Parasailing / Watersports - Guests soar high above the crystal-clear waters of Siesta Key beneath our iconic Minion parasail chute. Parasailing is one of the most unforgettable ways to experience t... Photo
Pelicans Along Sarasota Bay - A beautiful group of pelicans gathered along the waters of Sarasota Bay near Siesta Key. Southwest Florida is home to incredible coastal wildlife, and pelican sighting... Photo 2
Parasailing - An unforgettable parasailing experience high above the turquoise waters of Siesta Key. Guests enjoy breathtaking Gulf views, exciting takeoffs and landings, and family-friendly advent... Photo 3
Sandbar Dolphin Tour Adventure in Sarasota Bay - Guests explore a beautiful shallow sandbar after cruising aboard our 49-passenger catamaran through the waters of Sarasota Bay. These family-friendl... Photo 4
Sunset Cruise / Dolphin Tour - Guests enjoy a breathtaking sunset dolphin tour along the waters of Siesta Key and Sarasota Bay. As the sun sets over the Gulf Coast, passengers often spot dolphins, ... Photo 5
Jet Ski Rentals / Watersports - Guests race across the beautiful waters of Siesta Key during an exciting jet ski adventure along Florida’s Gulf Coast. With crystal-clear water, scenic views, and ... Photo 6
Parasailing Selfie Over Crystal-Clear Waters - Two guests capture an unforgettable parasailing selfie high above the crystal-clear waters of Siesta Key. With breathtaking Gulf views, peaceful fligh... Photo 7
Parasail Boats Preparing for Adventure in Siesta Key - Two parasail vessels prepare for takeoff as colorful chutes inflate above the beautiful blue waters of Siesta Key. Guests enjoy exciting, fami... Photo 8
Dolphins Playing in the Wake Near Siesta Key - Two dolphins leap through the wake during a beautiful day on the water near Siesta Key and Sarasota Bay. Dolphin sightings like this are a favorite pa... Photo 9
USCG-Inspected Watersports Fleet in Siesta Key - The Siesta Key Watersports fleet of U.S. Coast Guard-inspected vessels is designed to provide safe, family-friendly adventures on the waters of Sies... Photo 10

Siesta Key Watersports

5253 S Tamiami Trl, Sarasota, FL 34231 (941) 921-3030

For more than 20 years, Siesta Key Watersports has been helping families, friends, and visitors experience Sarasota from the water. As a local, family-owned business, this isn't just where we work... it's where we're raising our families, spending our weekends, and making memories of our own. We genuinely love introducing guests to the places and wildlife that make this area so special. Whether you're parasailing high above the Gulf, exploring by jet ski, searching for dolphins, relaxing on a secluded sandbar, enjoying a sunset cruise, taking the family out on a private boat rental, or celebrating aboard one of our tiki boat tours, every trip is designed to feel personal, relaxed, and unforgettable.

If you're planning something special, we'd love to help bring it to life. Our flagship catamaran, Island Time, is a spacious United States Coast Guard-inspected passenger vessel that accommodates up to 49 guests and features an onboard restroom, comfortable seating, and plenty of room to spread out and enjoy the day. From family reunions and milestone birthdays to corporate outings, holiday parties, school groups, weddings, nonprofit events, and team celebrations, we enjoy creating custom experiences that fit your group. Want to spend time at the sandbar? We can even add banana boat rides for guests looking for a little extra excitement. Looking for wildlife, shelling, swimming, music, or simply watching the sunset with your favorite people? We'll help build the perfect day on the water.

Our crew is what truly sets us apart. Every trip is led by U.S. Coast Guard Master Captains, and many of our captains and crew members were born and raised right here on Sarasota's waterways. They know where the dolphins like to play, the best places to watch the sunset, and the hidden spots that many visitors never get to experience. More importantly, they love sharing those places with others. We believe some of life's best memories happen on the water, and it's a privilege to welcome nearly 50,000 guests aboard each year to experience Sarasota through the eyes of the people who proudly call it home.

