31 days in Florida Itinerary

31 days in Florida Itinerary

Created using Inspirock Florida trip itinerary planner

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

Route & dates

31 days in Florida Itinerary

Start: New York City
+2
bus + Fly + taxi:  5​h 45​min
1
Pensacola
— 1 night
Drive + Fly:  4​h 45​min
2
Orlando
— 4 nights
Drive:  2​h
3
St. Petersburg
— 1 night
Drive:  3​h
4
Marco Island
— 2 nights
ferry:  2​h 30​min
5
Key West
— 5 nights
bus:  45​min
6
Big Pine Key
— 2 nights
Drive:  30​min
7
Marathon
— 3 nights
Drive:  1​h 15​min
8
Key Largo
— 4 nights
Drive:  1​h 15​min
9
Coral Gables
— 3 nights
Drive:  30​min
10
Miami
— 4 nights
Fly:  5​h 30​min
End: New York City

1
night
Pensacola

Pensacola ©
Surrounded on three sides by water, Pensacola offers access to white-sand beaches and emerald-green ocean unspoiled by large resorts.
On the 18th (Tue), see majestic marine mammals with a dolphin and whale watching tour. On the 19th (Wed), you'll have a packed day of sightseeing: appreciate the history behind Wall South, then brush up on your military savvy at National Naval Aviation Museum, and then admire all the interesting features of Blue Wahoos Ballpark.

To find ratings, more things to do, maps, and more tourist information, read our Pensacola trip app .

New York City to Pensacola is an approximately 6-hour combination of bus, flight, and taxi. You can also do a combination of train and flight; or drive. Traveling from New York City to Pensacola, you'll gain 1 hour due to the time zone difference. Prepare for somewhat warmer weather when traveling from New York City in June: high temperatures in Pensacola hover around 88°F and lows are around 74°F. Finish up your sightseeing early on the 19th (Wed) so you can travel to Orlando.

Things to do in Pensacola

Museums Wildlife Tours

Side Trip

Dolphin & Whale Watching
Highlights from your plan
National Naval Aviation Museum ©
National Naval Aviation Museum
Dolphin & Whale Watching
Blue Wahoos Ballpark ©
Blue Wahoos Ballpark

4
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.
Have a day of magic on the 20th (Thu) at Walt Disney World Resort. Pack the 22nd (Sat) with family-friendly diversions at Universal's Islands of Adventure. There's still lots to do: find something for the whole family at Universal Orlando Resort, discover the magic at Happily Ever After Fireworks, and have some family-friendly fun at Nomadic.

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

You can do a combination of car and flight from Pensacola to Orlando in 5 hours. Alternatively, you can fly; or drive. The time zone difference moving from Central Standard Time (CST) to Eastern Standard Time (EST) is 1 hour. In June, daily temperatures in Orlando can reach 91°F, while at night they dip to 73°F. Wrap up your sightseeing on the 24th (Mon) to allow time to drive to St. Petersburg.

Things to do in Orlando

Theme Parks Fun & Games Nightlife
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Universal Orlando Resort ©
Universal Orlando Resort
Universal's Islands of Adventure ©
Universal's Islands of Adventure

1
night
St. Petersburg

Located on a peninsula between Tampa Bay and the Gulf of Mexico, St.
Start off your visit on the 25th (Tue): test your problem-solving skills at Outerlife Studios - Escape Room St. Pete, shop like a local with Duncan McClellan Gallery, then fly like a bird with a parasailing or paragliding tour, and finally get up close to creatures of the deep with a dolphin and whale watching tour.

For ratings, where to stay, other places to visit, and more tourist information, refer to the St. Petersburg online trip planner .

You can drive from Orlando to St. Petersburg in 2 hours. Other options are to take a bus; or take a train. In June, plan for daily highs up to 88°F, and evening lows to 77°F. Cap off your sightseeing on the 25th (Tue) early enough to go by car to Marco Island.

Things to do in St. Petersburg

Tours Outdoors Wildlife

Side Trip

Parasailing & Paragliding
Highlights from your plan
Parasailing & Paragliding
Dolphin & Whale Watching
Duncan McClellan Gallery ©
Duncan McClellan Gallery

2
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. Start off your visit on the 26th (Wed): get some thrills out on the water with a waterskiing or jet-skiing adventure, glide through the air with a parasailing or paragliding tour, and then see majestic marine mammals with a dolphin and whale watching tour. Keep things going the next day: get a new perspective on things with Boat Tours & Water Sports, find your balance on the water with some of the best stand-up paddleboarding in the area, and then stop by Keep In Touch.

