21 days in Florida Itinerary

21 days in Florida Itinerary

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Route & dates

21 days in Florida Itinerary

Start: Riyadh
Fly:  19​h 30​min
1
Orlando
— 4 nights
Drive:  2​h 30​min
2
Siesta Key
— 2 nights
Fly + taxi:  5​h 30​min
3
Destin
— 3 nights
Drive:  1​h 15​min
4
Pensacola Beach
— 2 nights
Fly:  7​h 45​min
5
Big Pine Key
— 1 night
Drive:  3​h
6
Miami
— 5 nights
Fly:  19​h
End: Riyadh

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.
Bring the kids along to Happily Ever After Fireworks and Universal's Islands of Adventure. Pack the 3rd (Mon) with family-friendly diversions at Walt Disney World Resort. Have a day of magic on the 5th (Wed) at Disney's Animal Kingdom. And it doesn't end there: make an unforgettable trip to Magic Kingdom Park, get in on the family fun at SeaWorld Orlando, and look for gifts at World of Chocolate Museum and Cafe.

To see where to stay, other places to visit, ratings, and more tourist information, you can read our Orlando itinerary planner.

Riyadh, Saudi Arabia to Orlando is an approximately 19.5-hour flight. You can also do a combination of flight, taxi, and train; or do a combination of flight and bus. The time zone difference when traveling from Riyadh to Orlando is minus 8 hours. Prepare for slightly colder weather when traveling from Riyadh in June: high temperatures in Orlando hover around 38°C and lows are around 26°C. Finish up your sightseeing early on the 7th (Fri) so you can go by car to Siesta Key.

Things to do in Orlando

Theme Parks Parks Wildlife
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Universal's Islands of Adventure ©
Universal's Islands of Adventure
Disney's Animal Kingdom ©
Disney's Animal Kingdom

2
nights
Siesta Key

Siesta Key ©
Siesta Key draws most of its visitors with soft, white-quartz sand beaches and translucent ocean water.
Start off your visit on the 8th (Sat): enjoy the sand and surf at Crescent Beach, then tour the pleasant surroundings at Siesta Beach, and then make a trip to Siesta Key Village. Keep things going the next day: kick back and relax at Turtle Beach and then enjoy the sand and surf at Saint Pete Beach.

For ratings, maps, traveler tips, and tourist information, you can read our Siesta Key route planning tool .

Drive from Orlando to Siesta Key in 2.5 hours. Alternatively, you can take a bus. In June, daytime highs in Siesta Key are 37°C, while nighttime lows are 28°C. Wrap up your sightseeing on the 9th (Sun) to allow time to travel to Destin.

Things to do in Siesta Key

Parks Beaches Outdoors

Side Trips

Saint Pete Beach, Siesta Key Village
Highlights from your plan
Siesta Beach ©
Siesta Beach
Saint Pete Beach ©
Saint Pete Beach
Crescent Beach ©
Crescent Beach

3
nights
Destin

Destin ©
With emerald water and white beaches, Destin is one of America's favorite vacation destinations.
Get outdoors at Crystal Sands Beach and Panama City Beach. You'll enjoy a bit of beach vacationing at Santa Rosa Beach and Beach Ready Spa. Change things up with these side-trips from Destin: Grayton Beach State Park (in Grayton Beach) and Panama City Beach Winery (in Panama City Beach). There's more to do: immerse yourself in nature at Henderson Beach State Park and stroll through Destin Dog Park.

To find more things to do and other tourist information, read our Destin trip itinerary planning tool .

You can do a combination of bus, flight, and taxi from Siesta Key to Destin in 5.5 hours. Other options are to drive; or take a bus. You'll gain 1 hour traveling from Siesta Key to Destin due to the time zone difference. In June, plan for daily highs up to 36°C, and evening lows to 28°C. Finish your sightseeing early on the 12th (Wed) to allow enough time to drive to Pensacola Beach.

Things to do in Destin

Parks Beaches Outdoors

Side Trips

Panama City Beach, Santa Rosa Beach, Grayton Beach State Park
Highlights from your plan
Panama City Beach Winery ©
Panama City Beach Winery
Panama City Beach ©
Panama City Beach
Henderson Beach State Park ©
Henderson Beach State Park

2
nights
Pensacola Beach

Pensacola Beach ©
Pensacola Beach is an unincorporated community located on Santa Rosa Island, a barrier island, in Escambia County, Florida, United States. Kick off your visit on the 13th (Thu): stroll through Navarre Beach and then fly like a bird with a parasailing or paragliding tour. On your second day here, cruise along The Graffiti Bridge, kick back and relax at Pensacola Beach, and then tour the pleasant surroundings at Gulf Islands National Seashore.

To see reviews, where to stay, ratings, and other tourist information, you can read our Pensacola Beach trip planner .

Traveling by car from Destin to Pensacola Beach takes 1.5 hours. Expect a daytime high around 36°C in June, and nighttime lows around 27°C. Wrap up your sightseeing on the 14th (Fri) to allow time to travel to Big Pine Key.

Things to do in Pensacola Beach

Outdoors Parks Beaches

Side Trips

The Graffiti Bridge, Navarre Beach
Highlights from your plan
Navarre Beach ©
Navarre Beach
Gulf Islands National Seashore ©
Gulf Islands National Seashore
Pensacola Beach ©
Pensacola 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 15th (Sat): identify plant and animal life at Key West Butterfly & Nature Conservatory, then immerse yourself in nature at Bahia Honda State Park, and then kick back and relax at Sombrero Beach. Keep things going the next day: admire the majestic nature at Fort Zachary Taylor and then choose your vessel at Fun In The Sun Key West.

For ratings, photos, other places to visit, and other tourist information, use the Big Pine Key tour planning website .

You can do a combination of bus and flight from Pensacola Beach to Big Pine Key in 8 hours. Alternatively, you can do a combination of bus, flight, and shuttle; or drive. The time zone changes from Central Standard Time to Eastern Standard Time, which is usually a 1 hour difference. Expect a daytime high around 38°C in June, and nighttime lows around 30°C. Cap off your sightseeing on the 16th (Sun) early enough to go by car to Miami.

Things to do in Big Pine Key

Outdoors Parks Beaches

Side Trips

Key West, Sombrero Beach
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
Sombrero Beach ©
Sombrero Beach

5
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.
Get outdoors at Shark Valley and South Beach. Kids will enjoy Lincoln Road and Bayside Marketplace. You'll find plenty of places to visit near Miami: Everglades National Park (Slough Slog & Anhinga Trail). There's much more to do: get a taste of the local shopping with Aventura Mall, browse the different shops at Village of Merrick Park, look for gifts at Dadeland Station, and tour the pleasant surroundings at Haulover Beach Park.

For photos, more things to do, reviews, and more tourist information, read our Miami trip builder app .

Traveling by car from Big Pine Key to Miami takes 3 hours. Alternatively, you can do a combination of bus, flight, and tram; or take a shuttle. June in Miami sees daily highs of 37°C and lows of 29°C at night. Finish up your sightseeing early on the 21st (Fri) so you can travel back home.

Things to do in Miami

Parks Outdoors Shopping

Side Trips

Miami Beach, Everglades National Park, Aventura Mall, Haulover Beach Park, Bill Baggs Cape Florida State Park
Highlights from your plan
Lincoln Road ©
Lincoln Road
Shark Valley Visitor Center ©
Shark Valley Visitor Center
Anhinga Trail ©
Anhinga Trail

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