14 days in Florida Itinerary

14 days in Florida Itinerary

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Route & dates

14 days in Florida Itinerary

Start: Joplin
Fly + Drive:  7​h 45​min
1
Clearwater
— 2 nights
Drive:  1​h 45​min
2
Siesta Key
— 2 nights
Drive:  3​h 15​min
3
DeLand
— 3 nights
Drive:  4​h 15​min
4
Fort Lauderdale
— 2 nights
Fly:  3​h 15​min
5
Key West
— 4 nights
Fly:  7​h 30​min
End: Joplin

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.
On the 28th (Sat), enjoy the sand and surf at Clearwater Beach, then learn about winemaking at Murielle Winery, then take in the waterfront at Pier 60, and finally contemplate in the serene atmosphere at Church of Scientology Information Center. Keep things going the next day: appreciate the extensive heritage of Beach Walk, contemplate the long history of Philippe Park, and then observe the fascinating underwater world at Clearwater Marine Aquarium.

For photos, more things to do, traveler tips, and other tourist information, use the Clearwater trip itinerary site .

Joplin to Clearwater is an approximately 8-hour combination of flight and car. You can also drive. The time zone difference moving from Central Standard Time (CST) to Eastern Standard Time (EST) is 1 hour. Plan for much warmer temperatures traveling from Joplin in December, with highs in Clearwater at 76°F and lows at 60°F. Finish up your sightseeing early on the 29th (Sun) so you can go by car to Siesta Key.

Things to do in Clearwater

Parks Outdoors Historic Sites

Side Trip

Philippe Park
Highlights from your plan
Murielle Winery ©
Murielle Winery
Clearwater Beach ©
Clearwater Beach
Philippe Park ©
Philippe Park

2
nights
Siesta Key

Siesta Key ©
Siesta Key draws most of its visitors with soft, white-quartz sand beaches and translucent ocean water.
On the 30th (Mon), enjoy the sand and surf at Crescent Beach, then stroll through Turtle Beach, then admire the natural beauty at Marie Selby Botanical Gardens, and finally view the masterpieces at The Gallery on Siesta Key.

To see maps, more things to do, reviews, and tourist information, use the Siesta Key sightseeing planning website .

Drive from Clearwater to Siesta Key in 2 hours. Alternatively, you can take a bus; or take a bus. Expect a daytime high around 78°F in December, and nighttime lows around 59°F. Wrap up your sightseeing by early afternoon on the 31st (Tue) to allow enough time to drive to DeLand.

Things to do in Siesta Key

Parks Outdoors Beaches

Side Trip

Marie Selby Botanical Gardens
Highlights from your plan
Crescent Beach ©
Crescent Beach
Siesta Beach ©
Siesta Beach
Turtle Beach ©
Turtle Beach

3
nights
DeLand

DeLand ©
DeLand is a city in the U.S. We've included these beaches for you: Andy Romano Beachfront Park and Beach at Daytona Beach. Stetson Mansion and St. Barnabas Episcopal Church will appeal to history buffs. Explore the numerous day-trip ideas around DeLand: Ponce de Leon Inlet Lighthouse & Museum (in Ponce Inlet) and Ormond Beach (in Ormond Beach). There's more to do: sample the tasty concoctions at Persimmon Hollow Brewing Company and examine the collection at Gillespie Museum.

For where to stay, maps, other places to visit, and tourist information, read our DeLand trip itinerary planner .

You can drive from Siesta Key to DeLand in 3.5 hours. Other options are to do a combination of bus and train; or take a bus. In December, daily temperatures in DeLand can reach 75°F, while at night they dip to 57°F. On the 3rd (Fri), wrap the sightseeing up by early afternoon so you can drive to Fort Lauderdale.

Things to do in DeLand

Parks Outdoors Beaches

Side Trips

Ormond Beach, Ponce de Leon Inlet Lighthouse & Museum, Beach at Daytona Beach
Highlights from your plan
Stetson Mansion ©
Stetson Mansion
Ormond Beach ©
Ormond Beach

2
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.
Kick off your visit on the 3rd (Fri): relax and rejuvenate at some of the best spas. Get ready for a full day of sightseeing on the 4th (Sat): tour the pleasant surroundings at Fort Lauderdale Beach, examine the collection at Lock & Load Museum, and then get to know the fascinating history of Art Deco Historic District.

To see maps, photos, other places to visit, and more tourist information, go to the Fort Lauderdale trip planner.

Traveling by car from DeLand to Fort Lauderdale takes 4.5 hours. Alternatively, you can do a combination of shuttle and flight; or take a train. Plan for a bit warmer temperatures traveling from DeLand in January, with highs in Fort Lauderdale at 76°F and lows at 62°F. Finish your sightseeing early on the 5th (Sun) to allow enough time to travel to Key West.

Things to do in Fort Lauderdale

Parks Outdoors Beaches

Side Trips

Miami Beach, Lock & Load Museum
Highlights from your plan
South Beach ©
South Beach
Lincoln Road ©
Lincoln Road
Art Deco Historic District ©
Art Deco Historic District

4
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.
Popular historic sites such as Truman Little White House and Fort Zachary Taylor are in your itinerary. Take a break from Key West with a short trip to Bahia Honda State Park in Big Pine Key, about 48 minutes away. There's still lots to do: examine the collection at The Ernest Hemingway Home and Museum, contemplate the long history of Curry Mansion, stroll the grounds of Key West Cemetery, and take in the architecture and atmosphere at Saint Mary Star of the Sea.

For other places to visit, photos, traveler tips, and more tourist information, refer to the Key West online trip maker .

Traveling by flight from Fort Lauderdale to Key West takes 3.5 hours. Alternatively, you can do a combination of train and flight; or drive. January in Key West sees daily highs of 76°F and lows of 66°F at night. Wrap up your sightseeing by early afternoon on the 9th (Thu) to allow enough time to travel back home.

Things to do in Key West

Parks Historic Sites Outdoors

Side Trip

Bahia Honda State Park
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
Fort Zachary Taylor ©
Fort Zachary Taylor
Truman Little White House ©
Truman Little White House

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