26 days in Florida Itinerary

26 days in Florida Itinerary

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Route & dates

26 days in Florida Itinerary

Start: New Orleans
Fly:  4​h 15​min
1
Miami Beach
— 2 nights
Drive:  1​h 30​min
2
Key Largo
— 3 nights
Drive:  1​h 15​min
3
Marathon
— 2 nights
Drive:  30​min
4
Big Pine Key
— 1 night
bus:  45​min
5
Key West
— 4 nights
+2
Fly + foot + bus:  6​h 15​min
6
Clearwater
— 3 nights
Drive:  2​h
7
Orlando
— 5 nights
Drive:  2​h
8
St. Augustine
— 2 nights
Drive:  5​h 30​min
9
Panama City Beach
— 3 nights
Drive:  5​h 30​min
End: New Orleans

2
nights
Miami Beach

Miami Beach ©
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 5th (Fri), enjoy some diversion at Lock & Load Miami. Keep things going the next day: stroll through South Beach, then admire the landmark architecture of Art Deco Historic District, then wander the streets of Lincoln Road, and finally get a taste of the local shopping with Collins Avenue.

For more things to do, photos, reviews, and tourist information, use the Miami Beach online trip builder .

New Orleans to Miami Beach is an approximately 4.5-hour flight. You can also do a combination of flight and bus; or drive. Due to the time zone difference, you'll lose 1 hour traveling from New Orleans to Miami Beach. Traveling from New Orleans in June, expect nights in Miami Beach to be little chillier, around 77°F, while days are a bit warmer, around 89°F. Finish up your sightseeing early on the 7th (Sun) so you can go by car to Key Largo.

Things to do in Miami Beach

Parks Neighborhoods Outdoors

Side Trips

Miami, Shark Valley Visitor Center
Highlights from your plan
South Beach ©
South Beach
Lincoln Road ©
Lincoln Road
Art Deco Historic District ©
Art Deco Historic District

3
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.
Get out of town with these interesting Key Largo side-trips: Islamorada (Islamorada Beer Company & Fishing Charters & Tours). And it doesn't end there: admire nature's wide array of creatures at Island Dolphin Care, identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center, see some colorful creatures with a scuba or snorkeling tour, and see the vivid underwater world at Spiegel Grove.

To find more things to do and tourist information, you can read our Key Largo online visit planner .

You can drive from Miami Beach to Key Largo in 1.5 hours. Alternatively, you can take a bus. In June, daytime highs in Key Largo are 88°F, while nighttime lows are 75°F. Cap off your sightseeing on the 10th (Wed) early enough to go by car to Marathon.

Things to do in Key Largo

Wildlife Tours Parks

Side Trip

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

2
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.
Kick off your visit on the 11th (Thu): indulge your thirst for a good beer at Florida Keys Brewing Company, enjoy the sand and surf at Anne's Beach, and then kick back and relax at Sunset Park Beach. On the 12th (Fri), you'll have a packed day of sightseeing: identify plant and animal life at Pigeon Key Foundation, then look for all kinds of wild species at The Turtle Hospital, then enjoy the sand and surf at Sombrero Beach, and finally take in the architecture and atmosphere at San Pablo Catholic Church.

To see maps, photos, where to stay, and tourist information, go to the Marathon trip itinerary tool .

Drive from Key Largo to Marathon in 1.5 hours. Alternatively, you can take a bus. In June, daytime highs in Marathon are 90°F, while nighttime lows are 79°F. Finish your sightseeing early on the 12th (Fri) so you can drive to Big Pine Key.

Things to do in Marathon

Parks Outdoors Beaches

Side Trips

Islamorada, Sunset Park Beach
Highlights from your plan
Sombrero Beach ©
Sombrero Beach
Sunset Park Beach ©
Sunset Park Beach
Anne's Beach ©
Anne's Beach

1
night
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. Kick off your visit on the 13th (Sat): identify plant and animal life at National Key Deer Refuge, stop by Out of the Blue Gallery, and then admire the majestic nature at Bahia Honda State Park.

To find reviews, ratings, where to stay, and more tourist information, you can read our Big Pine Key online visit planner .

Big Pine Key is very close to Marathon. In June, daytime highs in Big Pine Key are 90°F, while nighttime lows are 79°F. Wrap up your sightseeing on the 13th (Sat) to allow time to take a bus to Key West.

Things to do in Big Pine Key

Parks Outdoors Beaches
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
National Key Deer Refuge ©
National Key Deer Refuge
Out of the Blue Gallery ©
Out of the Blue Gallery

4
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 16th (Tue) exploring nature at Dry Tortugas National Park. Next up on the itinerary: examine the collection at The Ernest Hemingway Home and Museum, get interesting insight from Tours, look for all kinds of wild species at Key West Butterfly & Nature Conservatory, and take a tour by water with Boat Tours & Water Sports.

To see maps, ratings, traveler tips, and more tourist information, use the Key West online road trip planner .

