Florida, United States. Get a sense of the local culture at National Naval Aviation Museum and Pensacola Lighthouse & Maritime Museum. Get outdoors at Chase-N-Fins and Panama City Beach. Explore Fort Walton Beach's surroundings by going to Santa Rosa Beach (Blue Mountain Beach & Santa Rosa Beach), St. Andrews State Park (in Panama City Beach) and Pensacola Beach (Pensacola Beach, Gulf Islands National Seashore, &more). Next up on the itinerary: stroll through Navarre Beach, enjoy the sand and surf at Henderson Beach State Park, head outdoors with Sunshine Water Sports, and take an in-depth tour of Historic Pensacola Village.

For more things to do, other places to visit, and other tourist information, you can read our Fort Walton Beach itinerary builder website.

Traveling by flight from Key Largo to Fort Walton Beach takes 3.5 hours. Alternatively, you can drive; or do a combination of shuttle and bus. You'll gain 1 hour traveling from Key Largo to Fort Walton Beach due to the time zone difference. In July, daily temperatures in Fort Walton Beach can reach 89°F, while at night they dip to 74°F. Finish up your sightseeing early on the 9th (Sat) so you can catch the flight to St. Augustine.
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Outdoors · Beaches · Parks · Museums
Side Trips

St. Augustine — 7 nights

St. Take a break from the city and head to Fish Amelia Island and Andy Romano Beachfront Park. St. Augustine Lighthouse & Maritime Museum, Inc. and Spanish Military Hospital Museum will appeal to museum buffs. When in St. Augustine, make a side trip to see Fort Clinch State Park in Fernandina Beach, approximately Fernandina Beach away. Spend the 13th (Wed) exploring nature at Fort Matanzas National Monument. There's still lots to do: step into the grandiose world of Castillo de San Marcos National Monument, kick back and relax at Crescent Beach Public Beach, see the interesting displays at Villa Zorayda Museum, and contemplate the long history of The St. Augustine Historical Society.

To see other places to visit, traveler tips, more things to do, and more tourist information, read St. Augustine trip itinerary maker app.

You can fly from Fort Walton Beach to St. Augustine in 5.5 hours. Other options are to drive; or take a bus. Traveling from Fort Walton Beach to St. Augustine, you'll lose 1 hour due to the time zone difference. July in St. Augustine sees daily highs of 90°F and lows of 75°F at night. Wrap up your sightseeing on the 16th (Sat) to allow time to drive to Orlando.
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Historic Sites · Parks · Outdoors · Nature
Side Trips

Orlando — 7 nights

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.
Museum-lovers will get to explore Charles Hosmer Morse Museum of American Art and Osceola County Welcome Center and History Museum. Kids will appreciate attractions like Universal Orlando Resort and Universal's Islands of Adventure. Step out of Orlando to go to Crystal River and see Scuba & Snorkeling, which is approximately 1h 40 min away. Have a day of magic on the 17th (Sun) at Walt Disney World Resort. Plan for a day of cool, family-friendly fun on the 22nd (Fri) at Discovery Cove. There's much more to do: get in on the family fun at SeaWorld, test your problem-solving skills at popular escape rooms, and discover the magic at Magic Kingdom Park.

For traveler tips, maps, and more tourist information, you can read our Orlando trip itinerary maker website.

Drive from St. Augustine to Orlando in 2 hours. Alternatively, you can take a bus. In July, daily temperatures in Orlando can reach 91°F, while at night they dip to 75°F. Finish up your sightseeing early on the 23rd (Sat) so you can catch the flight to Marco Island.
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Theme Parks · Tours · Wildlife · Outdoors
Side Trips

Marco Island — 3 nights

Marco Island is a city in Collier County, Florida, United States, located on an island by the same name in the Gulf of Mexico off the coast of Southwest Florida. Visit Keewaydin Island and Tigertail Beach for some beach relaxation. Museum-lovers will get to explore Clyde Butcher's Big Cypress Gallery and Smallwood Store. Next up on the itinerary: get outside with Outdoor Activities and explore the activities along Capri Paddlecraft Park.

To see reviews, more things to do, maps, and tourist information, read Marco Island travel planner.

You can fly from Orlando to Marco Island in 2.5 hours. Alternatively, you can drive; or do a combination of train, bus, and taxi. In July, daytime highs in Marco Island are 91°F, while nighttime lows are 75°F. Cap off your sightseeing on the 26th (Tue) early enough to go by car to Jupiter.
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Parks · Outdoors · Museums · Wildlife
Side Trips

Jupiter — 6 nights

Jupiter is the northernmost town in Palm Beach County, Florida, United States. Your itinerary includes some good beach time at Keylypso of West Palm Beach and Walton Rocks Beach. Escape the urban bustle at Shark Bait Beach Gear Rentals and Jensen Beach Causeway Park. Explore the numerous day-trip ideas around Jupiter: Photography Tours (in Vero Beach), Palm Beach (Henry Morrison Flagler Museum, Worth Avenue, &more) and Habatat Galleries (in West Palm Beach). There's still lots to do: head outdoors with Shark Addicts, make a trip to Jupiter Inlet Lighthouse & Museum, indulge in some personalized pampering at Agape Healing Arts, and stroll through Hobe Sound National Wildlife Refuge.

For photos, traveler tips, other places to visit, and other tourist information, go to the Jupiter travel route app.

You can drive from Marco Island to Jupiter in 3 hours. Other options are to do a combination of taxi, bus, and train; or take a bus. In July, plan for daily highs up to 91°F, and evening lows to 77°F. Finish up your sightseeing early on the 1st (Mon) so you can go by car back home.
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Outdoors · Parks · Wildlife · Beaches
Side Trips

Florida travel guide

4.3
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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