19 days in Florida & Houston Itinerary

19 days in Florida & Houston Itinerary

Created using Inspirock United States journey planner

Plan created by another user. Make it yours
1
St. Petersburg
— 1 night
2
Orlando
— 3 nights
3
St. Augustine
— 2 nights
4
Merritt Island
— 1 night
5
Miami
— 3 nights
6
Marathon
— 1 night
7
Key West
— 4 nights
8
Houston
— 3 nights

S M T W T F S
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1
night
St. Petersburg

St. Petersburg ©

Florida's Sunshine City

Located on a peninsula between Tampa Bay and the Gulf of Mexico, St.
Kick off your visit on the 21st (Mon): view the masterpieces at Morean Art Center, explore the world behind art at James Museum of Western & Wildlife Art, then explore the world behind art at The Dali Museum, and finally shop like a local with Craftsman House Gallery. Here are some ideas for day two: examine the collection at Imagine Museum, then take in the exciting artwork at Duncan McClellan Gallery, and then explore the world behind art at The Ringling.

To see where to stay, maps, ratings, and more tourist information, refer to the St. Petersburg online driving holiday planner.

Chicago to St. Petersburg is an approximately 5.5-hour flight. You can also drive; or take a bus. The time zone difference when traveling from Chicago to St. Petersburg is 1 hour. Traveling from Chicago in December, things will get much warmer in St. Petersburg: highs are around 74°F and lows about 63°F. Finish your sightseeing early on the 22nd (Tue) to allow enough time to drive to Orlando.

Things to do in St. Petersburg

Side Trip

Highlights from your plan
Duncan McClellan Gallery ©
Duncan McClellan Gallery
Imagine Museum ©
Imagine Museum
The Dali Museum ©
The Dali Museum

3
nights
Orlando

Orlando ©

Theme Park Capital of the World

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.
Appreciate the collections at Charles Hosmer Morse Museum of American Art and Jeanine Taylor Folk Art. Go for a jaunt from Orlando to DeLand to see Stetson Mansion about 50 minutes away. Have a day of magic on the 24th (Thu) at Walt Disney World Resort. There's still lots to do: find something for the whole family at Universal Orlando Resort and take in the exciting artwork at Timothy's Gallery.

To see where to stay, traveler tips, reviews, and tourist information, read our Orlando day trip tool.

Drive from St. Petersburg to Orlando in 2 hours. Alternatively, you can take a bus; or do a combination of bus and train. In December, daily temperatures in Orlando can reach 77°F, while at night they dip to 59°F. Wrap up your sightseeing on the 25th (Fri) to allow time to drive to St. Augustine.

Things to do in Orlando

Theme Parks · Museums · Historic Sites · Shopping

Side Trips

Highlights from your plan
Stetson Mansion ©
Stetson Mansion
Charles Hosmer Morse Museum of American Art ©
Jeanine Taylor Folk Art ©
Jeanine Taylor Folk Art

2
nights
St. Augustine

St. Augustine ©
St. On the 26th (Sat), get engrossed in the history at Medieval Torture Museum, enjoy the sea views from St. Augustine Lighthouse & Maritime Museum, Inc., take in the exciting artwork at High Tide Gallery Art & Gifts, examine the collection at The Ximenez-Fatio House, then appreciate the history behind Castillo de San Marcos National Monument, and finally explore the different monuments and memorials at Tolomato Cemetery. On the 27th (Sun), you'll have a packed day of sightseeing: see the interesting displays at St. Augustine Pirate & Treasure Museum, then take in the spiritual surroundings of St. Photios Greek Orthodox National Shrine, then examine the collection at Lightner Museum, and finally sample the fine beverages at St. Augustine Distillery.

To find ratings, traveler tips, maps, and tourist information, read St. Augustine trip builder app.

Traveling by car from Orlando to St. Augustine takes 2 hours. Alternatively, you can take a bus. Traveling from Orlando in December, expect nights in St. Augustine to be about the same, around 55°F, while days are little chillier, around 70°F. Cap off your sightseeing on the 27th (Sun) early enough to go by car to Merritt Island.

Things to do in St. Augustine

Museums · Historic Sites · Breweries & Distilleries · Shopping
Highlights from your plan
Castillo de San Marcos National Monument ©
Castillo de San Marcos National Monument
The Ximenez-Fatio House ©
The Ximenez-Fatio House

1
night
Merritt Island

Merritt Island ©
Start off your visit on the 28th (Mon): examine the collection at Parker Brothers Concepts, then see the sky in a new way at NASA Kennedy Space Center Visitor Complex, then get curious at Space Shuttle Atlantis, and finally take an unforgettable tour with Cocoa Beach Helicopters.

For ratings, maps, reviews, and more tourist information, you can read our Merritt Island day trip tool.

Traveling by car from St. Augustine to Merritt Island takes 2.5 hours. Alternatively, you can do a combination of bus and car; or do a combination of bus and taxi. Plan for a bit warmer nights when traveling from St. Augustine in December since evenings lows in Merritt Island dip to 64°F. Cap off your sightseeing on the 28th (Mon) early enough to go by car to Miami.