Traveling by bus from Big Pine Key to Key West takes an hour. Alternatively, you can drive. In June in Key West, expect temperatures between 88°F during the day and 79°F at night. Cap off your sightseeing on the 17th (Wed) early enough to travel to Clearwater.

Things to do in Key West

Outdoors Parks Tours
Highlights from your plan
Dolphin & Whale Watching
Fort Zachary Taylor ©
Fort Zachary Taylor
The Ernest Hemingway Home and Museum ©

3
nights
Clearwater

Clearwater ©
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.
Your itinerary includes some good beach time at Clearwater Beach and Siesta Beach. Explore the numerous day-trip ideas around Clearwater: Parasailing & Paragliding (in Madeira Beach), Stand-Up Paddleboarding (in Sarasota) and Treasure Island Beach (in Treasure Island). Next up on the itinerary: kick back and relax at Saint Pete Beach, do a tasting at Aspirations Winery, and look for gifts at Lori's Soap & Sponge Market.

Quickly create a custom-made itinerary for Clearwater using our trip planner.

Getting from Key West to Clearwater by combination of flight and bus takes about 6.5 hours. Other options: drive; or do a combination of ferry and bus. June in Clearwater sees daily highs of 90°F and lows of 75°F at night. Finish your sightseeing early on the 20th (Sat) to allow enough time to drive to Orlando.

Things to do in Clearwater

Outdoors Beaches Parks

Side Trips

Madeira Beach, Saint Pete Beach, Siesta Beach, Stand-Up Paddleboarding, Treasure Island Beach
Highlights from your plan
Murielle Winery ©
Murielle Winery
Siesta Beach ©
Siesta Beach
Clearwater Beach ©
Clearwater Beach

5
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.
Orlando is known for theme parks, nightlife, fun & games, shopping, and museums. Your plan includes some of its best attractions: get in on the family fun at Walt Disney World Resort, laugh and play at Discovery Cove, explore the world behind art at Charles Hosmer Morse Museum of American Art, and don't miss a visit to Cinderella Castle.

To find where to stay, other places to visit, traveler tips, and tourist information, go to the Orlando vacation site .

You can drive from Clearwater to Orlando in 2 hours. Alternatively, you can take a train; or take a bus. In June, plan for daily highs up to 91°F, and evening lows to 73°F. Cap off your sightseeing on the 25th (Thu) early enough to go by car to St. Augustine.

Things to do in Orlando

Theme Parks Parks Outdoors

Side Trips

Crooked Can Brewing Company, Charles Hosmer Morse Museum of American Art
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Discovery Cove ©
Discovery Cove
Happily Ever After Fireworks ©
Happily Ever After Fireworks

2
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. On the 26th (Fri), identify plant and animal life at St. Augustine Wild Reserve, then kick back and relax at Crescent Beach Public Beach, and then kick back and relax at Frank Butler County Park West. Keep things going the next day: sample the fine beverages at St. Augustine Distillery, then tour the pleasant surroundings at St. Augustine Beach, and then kick back and relax at Vilano Beach.

To find more things to do, reviews, where to stay, and other tourist information, refer to the St. Augustine holiday builder site .

You can drive from Orlando to St. Augustine in 2 hours. Another option is to take a bus. Expect a daytime high around 88°F in June, and nighttime lows around 73°F. Wrap up your sightseeing on the 27th (Sat) to allow time to drive to Panama City Beach.

Things to do in St. Augustine

Parks Outdoors Beaches

Side Trip

Crescent Beach Public Beach
Highlights from your plan
St. Augustine Beach ©
St. Augustine Beach
St. Augustine Distillery ©
St. Augustine Distillery
Vilano Beach ©
Vilano Beach

3
nights
Panama City Beach

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.
You'll enjoy a bit of beach vacationing at Santa Rosa Beach and Blue Mountain Beach. Venture out of the city with trips to Bear Creek Feline Center (in Panama City) and Mexico Beach (in Mexico Beach). The adventure continues: kick back and relax at Panama City Beach, fulfill a lifelong dream with a swim-with-the-dolphins experience, get your game on at Kartona The Electric Speedway, and view the masterpieces at Paul Brent Gallery.

To see reviews, maps, more things to do, and tourist information, go to the Panama City Beach day trip planning app .

You can drive from St. Augustine to Panama City Beach in 5.5 hours. Other options are to do a combination of bus and flight; or do a combination of bus, flight, and taxi. June in Panama City Beach sees daily highs of 89°F and lows of 72°F at night. Wrap up your sightseeing on the 30th (Tue) to allow time to drive back home.

Things to do in Panama City Beach

Outdoors Parks Beaches

Side Trips

Santa Rosa Beach, Panama City, Mexico Beach
Highlights from your plan
Panama City Beach Winery ©
Panama City Beach Winery
Panama City Beach ©
Panama City Beach
Blue Mountain Beach ©
Blue Mountain Beach

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