60 days in Florida Itinerary

60 days in Florida Itinerary

Created using Inspirock Florida itinerary builder

This plan was created by another user.  Make it your plan

Route & dates

60 days in Florida Itinerary

Start: Orlando
1
Orlando
— 6 nights
Drive:  2​h
2
St. Augustine
— 6 nights
Drive:  5​h 30​min
3
Panama City Beach
— 4 nights
Drive:  2​h 15​min
4
Pensacola
— 6 nights
Fly:  6​h
5
Key West
— 6 nights
bus:  1​h 15​min
6
Marathon
— 6 nights
Drive:  1​h 15​min
7
Key Largo
— 5 nights
Drive:  1​h 30​min
8
Fort Lauderdale
— 6 nights
Drive:  2​h 15​min
9
Marco Island
— 3 nights
Drive:  45​min
10
Naples
— 5 nights
Drive:  2​h
11
Sarasota
— 5 nights
Drive:  2​h 15​min
End: Orlando

6
nights
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.
Discover out-of-the-way places like Fishing Charters & Tours and Scuba & Snorkeling. Deepen your sense of the past at sights like Ponce de Leon Inlet Lighthouse & Museum and Stetson Mansion. You'll find plenty of places to visit near Orlando: Ron Jon Surf Shop (in Cocoa Beach), Stand-Up Paddleboarding (in Crystal River) and Alpaca Magic USA (in Homosassa). Pack the 6th (Fri) with family-friendly diversions at Discovery Cove. Pack the 7th (Sat) with family-friendly diversions at Universal's Islands of Adventure. There's lots more to do: look for all kinds of wild species at Ellie Schiller Homosassa Springs Wildlife State Park, enjoy breathtaking views from The Wheel at ICON Park, test your team's savvy at popular escape rooms, and discover the magic at Happily Ever After Fireworks.

To find maps, ratings, and tourist information, use the Orlando trip planner .

The Route module can give you travel options from your home to Orlando. In September, daytime highs in Orlando are 89°F, while nighttime lows are 74°F. Finish your sightseeing early on the 7th (Sat) so you can drive to St. Augustine.

Things to do in Orlando

Outdoors Theme Parks Parks

Side Trips

Crystal River, Ron Jon Surf Shop, Ponce de Leon Inlet Lighthouse & Museum, Fishing Charters & Tours, Stetson Mansion
Highlights from your plan
Fishing Charters & Tours
Scuba & Snorkeling
Stetson Mansion ©
Stetson Mansion

6
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Your inner history buff will appreciate Fort Matanzas National Monument and Cathedral Basilica of St. Augustine. Get outdoors at St. Augustine Wild Reserve and Dolphin & Whale Watching. Explore St. Augustine's surroundings by going to Catty Shack Ranch Wildlife Sanctuary (in Jacksonville), Ormond Beach (in Ormond Beach) and Beach at Daytona Beach (in Daytona Beach). There's lots more to do: look for all kinds of wild species at St. Augustine Alligator Farm Zoological Park, admire the striking features of Old Jail, contemplate the long history of Mission of Nombre de Dios, and gain insight at Flagler College.

To find ratings, photos, traveler tips, and other tourist information, use the St. Augustine trip planner .

Getting from Orlando to St. Augustine by car takes about 2 hours. Other options: take a bus. September in St. Augustine sees daily highs of 85°F and lows of 73°F at night. Finish up your sightseeing early on the 13th (Fri) so you can go by car to Panama City Beach.

Things to do in St. Augustine

Parks Historic Sites Outdoors

Side Trips

Ormond Beach, Beach at Daytona Beach, Catty Shack Ranch Wildlife Sanctuary
Highlights from your plan
St. Augustine Beach ©
St. Augustine Beach
Catty Shack Ranch Wildlife Sanctuary ©

4
nights
Panama City Beach

Boasting 43 km (27 mi) of white sandy beaches and plenty of sunshine, Panama City Beach is an ideal choice for a relaxing holiday.
Eschew the tourist crowds and head to Swim with Dolphins and Florida Caverns State Park. Get in touch with nature at Henderson Beach State Park and St. Andrews State Park. Step out of Panama City Beach with an excursion to Bear Creek Feline Center in Panama City--about 42 minutes away. There's lots more to do: get up close to creatures of the deep with a dolphin and whale watching tour, tour the pleasant surroundings at Panama City Beach, learn about winemaking at Panama City Beach Winery, and buy something for everyone on your list at Pier Park.