Parasailing / Watersports - Guests soar high above the crystal-clear waters of Siesta Key beneath our iconic Minion parasail chute. Parasailing is one of the most unforgettable ways to experience t... Photo
Pelicans Along Sarasota Bay - A beautiful group of pelicans gathered along the waters of Sarasota Bay near Siesta Key. Southwest Florida is home to incredible coastal wildlife, and pelican sighting... Photo 2
Parasailing - An unforgettable parasailing experience high above the turquoise waters of Siesta Key. Guests enjoy breathtaking Gulf views, exciting takeoffs and landings, and family-friendly advent... Photo 3
Sandbar Dolphin Tour Adventure in Sarasota Bay - Guests explore a beautiful shallow sandbar after cruising aboard our 49-passenger catamaran through the waters of Sarasota Bay. These family-friendl... Photo 4
Sunset Cruise / Dolphin Tour - Guests enjoy a breathtaking sunset dolphin tour along the waters of Siesta Key and Sarasota Bay. As the sun sets over the Gulf Coast, passengers often spot dolphins, ... Photo 5
Jet Ski Rentals / Watersports - Guests race across the beautiful waters of Siesta Key during an exciting jet ski adventure along Florida’s Gulf Coast. With crystal-clear water, scenic views, and ... Photo 6
Parasailing Selfie Over Crystal-Clear Waters - Two guests capture an unforgettable parasailing selfie high above the crystal-clear waters of Siesta Key. With breathtaking Gulf views, peaceful fligh... Photo 7
Parasail Boats Preparing for Adventure in Siesta Key - Two parasail vessels prepare for takeoff as colorful chutes inflate above the beautiful blue waters of Siesta Key. Guests enjoy exciting, fami... Photo 8
Dolphins Playing in the Wake Near Siesta Key - Two dolphins leap through the wake during a beautiful day on the water near Siesta Key and Sarasota Bay. Dolphin sightings like this are a favorite pa... Photo 9
USCG-Inspected Watersports Fleet in Siesta Key - The Siesta Key Watersports fleet of U.S. Coast Guard-inspected vessels is designed to provide safe, family-friendly adventures on the waters of Sies... Photo 10
Parasailing / Watersports - Guests soar high above the crystal-clear waters of Siesta Key beneath our iconic Minion parasail chute. Parasailing is one of the most unforgettable ways to experience t... Photo
Pelicans Along Sarasota Bay - A beautiful group of pelicans gathered along the waters of Sarasota Bay near Siesta Key. Southwest Florida is home to incredible coastal wildlife, and pelican sighting... Photo 2
Parasailing - An unforgettable parasailing experience high above the turquoise waters of Siesta Key. Guests enjoy breathtaking Gulf views, exciting takeoffs and landings, and family-friendly advent... Photo 3
Sandbar Dolphin Tour Adventure in Sarasota Bay - Guests explore a beautiful shallow sandbar after cruising aboard our 49-passenger catamaran through the waters of Sarasota Bay. These family-friendl... Photo 4
Sunset Cruise / Dolphin Tour - Guests enjoy a breathtaking sunset dolphin tour along the waters of Siesta Key and Sarasota Bay. As the sun sets over the Gulf Coast, passengers often spot dolphins, ... Photo 5
Jet Ski Rentals / Watersports - Guests race across the beautiful waters of Siesta Key during an exciting jet ski adventure along Florida’s Gulf Coast. With crystal-clear water, scenic views, and ... Photo 6
Parasailing Selfie Over Crystal-Clear Waters - Two guests capture an unforgettable parasailing selfie high above the crystal-clear waters of Siesta Key. With breathtaking Gulf views, peaceful fligh... Photo 7
Parasail Boats Preparing for Adventure in Siesta Key - Two parasail vessels prepare for takeoff as colorful chutes inflate above the beautiful blue waters of Siesta Key. Guests enjoy exciting, fami... Photo 8
Dolphins Playing in the Wake Near Siesta Key - Two dolphins leap through the wake during a beautiful day on the water near Siesta Key and Sarasota Bay. Dolphin sightings like this are a favorite pa... Photo 9
USCG-Inspected Watersports Fleet in Siesta Key - The Siesta Key Watersports fleet of U.S. Coast Guard-inspected vessels is designed to provide safe, family-friendly adventures on the waters of Sies... Photo 10
Property Info Group + Meetings

General Info

  • Family-Friendly
  • Tours Available

Meetings Capacity Chart