To see more things to do, ratings, maps, and tourist information, go to the Marco Island trip itinerary planner.

Traveling by car from St. Petersburg to Marco Island takes 3 hours. Alternatively, you can take a bus. June in Marco Island sees daily highs of 90°F and lows of 74°F at night. Finish your sightseeing early on the 27th (Thu) so you can ride a ferry to Key West.

Things to do in Marco Island

Tours Outdoors Adventure

Side Trip

Speed Boats Tours
Highlights from your plan
Dolphin & Whale Watching
Waterskiing & Jetskiing
Parasailing & Paragliding

5
nights
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.
Spend the 30th (Sun) exploring nature at Dry Tortugas National Park. There's lots more to do: see the interesting displays at The Ernest Hemingway Home and Museum, take in the exciting artwork at Alan S. Maltz Gallery, identify plant and animal life at Key West Butterfly & Nature Conservatory, and glide peacefully along the water with some of the best stand-up paddleboarding in the area.

To see maps, photos, and more tourist information, read Key West online journey planner .

You can ride a ferry from Marco Island to Key West in 2.5 hours. Another option is to drive. Expect a daytime high around 88°F in June, and nighttime lows around 79°F. Wrap up your sightseeing on the 2nd (Tue) early enough to take a bus to Big Pine Key.

Things to do in Key West

Tours Outdoors Wildlife
Highlights from your plan
Dolphin & Whale Watching
The Ernest Hemingway Home and Museum ©

2
nights
Big Pine Key

Big Pine Key ©
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. On the 3rd (Wed), stop by Out of the Blue Gallery, then admire the majestic nature at Bahia Honda State Park, and then find your balance on the water with some of the best stand-up paddleboarding in the area. On the 4th (Thu), you'll have a packed day of sightseeing: get a new perspective on things with Boat Tours & Water Sports and then identify plant and animal life at National Key Deer Refuge.

For other places to visit and more tourist information, use the Big Pine Key visit planner .

Traveling by bus from Key West to Big Pine Key takes an hour. Alternatively, you can drive. In July, daily temperatures in Big Pine Key can reach 92°F, while at night they dip to 81°F. Finish up your sightseeing early on the 4th (Thu) so you can catcht the bus to Marathon.

Things to do in Big Pine Key

Outdoors Wildlife Tours
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
National Key Deer Refuge ©
National Key Deer Refuge
Stand-Up Paddleboarding

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.
Venture out of the city with trips to Islamorada (Florida Keys Brewing Company & Indian Key State Historic Site) and Fishing Charters & Tours (in Cudjoe Key). The adventure continues: look for all kinds of wild species at Pigeon Key Foundation, take in the views from Old Seven Mile Bridge, stroll through Sombrero Beach, and pause for some serene contemplation at San Pablo Catholic Church.

To see photos, where to stay, ratings, and other tourist information, refer to the Marathon trip maker app .

Marathon is just a short distance from Big Pine Key. In July in Marathon, expect temperatures between 92°F during the day and 81°F at night. Finish your sightseeing early on the 7th (Sun) so you can drive to Key Largo.

Things to do in Marathon

Wildlife Outdoors Historic Sites

Side Trips

Islamorada, Fishing Charters & Tours
Highlights from your plan
The Turtle Hospital ©
The Turtle Hospital
Florida Keys Brewing Company ©
Florida Keys Brewing Company
Pigeon Key Foundation ©
Pigeon Key Foundation

4
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.
Explore the numerous day-trip ideas around Key Largo: Anhinga Trail (in Everglades National Park) and Islamorada (Fishing Charters & Tours, Parasailing & Paragliding, & more). Next up on the itinerary: observe the fascinating underwater world at Island Dolphin Care, explore the gorgeous colors at Spiegel Grove, admire nature's wide array of creatures at Dolphins Plus Marine Mammal Responder, and identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center.

To see other places to visit, traveler tips, maps, and more tourist information, you can read our Key Largo online day trip planner .

Getting from Marathon to Key Largo by car takes about 1.5 hours. Other options: take a bus. Plan for little chillier nights when traveling from Marathon in July since evenings lows in Key Largo dip to 76°F. Wrap up your sightseeing on the 11th (Thu) to allow time to drive to Coral Gables.

