Day Trips from Orlando

Of course you know Orlando’s theme parks, but did you know that they are only a part of what makes an Orlando vacation so magical and appealing? “The City Beautiful” is chock full of entertainment, and there truly is something for everyone here. Regardless of your vacation goals, age, or interests, Central Florida is a dazzling place where unparalleled memories and experiences are just waiting to be discovered. We’ve developed a series of sample itineraries, categorized by interests and travel motivators, to serve as an original guide to the Central Florida area. There will be no theme park recommendations in this series, because chances are that you already have these destinations in your sights. If you’re looking to change it up a bit and try something new, these suggestions will be a perfect fit. See our area from a unique perspective when you take some time to explore, and leave your social media audiences in envy of your shared vacation experiences. You’re already staying like a local in your Contempo vacation home. You may as well have fun like a local, too!

Did you realize that from the general Orlando area, you can reach multiple beaches within a couple hours’ drive? In fact, if you’re the type to enjoy a little road trip, you can discover an unrivaled array of original experiences and breathtaking sights within a few hours of Orlando in just about any direction. Central Florida is just that – the center of everything! Check out some of our favorite semi-local getaways for day-tripping… just in case you need a vacation from your vacation!

St Augustine

Located approximately 2.5 hours from our vacation homes
www.visitstaugustine.comSt Augustine

St. Augustine is a city on the northeast coast of Florida. It lays claim to being the oldest city in the U.S., and is known for its Spanish colonial architecture as well as Atlantic Ocean beaches like sandy St. Augustine Beach and tranquil Crescent Beach. Anastasia State Park is a protected wildlife sanctuary. The Castillo de San Marcos is a 17th-century Spanish stone fortress with views of the St. Augustine Inlet.

Points of Interest:

  • Fort Matanzas National Monument
  • Fort Mose Historic State Park
  • Fountain of Youth Archaeological Park
  • Colonial Quarter
  • Oldest Wooden Schoolhouse
  • St. Augustine Lighthouse and Museum
  • Old St. Johns County Jail
  • Ripley’s Believe it or Not! Museum
  • Historic Churches
  • St. Augustine Pirate & Treasure Museum
  • World Golf Hall of Fame
  • And Much More!


Located approximately 3 hours from our vacation homes
https://sanibel-captiva.orgSanibel Captiva

Sanibel and Captiva are island towns along Florida’s Gulf Coast. Sanibel Island is known worldwide for its beautiful white sand beaches, an abundance of seashells and a diversity of wildlife. Connected to Sanibel by a bridge, Captiva Island is a quirky, cozy beach village with jaw-dropping sunset views and a plethora of water recreation activities.

Points Of Interest

  • The Bailey-Matthews National Shell Museum
  • Sanibel Island Lighthouse
  • Clinic for the Rehabilitation of Wildlife (CROW)
  • Sanibel Historical Museum and Village
  • Fishing Charters and Tours
  • Sanibel Moorings Botanical Gardens
  • Periwinkle Place
  • Eco Tours
  • J.N. (Ding) Darling National Wildlife Refuge
  • Snorkeling and Scuba Diving

Clearwater Beach

Located approximately 90 minutes from our vacation homes.

Clearwater Beach

Clearwater is a city in Florida’s Tampa Bay area known for sunny weather and gulf coast beaches. Clearwater Beach, on a barrier island, is a 3-mile stretch of white sand backed by hotels and restaurants. Injured dolphins and sea turtles are rehabilitated at the Clearwater Marine Aquarium. At the city’s Bright House Field, the Phillies pro baseball team plays spring training games.

Points Of Interest

  • Beach Walk
  • Sightseeing/ Dolphin Cruises
  • Mini Golf
  • Indoor Surfing – Surf Style’s Flowrider
  • Pier 60 Park and Sunsets at Pier 60
  • Pinellas Trail
  • SimCenter Tampa Bay
  • Tampa Bay Escape Room

Cocoa Beach

Located approximately 90 minutes from our vacation homes.

Cocoa Beach

Cocoa Beach is located on Florida’s Space Coast along the Atlantic Ocean. Chock full of history, watersports, jazz clubs, beach cafes and amazing sunrises, Cocoa Beach is one of the most relaxing and favored east coast beaches for travelers to The Sunshine State. Florida’s Space Coast is also home to Kennedy Space Center Visitor Complex and Port Canaveral.

Points Of Interest

  • Ron Jon Surf Shop
  • Westgate Cocoa Beach Pier
  • Cocoa Beach Aerial Adventures
  • Eco Tours and Nature Trails
  • Water Recreation Rentals
  • Cocoa Beach Skate Park
  • East Coast Jet Pack
  • Escape Rooms
  • Florida Surf Museum
  • Miniature Golf
  • Kennedy Space Center Visitor Complex
  • Port Canaveral


Located approximately two hours from our vacation homes.


Daytona Beach is a city on Florida’s Atlantic coast. It’s known for Daytona International Speedway, which hosts February’s iconic Daytona 500 NASCAR race. The beach has hard-packed sand where driving is permitted in designated areas. Near the boardwalk’s rides and arcades, Daytona Beach Bandshell stages free summer concerts. Steps from the beach, Daytona Lagoon water park offers go-karts, laser tag and waterslides.

Points Of Interest

  • The Abbey
  • City Island
  • Daytona Beach Bandshell and Oceanfront Park Complex
  • Varied Historic and Heritage Districts
  • Seybold Baking Company Factory
  • Tarragona Tower
  • Daytona 500 Experience
  • Daytona International Speedway
  • Daytona Beach Boardwalk
  • Daytona Lagoon Water Park
  • Halifax Historical Museum
  • Jackie Robinson Ballpark
  • Main Street Pier
  • Mary McLeod Bethune Performing Arts Center
  • Museum of Arts and Sciences
  • The Ocean Center

St Petersburg

Located approximately 90 minutes from our vacation homes.
www.stpete.orgSt Petersburg

St. Petersburg is a city on Florida’s gulf coast, part of the Tampa Bay area. It’s known for its pleasant weather, making it popular for golfing, boating, fishing and beachgoing. Its waterfront parks host the Dali Museum, featuring surrealist works of art; the Museum of Fine Arts, with works ranging from ancient to contemporary; and Mahaffey Theater, home of the Florida Orchestra.

Points Of Interest

  • The Dali Museum
  • Chihuly Collection
  • Sunken Gardens
  • Florida Holocaust Museum
  • Horeseback, Segway, Pub, and Nature Tours
  • Skyway Fishing Pier State Park
  • Ted Williams Museum and Hitters Hall of Fame
  • St. Petersburg Museum of History
  • Fishing Charters and Kayaking
  • Cage Brewing
  • Food Tours
  • Escape Rooms
  • Scuba and Snorkeling

For information on these and other area attractions, or to purchase tickets, please contact our friends at Visit Central Florida or Kissimmee Guest Services!