21 days in Florida Itinerary

21 days in Florida Itinerary

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Route & dates

21 days in Florida Itinerary

Start: Manchester
Fly:  15​h 30​min
1
Pensacola
— 3 nights
Fly:  4​h 30​min
2
Miami Beach
— 2 nights
Drive:  2​h 45​min
3
Marathon
— 3 nights
bus:  1​h 15​min
4
Key West
— 3 nights
+2
Fly + foot + bus:  6​h 15​min
5
Clearwater
— 2 nights
Drive:  2​h
6
Orlando
— 4 nights
Fly:  13​h 15​min
End: Manchester

3
nights
Pensacola

Pensacola ©
Surrounded on three sides by water, Pensacola offers access to white-sand beaches and emerald-green ocean unspoiled by large resorts.
You'll enjoy a bit of beach vacationing at Navarre Beach and Pensacola Beach. Satisfy your inner culture vulture at National Naval Aviation Museum and Blue Morning Gallery. When in Pensacola, make a side trip to see Santa Rosa Beach in Santa Rosa Beach, approximately 1h 25 min away. There's more to do: enjoy the sand and surf at Gulf Islands National Seashore and stroll through Crystal Sands Beach.

For reviews, more things to do, maps, and tourist information, read Pensacola day trip planning site .

Manchester, UK to Pensacola is an approximately 15.5-hour flight. You'll gain 6 hours traveling from Manchester to Pensacola due to the time zone difference. In August, Pensacola is much hotter than Manchester - with highs of 38°C and lows of 28°C. Cap off your sightseeing on the 12th (Mon) early enough to travel to Miami Beach.

Things to do in Pensacola

Parks Beaches Outdoors

Side Trips

Pensacola Beach, Navarre Beach, Crystal Sands Beach, Santa Rosa Beach
Highlights from your plan
National Naval Aviation Museum ©
National Naval Aviation Museum
Navarre Beach ©
Navarre Beach
Gulf Islands National Seashore ©
Gulf Islands National Seashore

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.
You'll enjoy a bit of beach vacationing at South Beach and 12th Street Beach. Lincoln Road and Art Deco Historic District are good opportunities to explore the local culture. When in Miami Beach, make a side trip to see Wiener Museum of Decorative Arts (WMODA) in Dania Beach, approximately 48 minutes away. The adventure continues: see the interesting displays at Vizcaya Museum and Gardens, admire the masterpieces at The Wolfsonian - Florida International University, have fun at Lock & Load Miami, and take in the architecture and atmosphere at Saint Francis de Sales Catholic Church.

To find photos, more things to do, other places to visit, and other tourist information, read our Miami Beach online trip itinerary maker .

You can fly from Pensacola to Miami Beach in 4.5 hours. Other options are to do a combination of taxi and flight; or drive. The time zone difference moving from Central Standard Time (CST) to Eastern Standard Time (EST) is 1 hour. In August, plan for daily highs up to 38°C, and evening lows to 30°C. Finish your sightseeing early on the 15th (Thu) to allow enough time to drive to Marathon.

Things to do in Miami Beach

Parks Neighborhoods Museums

Side Trips

Miami, Wiener Museum of Decorative Arts (WMODA)
Highlights from your plan
South Beach ©
South Beach
Lincoln Road ©
Lincoln Road

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.
Relax by the water at Bahia Honda State Park and Sunset Park Beach. San Pablo Catholic Church and History of Diving Museum are good opportunities to explore the local culture. Explore Marathon's surroundings by going to Islamorada (Indian Key State Historic Site, Islamorada Beer Company Brewery and Tasting Room, & more). Next up on the itinerary: kick back and relax at Sombrero Beach.

For reviews, traveler tips, maps, and other tourist information, go to the Marathon trip itinerary maker app .

Traveling by car from Miami Beach to Marathon takes 3 hours. Alternatively, you can take a bus; or do a combination of flight and bus. In August, daytime highs in Marathon are 39°C, while nighttime lows are 31°C. Wrap up your sightseeing on the 18th (Sun) early enough to take a bus to Key West.

Things to do in Marathon

Outdoors Parks Beaches

Side Trips

Islamorada, Sunset Park Beach, Bahia Honda State Park
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
Sombrero Beach ©
Sombrero Beach
Sunset Park Beach ©
Sunset Park Beach

3
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.
The Ernest Hemingway Home and Museum and Alan S. Maltz Gallery are good opportunities to explore the local culture. There's still lots to do: steep yourself in history at Truman Little White House, look for all kinds of wild species at Key West Butterfly & Nature Conservatory, glide peacefully along the water with some of the best stand-up paddleboarding in the area, and examine the collection at Mel Fisher Maritime Heritage Museum.

To find ratings and tourist information, use the Key West trip itinerary builder website .

Traveling by bus from Marathon to Key West takes 1.5 hours. Alternatively, you can drive. Expect a daytime high around 38°C in August, and nighttime lows around 32°C. Wrap up your sightseeing on the 21st (Wed) early enough to travel to Clearwater.

Things to do in Key West

Museums Historic Sites Outdoors
Highlights from your plan
The Ernest Hemingway Home and Museum ©
Truman Little White House ©
Truman Little White House
Alan S. Maltz Gallery ©
Alan S. Maltz Gallery

2
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.
Duncan McClellan Gallery and Murielle Winery are good opportunities to explore the local culture. Relax by the water at Clearwater Beach and Treasure Island Beach. You'll find plenty of places to visit near Clearwater: Parasailing & Paragliding (in Madeira Beach), The Dali Museum (in St. Petersburg) and Saint Pete Beach (in St. Pete Beach). And it doesn't end there: learn about winemaking at Aspirations Winery, zoom along the surf with a waterskiing or jet-skiing adventure, and steep yourself in history at Church of Scientology Information Center.

To find more things to do, photos, and other tourist information, you can read our Clearwater travel itinerary planner .

Do a combination of flight and bus from Key West to Clearwater in 6.5 hours. Alternatively, you can drive; or do a combination of ferry and bus. In August, plan for daily highs up to 38°C, and evening lows to 29°C. Cap off your sightseeing on the 24th (Sat) early enough to go by car to Orlando.

Things to do in Clearwater

Outdoors Parks Beaches

Side Trips

St. Petersburg, Treasure Island Beach, Parasailing & Paragliding, Saint Pete Beach
Highlights from your plan
Duncan McClellan Gallery ©
Duncan McClellan Gallery
Clearwater Beach ©
Clearwater Beach
The Dali Museum ©
The Dali Museum

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.
Pack the 26th (Mon) with family-friendly diversions at Discovery Cove. Pack the 27th (Tue) with family-friendly diversions at Universal Orlando Resort. There's more to do: make an unforgettable trip to Walt Disney World Resort and find something for the whole family at Universal's Islands of Adventure.

To find where to stay, ratings, traveler tips, and tourist information, read Orlando trip planner.

Traveling by car from Clearwater to Orlando takes 2 hours. Alternatively, you can take a train; or take a bus. In August, plan for daily highs up to 39°C, and evening lows to 28°C. Finish your sightseeing early on the 28th (Wed) to allow enough time to travel back home.

Things to do in Orlando

Theme Parks Parks Beaches
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Discovery Cove ©
Discovery Cove
Universal Orlando Resort ©
Universal Orlando Resort

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