To find other places to visit, ratings, photos, and other tourist information, go to the Panama City Beach tour itinerary planner .

Traveling by car from St. Augustine to Panama City Beach takes 5.5 hours. Alternatively, you can do a combination of bus and flight; or do a combination of bus, flight, and taxi. In September, plan for daily highs up to 89°F, and evening lows to 70°F. Wrap up your sightseeing on the 17th (Tue) to allow time to drive to Pensacola.

Things to do in Panama City Beach

Outdoors Parks Nature

Side Trips

Destin, Bear Creek Feline Center, Florida Caverns State Park
Highlights from your plan
Dolphin & Whale Watching
Swim with Dolphins
Henderson Beach State Park ©
Henderson Beach State Park

6
nights
Pensacola

Surrounded on three sides by water, Pensacola offers access to white-sand beaches and emerald-green ocean unspoiled by large resorts.
Discover out-of-the-way places like Fishing Charters & Tours and Dolphin & Whale Watching. Get outdoors at Gulf Islands National Seashore and Gulf State Park. Get out of town with these interesting Pensacola side-trips: Parasailing & Paragliding (in Orange Beach), Fort Morgan State Historic Site (in Fort Morgan) and Navarre Beach (in Navarre). And it doesn't end there: kick back and relax at Pensacola Beach, expand your understanding of the military at Pensacola Naval Air Station, learn about all things military at National Naval Aviation Museum, and enjoy the sea views from Pensacola Lighthouse and Museum.

For maps, traveler tips, reviews, and other tourist information, you can read our Pensacola trip planner.

Getting from Panama City Beach to Pensacola by car takes about 2.5 hours. Due to the time zone difference, you'll gain 1 hour traveling from Panama City Beach to Pensacola. In September, daytime highs in Pensacola are 88°F, while nighttime lows are 72°F. Wrap up your sightseeing on the 23rd (Mon) to allow time to travel to Key West.

Things to do in Pensacola

Outdoors Beaches Parks

Side Trips

Orange Beach, Pensacola Beach, Gulf Shores, Navarre Beach, Fort Morgan State Historic Site
Highlights from your plan
Dolphin & Whale Watching
Fishing Charters & Tours
Navarre Beach ©
Navarre Beach

6
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.
Get outdoors at Stand-Up Paddleboarding and Dry Tortugas National Park. Explore hidden gems such as Scuba & Snorkeling and Vandenberg Wreck. There's still lots to do: take a tour by water with Boat Tours & Water Sports, enjoy the sand and surf at Fort Zachary Taylor, identify plant and animal life at Key West Butterfly & Nature Conservatory, and relax and rejuvenate at some of the best spas.

To find out how to plan a trip to Key West, use our trip itinerary maker.

Fly from Pensacola to Key West in 6 hours. Alternatively, you can do a combination of taxi and flight; or drive. Due to the time zone difference, you'll lose 1 hour traveling from Pensacola to Key West. Traveling from Pensacola in September, plan for somewhat warmer nights in Key West, with lows around 80°F. Finish your sightseeing early on the 30th (Mon) so you can take a bus to Marathon.

Things to do in Key West

Outdoors Tours Wildlife
Highlights from your plan
Dry Tortugas National Park ©
Dry Tortugas National Park
Dolphin & Whale Watching
Scuba & Snorkeling

6
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.
Get outdoors at Fishing Charters & Tours and Bahia Honda State Park. Discover out-of-the-way places like Dolphin Research Center and Scuba & Snorkeling. Change things up with these side-trips from Marathon: Islamorada (Lignumvitae Key Botanical State Park & Waterskiing & Jetskiing) and National Key Deer Refuge (in Big Pine Key). There's still lots to do: identify plant and animal life at The Turtle Hospital, get your bearings at Pigeon Key Foundation, add some adventure to your tour with a kayaking and canoeing tour, and explore the gorgeous colors at Sombrero Reef.

To find where to stay, other places to visit, traveler tips, and tourist information, use the Marathon trip itinerary planning website .

You can take a bus from Key West to Marathon in 1.5 hours. Alternatively, you can drive. September in Marathon sees daily highs of 90°F and lows of 79°F at night. Wrap up your sightseeing on the 6th (Sun) early enough to drive to Key Largo.