Things to do in Merritt Island

Museums · Childrens Museums · Tours

Side Trip

Highlights from your plan
Space Shuttle Atlantis ©
Space Shuttle Atlantis
NASA Kennedy Space Center Visitor Complex ©
NASA Kennedy Space Center Visitor Complex
Parker Brothers Concepts ©
Parker Brothers Concepts

3
nights
Miami

Miami ©

Magic City

Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Let the collections at Vizcaya Museum and Gardens and Wynwood Walls capture your imagination. Step out of Miami to go to Everglades National Park and see Shark Valley Visitor Center, which is approximately 1h 5 min away. There's still lots to do: view the masterpieces at Art Basel, admire the natural beauty at Fairchild Tropical Botanic Garden, browse the exhibits of The Wolfsonian - Florida International University, and appreciate the extensive heritage of Art Deco Historic District.

To find reviews, maps, more things to do, and more tourist information, you can read our Miami day trip planner.

You can drive from Merritt Island to Miami in 4 hours. Alternatively, you can fly; or do a combination of taxi and bus. While traveling from Merritt Island, expect a bit warmer days and about the same nights in Miami, ranging from highs of 81°F to lows of 68°F. Wrap up your sightseeing on the 31st (Thu) to allow time to drive to Marathon.

Things to do in Miami

Museums · Parks · Shopping · Outdoors

Side Trips

Highlights from your plan
Lock & Load Museum ©
Lock & Load Museum
Vizcaya Museum and Gardens ©
Vizcaya Museum and Gardens
Art Deco Historic District ©
Art Deco Historic District

1
night
Marathon

Marathon ©

Heart of the Florida Keys

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
On the 1st (Fri), see the world from above with Ultimate HeliTours, get interesting insight from Z Flight Watersports, then get a taste of the local shopping with Shady Palm Art Gallery & Photography, then see the interesting displays at Crane Point Museum & Nature Center, and finally pause for some serene contemplation at San Pablo Catholic Church.

To see where to stay, other places to visit, and other tourist information, read our Marathon day trip tool.

You can drive from Miami to Marathon in 2.5 hours. Other options are to fly; or take a bus. Expect a daytime high around 80°F in December, and nighttime lows around 71°F. Cap off your sightseeing on the 1st (Fri) early enough to go by car to Key West.

Things to do in Marathon

Historic Sites · Tours · Outdoors · Museums
Highlights from your plan
San Pablo Catholic Church ©
San Pablo Catholic Church
Crane Point Museum & Nature Center ©
Crane Point Museum & Nature Center
Shady Palm Art Gallery & Photography ©
Shady Palm Art Gallery & Photography

4
nights
Key West

Key West ©

Conch Republic

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.
Museum-lovers will appreciate The Ernest Hemingway Home and Museum and 7 Artists & Friends Gallery. Popular historic sites such as Truman Little White House and Key West Shipwreck Treasure Museum are in your itinerary. Next up on the itinerary: visit a coastal fixture at Key West Lighthouse and Keeper's Quarters Museum, take an in-depth tour of Key West Firehouse Museum, see the interesting displays at Mel Fisher Maritime Heritage Museum, and explore the world behind art at Key West Museum of Art & History at the Custom House.

For where to stay, photos, maps, and more tourist information, refer to the Key West road trip planner.

Getting from Marathon to Key West by car takes about 1.5 hours. Other options: take a bus. In January in Key West, expect temperatures between 76°F during the day and 66°F at night. Finish your sightseeing early on the 5th (Tue) so you can travel to Houston.

Things to do in Key West

Highlights from your plan
The Ernest Hemingway Home and Museum ©
The Ernest Hemingway Home and Museum
Truman Little White House ©
Truman Little White House
Mel Fisher Maritime Heritage Museum ©
Mel Fisher Maritime Heritage Museum

3
nights
Houston

Houston ©

Bayou City

Although urban sprawl remains synonymous with Houston, most of the city's tourist attractions lie within the relatively small downtown area, surrounded by diverse neighborhoods housing the nation's biggest African-American, Asian-American, and Latino communities.
Appreciate the collections at Space Center Houston and Dickinson Historical Society Depot Museum. Change things up with a short trip to That Escape Place in Spring (about 44 minutes away). There's much more to do: look for all kinds of wild species at Cockrell Butterfly Center, admire the masterpieces at Art Car Museum, admire the natural beauty at Bayou Bend Collection and Gardens, and examine the collection at Asia Society Texas Center.

To find more things to do, maps, ratings, and other tourist information, you can read our Houston road trip planning website.

Fly from Key West to Houston in 7 hours. Alternatively, you can drive; or take a bus. The time zone difference when traveling from Key West to Houston is minus 1 hour. Traveling from Key West in January, expect nights in Houston to be much colder, around 46°F, while days are little chillier, around 63°F. Cap off your sightseeing on the 8th (Fri) early enough to travel back home.

Things to do in Houston

Side Trips

Highlights from your plan
Space Center Houston ©
Space Center Houston
Dickinson Historical Society Depot Museum ©
Houston Museum District ©
Houston Museum District

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