Things to do in Key Largo

Wildlife Outdoors Tours

Side Trips

Islamorada, Anhinga Trail
Highlights from your plan
Island Dolphin Care ©
Island Dolphin Care
Dolphins Plus Marine Mammal Responder ©
Fishing Charters & Tours

3
nights
Coral Gables

Coral Gables ©
Coral Gables, officially the City of Coral Gables, is a city in Miami-Dade County, Florida, United States, located southwest of Downtown Miami. You'll find plenty of places to visit near Coral Gables: Everglades National Park (in Florida City) and Everglades National Park (Gumbo Limbo Trail, Shark Valley, & more). There's still lots to do: admire the natural beauty at Fairchild Tropical Botanic Garden and explore the world behind art at Lowe Art Museum.

To find maps, where to stay, ratings, and more tourist information, read Coral Gables online trip itinerary planner .

Drive from Key Largo to Coral Gables in 1.5 hours. Alternatively, you can take a bus. In July in Coral Gables, expect temperatures between 91°F during the day and 78°F at night. Finish up your sightseeing early on the 14th (Sun) so you can go by car to Miami.

Things to do in Coral Gables

Parks Nature Trails

Side Trips

Everglades National Park, Everglades National Park
Highlights from your plan
Shark Valley Visitor Center ©
Shark Valley Visitor Center
Fairchild Tropical Botanic Garden ©
Fairchild Tropical Botanic Garden
Gumbo Limbo Trail ©
Gumbo Limbo Trail

4
nights
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.
Venture out of the city with trips to iFLY Indoor Skydiving - Fort Lauderdale (in Davie), JP Outfitters Inc. (in Hollywood) and Wiener Museum of Decorative Arts (WMODA) (in Dania Beach). And it doesn't end there: tour the pleasant surroundings at South Beach, see the interesting displays at Vizcaya Museum and Gardens, zoom along the surf with a waterskiing or jet-skiing adventure, and take in the local highlights with Walking tours.

For other places to visit, maps, where to stay, and other tourist information, refer to the Miami day trip planning app .

Miami is just a short distance from Coral Gables. In July, daytime highs in Miami are 91°F, while nighttime lows are 78°F. Wrap up your sightseeing on the 18th (Thu) early enough to travel back home.

Things to do in Miami

Tours Outdoors Historic Sites

Side Trips

Miami Beach, Wiener Museum of Decorative Arts (WMODA), JP Outfitters Inc., iFLY Indoor Skydiving - Fort Lauderdale
Highlights from your plan
Lock & Load Miami ©
Lock & Load Miami
South Beach ©
South Beach
Lincoln Road ©
Lincoln Road

Similar Plans

54 days in United States BY A USER FROM UNITED KINGDOM February, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, fast-paced, popular sights PREFERENCES: February, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Fast-paced 35 days in United States BY A USER FROM UNITED KINGDOM March, culture, outdoors, relaxing, romantic, beaches, historic sites, hidden gems PREFERENCES: March, culture, outdoors, relaxing, romantic, beaches, historic sites ATTRACTION STYLE: Hidden gems PACE: Medium 32 days in United States BY A USER FROM UNITED ARAB EMIRATES July, teens, culture, outdoors, relaxing, historic sites, museums, shopping, popular sights PREFERENCES: July, teens, culture, outdoors, relaxing, historic sites, museums, shopping ATTRACTION STYLE: Popular sights PACE: Medium 34 days in Miami BY A USER FROM UNITED STATES June, relaxing, romantic, beaches, shopping, popular & hidden gems PREFERENCES: June, relaxing, romantic, beaches, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 60 days in United States BY A USER FROM UNITED KINGDOM June, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: June, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 4 days in Florida BY A USER FROM PUERTO RICO July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, fast-paced, popular & hidden gems PREFERENCES: July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Fast-paced 15 days in Miami & Orlando BY A USER FROM ARGENTINA May, teens, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: May, teens, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 3 days in Florida BY A USER FROM UNITED KINGDOM May, kids, culture, outdoors, relaxing, beaches, historic sites, shopping, wildlife, popular & hidden gems PREFERENCES: May, kids, culture, outdoors, relaxing, beaches, historic sites, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 23 days in Miami BY A USER FROM BRAZIL April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, hidden gems PREFERENCES: April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Hidden gems PACE: Medium 6 days in Miami BY A USER FROM BRAZIL April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium
View more plans