Things to do in Marathon

Parks Wildlife Outdoors

Side Trips

Islamorada, Big Pine Key
Highlights from your plan
Dolphin Research Center ©
Dolphin Research Center
The Turtle Hospital ©
The Turtle Hospital
Fishing Charters & Tours

5
nights
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.
Take a break from the city and head to Molasses Reef and Scuba & Snorkeling. Discover out-of-the-way places like Florida Keys Wild Bird Rehabilitation Center and Anhinga Trail. Change things up with these side-trips from Key Largo: Fishing Charters & Tours (in Islamorada) and Everglades Alligator Farm (in Homestead). And it doesn't end there: get a new perspective on things with Boat Tours & Water Sports, explore the gorgeous colors at Key Largo Dry Rocks, look for all kinds of wild species at Spiegel Grove, and immerse yourself in nature at John Pennekamp Coral Reef State Park.

For ratings, photos, more things to do, and more tourist information, refer to the Key Largo online route planner .

You can drive from Marathon to Key Largo in 1.5 hours. Another option is to take a bus. In October, daytime highs in Key Largo are 85°F, while nighttime lows are 73°F. Finish up your sightseeing early on the 11th (Fri) so you can go by car to Fort Lauderdale.

Things to do in Key Largo

Wildlife Parks Outdoors

Side Trips

Islamorada, Everglades Alligator Farm, Anhinga Trail
Highlights from your plan
Fishing Charters & Tours
Anhinga Trail ©
Anhinga Trail
Scuba & Snorkeling

6
nights
Fort Lauderdale

Fort Lauderdale ©
Known as the "Venice of America" because of its extensive network of navigable waterways, Fort Lauderdale welcomes over 10 million annual visitors, most of them attracted by the city's popular beaches and marinas.
Art Deco Historic District and Lincoln Road will appeal to history buffs. Explore hidden gems such as Loggerhead Marinelife Center and Shark Valley. Get out of town with these interesting Fort Lauderdale side-trips: Lock & Load Museum (in Miami), Everglades National Park (in Florida City) and Miami Beach (South Beach & Miami Beach Boardwalk). There's lots more to do: look for all kinds of wild species at Lion Country Safari, tour the pleasant surroundings at Hollywood Beach, trek along Gumbo Limbo Trail, and contemplate the waterfront views at Slough Slog.

Before you visit Fort Lauderdale, use our trip planner to discover what you can do and see there.

Drive from Key Largo to Fort Lauderdale in 1.5 hours. Alternatively, you can take a shuttle; or take a bus. In October, daytime highs in Fort Lauderdale are 86°F, while nighttime lows are 75°F. Wrap up your sightseeing on the 17th (Thu) early enough to drive to Marco Island.

Things to do in Fort Lauderdale

Parks Outdoors Nature

Side Trips

Miami Beach, Everglades National Park, Lion Country Safari, Hollywood Beach, Everglades National Park
Highlights from your plan
Loggerhead Marinelife Center ©
Loggerhead Marinelife Center
Shark Valley Visitor Center ©
Shark Valley Visitor Center
Lion Country Safari ©
Lion Country Safari

3
nights
Marco Island

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. You'll explore the less-touristy side of things at Stand-Up Paddleboarding and Parasailing & Paragliding. Get in touch with nature at Fishing Charters & Tours and Waterskiing & Jetskiing. When in Marco Island, make a side trip to see Nature & Wildlife Tours in Everglades City, approximately 36 minutes away. There's much more to do: get up close to creatures of the deep with a dolphin and whale watching tour, enjoy the sand and surf at South Marco Beach, and explore the activities along Capri Paddlecraft Park.

To see photos, other places to visit, ratings, and more tourist information, you can read our Marco Island trip website .

Drive from Fort Lauderdale to Marco Island in 2.5 hours. Alternatively, you can take a bus. Traveling from Fort Lauderdale in October, Marco Island is a bit cooler at night with lows of 68°F. Wrap up your sightseeing on the 20th (Sun) early enough to drive to Naples.

Things to do in Marco Island

Outdoors Tours Wildlife

Side Trip

Nature & Wildlife Tours
Highlights from your plan
Stand-Up Paddleboarding
Dolphin & Whale Watching
Nature & Wildlife Tours

5
nights
Naples

Naples is a city in Collier County, Florida, United States. Explore hidden gems such as Fishing Charters & Tours and Lowdermilk Beach. Get in touch with nature at Dolphin & Whale Watching and Audubon Corkscrew Swamp Sanctuary. Change things up with these side-trips from Naples: J.N. "Ding" Darling National Wildlife Refuge (in Sanibel Island) and Fort Myers Beach (Parasailing & Paragliding & Lovers Key State Park). Next up on the itinerary: admire the majestic nature at Delnor-Wiggins Pass State Park, get a taste of the local shopping with Fifth Avenue South, and take a leisurely stroll along Naples Pier.

