19 days in Florida Itinerary

19 days in Florida Itinerary

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Route & dates

19 days in Florida Itinerary

Start: Cape Town
Fly + Drive:  9​h 30​min
1
Fort Myers Beach
— 2 nights
Drive:  3​h
2
Tarpon Springs
— 2 nights
Fly:  3​h 15​min
3
Key West
— 3 nights
Fly:  4​h 15​min
4
Orlando
— 2 nights
Fly:  3​h 30​min
5
Miami Beach
— 4 nights
Fly + Drive:  4​h 45​min
6
St. Augustine
— 3 nights
Drive + Fly:  24​h
End: Cape Town

2
nights
Fort Myers Beach

Fort Myers Beach ©
Fort Myers Beach is a town located on Estero Island in Lee County, Florida, United States. Get a sense of the local culture at Edison and Ford Winter Estates and Vino's Picasso. You'll discover tucked-away gems like Bonita Springs Public Beach and Holiday Water Sports. Explore Fort Myers Beach's surroundings by going to Norman Love Confections (in Fort Myers) and Waterside Shops (in Naples). There's still lots to do: enjoy the sand and surf at Bonita Beach Dog Park and stroll through Bunche Beach.

To see reviews, ratings, photos, and other tourist information, read our Fort Myers Beach trip itinerary planner .

Cape Town, South Africa to Fort Myers Beach is an approximately 26-hour combination of flight and car. The time zone difference moving from South Africa Standard Time (SAST) to Eastern Standard Time (EST) is minus 7 hours. Traveling from Cape Town in April, things will get a bit warmer in Fort Myers Beach: highs are around 36°C and lows about 22°C. Finish your sightseeing early on the 13th (Wed) so you can drive to Tarpon Springs.

Things to do in Fort Myers Beach

Outdoors Parks Beaches

Side Trips

Fort Myers, Bonita Springs Public Beach, Waterside Shops
Highlights from your plan
Bonita Springs Public Beach ©
Bonita Springs Public Beach
Edison and Ford Winter Estates ©
Edison and Ford Winter Estates
Waterside Shops ©
Waterside Shops

2
nights
Tarpon Springs

Tarpon Springs ©
With the highest percentage of Greek-Americans of any U.S.
Start off your visit on the 14th (Thu): look for gifts at Sponge Exchange, then head off the coast to Caladesi Island State Park, and then enjoy the sand and surf at Honeymoon Island State Park. Keep things going the next day: take a leisurely stroll along John's Pass Village & Boardwalk, see the interesting displays at Indian Rocks Historical Museum, and then enjoy the sand and surf at Sunset Beach.

To find traveler tips, other places to visit, where to stay, and tourist information, use the Tarpon Springs trip maker app .

Getting from Fort Myers Beach to Tarpon Springs by car takes about 3 hours. Other options: take a bus. In April, plan for daily highs up to 34°C, and evening lows to 22°C. Wrap up your sightseeing on the 15th (Fri) early enough to travel to Key West.

Things to do in Tarpon Springs

Outdoors Beaches Parks

Side Trips

Dunedin, Indian Rocks Historical Museum, John's Pass Village & Boardwalk
Highlights from your plan
Caladesi Island State Park ©
Caladesi Island State Park
Honeymoon Island State Park ©
Honeymoon Island State Park
Indian Rocks Historical Museum ©
Indian Rocks Historical Museum

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.
Your cultural itinerary includes sights like Key West Lighthouse and Keeper's Quarters Museum and Audubon House & Tropical Gardens. You'll enjoy a bit of beach vacationing at Fort Zachary Taylor and South Beach. There's still lots to do: look for all kinds of wild species at Key West Butterfly & Nature Conservatory, kick back and relax at Smathers Beach, look for gifts at Peppers of Key West, and stroll through Higgs Beach.

To see traveler tips, photos, more things to do, and more tourist information, read Key West trip itinerary planning site .

Traveling by flight from Tarpon Springs to Key West takes 3.5 hours. Alternatively, you can drive; or do a combination of bus and ferry. Traveling from Tarpon Springs in April, Key West is a bit warmer at night with lows of 27°C. Finish your sightseeing early on the 18th (Mon) to allow enough time to travel to Orlando.

Things to do in Key West

Parks Outdoors Beaches
Highlights from your plan
Fort Zachary Taylor ©
Fort Zachary Taylor

2
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.
Kick off your visit on the 19th (Tue): try out the rides at Happily Ever After Fireworks and then laugh and play at World of Disney. On the 20th (Wed), you'll have a packed day of sightseeing: find something for the whole family at Discovery Cove.

To see photos, where to stay, and tourist information, you can read our Orlando road trip planner .

You can fly from Key West to Orlando in 4.5 hours. Alternatively, you can drive; or take a bus. Traveling from Key West in April, Orlando is slightly colder at night with lows of 21°C. Wrap up your sightseeing on the 20th (Wed) to allow time to travel to Miami Beach.

Things to do in Orlando

Theme Parks Outdoors Beaches
Highlights from your plan
Discovery Cove ©
Discovery Cove
World of Disney ©
World of Disney
Happily Ever After Fireworks ©
Happily Ever After Fireworks

4
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.
Get in touch with nature at Hollywood Beach and Bal Harbor Beach. Attractions like Haulover Beach Park and South Beach make great kid-friendly stops. Change things up with a short trip to Hollywood North Beach Park in Hollywood (about 36 minutes away). The adventure continues: walk around Lummus Park Beach, take a stroll through Espanola Way, and enjoy the sand and surf at 12th Street Beach.

To see maps, ratings, and more tourist information, refer to the Miami Beach sightseeing planner.

You can fly from Orlando to Miami Beach in 3.5 hours. Alternatively, you can drive; or do a combination of flight and bus. Traveling from Orlando in April, expect somewhat warmer with lows of 25°C in Miami Beach. On the 24th (Sun), wrap the sightseeing up by early afternoon so you can travel to St. Augustine.

Things to do in Miami Beach

Parks Outdoors Beaches

Side Trips

Hollywood, Haulover Beach Park, Matheson Hammock Park
Highlights from your plan
Hollywood Beach ©
Hollywood Beach
Haulover Beach Park ©
Haulover Beach Park
South Beach ©
South Beach

3
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. You'll discover tucked-away gems like St. Augustine Beach and Atlantic Beach. You'll explore and learn at St. Augustine Lighthouse & Maritime Museum, Inc. and High Tide Gallery Art & Gifts. Step out of St. Augustine to go to Jacksonville Beach and see Jacksonville Beach, which is approximately 50 minutes away. And it doesn't end there: explore the wealth of natural beauty at Fort Matanzas National Monument, brush up on your knowledge of spirits at St. Augustine Distillery, and kick back and relax at Vilano Beach.

To find where to stay, photos, more things to do, and tourist information, use the St. Augustine trip planner .

You can do a combination of flight and car from Miami Beach to St. Augustine in 5 hours. Other options are to drive; or take a bus. Traveling from Miami Beach in April, expect St. Augustine to be a bit cooler, temps between 30°C and 19°C. Finish up your sightseeing early on the 27th (Wed) so you can travel back home.

Things to do in St. Augustine

Parks Outdoors Beaches

Side Trips

Jacksonville Beach, Atlantic Beach
Highlights from your plan
Vilano Beach ©
Vilano Beach
St. Augustine Beach ©
St. Augustine Beach
Fort Matanzas National Monument ©
Fort Matanzas National Monument

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