For maps, reviews, more things to do, and other tourist information, read our Naples trip planning website .

You can drive from Marco Island to Naples in an hour. In October, daily temperatures in Naples can reach 87°F, while at night they dip to 71°F. Finish your sightseeing early on the 25th (Fri) to allow enough time to drive to Sarasota.

Things to do in Naples

Wildlife Outdoors Parks

Side Trips

Fort Myers Beach, J.N. "Ding" Darling National Wildlife Refuge
Highlights from your plan
Dolphin & Whale Watching
Fishing Charters & Tours
Lovers Key State Park ©
Lovers Key State Park

5
nights
Sarasota

Sarasota ©
Sarasota is a city in Sarasota County on the southwestern coast of the U.S. Discover out-of-the-way places like Saint Pete Beach and Myakka River State Park. Escape the urban bustle at Dolphin & Whale Watching and Siesta Beach. Change things up with these side-trips from Sarasota: Bean Point (in Anna Maria), Sunshine Skyway Bridge (in Tampa) and Tampa Electric's Manatee Viewing Center (in Apollo Beach). Next up on the itinerary: get a new perspective on things with Boat Tours & Water Sports, appreciate the extensive heritage of Marie Selby Botanical Gardens, admire the masterpieces at The Ringling, and brush up on your knowledge of spirits at Siesta Key Rum.

To find where to stay, more things to do, reviews, and more tourist information, read Sarasota road trip planning website .

Traveling by car from Naples to Sarasota takes 2 hours. Alternatively, you can take a bus. Expect a daytime high around 86°F in October, and nighttime lows around 68°F. On the 30th (Wed), wrap the sightseeing up by early afternoon so you can drive back home.

Things to do in Sarasota

Outdoors Parks Wildlife

Side Trips

St. Pete Beach, Fishing Charters & Tours, Bean Point, Tampa Electric's Manatee Viewing Center, Siesta Beach
Highlights from your plan
Saint Pete Beach ©
Saint Pete Beach
Tampa Electric's Manatee Viewing Center ©
Fishing Charters & Tours

Similar Plans

14 days in Florida & New York City BY A USER FROM KAZAKHSTAN June, kids, culture, relaxing, romantic, beaches, historic sites, museums, shopping, slow & easy, popular sights PREFERENCES: June, kids, culture, relaxing, romantic, beaches, historic sites, museums, shopping ATTRACTION STYLE: Popular sights PACE: Slow & easy 8 days in Florida BY A USER FROM KAZAKHSTAN July, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: July, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 4 days in Florida BY A USER FROM UNITED STATES August, culture, romantic, beaches, historic sites, museums, popular sights PREFERENCES: August, culture, romantic, beaches, historic sites, museums ATTRACTION STYLE: Popular sights PACE: Medium 19 days in Florida BY A USER FROM SWITZERLAND July, teens, culture, outdoors, beaches, historic sites, shopping, wildlife, fast-paced, popular sights PREFERENCES: July, teens, culture, outdoors, beaches, historic sites, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Fast-paced 58 days in Continental USA BY A USER FROM UNITED KINGDOM July, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: July, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 7 days in Florida BY A USER FROM UNITED KINGDOM October, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: October, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 2 days in Florida BY A USER FROM UNITED STATES July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, hidden gems PREFERENCES: July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Hidden gems PACE: Medium 4 days in Florida BY A USER FROM UNITED STATES July, culture, relaxing, romantic, beaches, historic sites, museums, popular sights PREFERENCES: July, culture, relaxing, romantic, beaches, historic sites, museums ATTRACTION STYLE: Popular sights PACE: Medium 6 days in Florida BY A USER FROM UNITED STATES July, teens, kids, outdoors, beaches, historic sites, museums, wildlife, popular sights PREFERENCES: July, teens, kids, outdoors, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 29 days in Florida BY A USER FROM CANADA July, kids, beaches, museums, wildlife, popular sights PREFERENCES: July, kids, beaches, museums, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 13 days in Florida BY A USER FROM UNITED STATES July, culture, outdoors, relaxing, romantic, beaches, historic sites, shopping, wildlife, slow & easy, hidden gems PREFERENCES: July, culture, outdoors, relaxing, romantic, beaches, historic sites, shopping, wildlife ATTRACTION STYLE: Hidden gems PACE: Slow & easy 22 days in Florida BY A USER FROM UNITED KINGDOM August, teens, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: August, teens, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium
View more plans