Caladesi Island Tours & Attractions

We have upgraded our pontoon! Book now on one of the fastest pontoons near Clearwater Beach. Join Captain Nick for a fun Beach Excursion aboard a Private Pontoon Boat Charter. Looking for a fun day on the water book your next charter with Reel Runner Gulf Adventures. We will take you to exclusive beaches that are only accessible by boat along the Gulf of Mexico, near beautiful Clearwater Beach, Dunedin, Honeymoon Island, Caladesi Island, and Tarpon Springs. All trips are BYOB, we offer water, cooler full of ice, and a BBQ (by request and bring your own food) on board if you wish to grill out.
Please NOTE: 2 hour Sunset Tour - Start time can very depending on the time of year and sunset time.

Drone photos credit to Nathan Boggess previous passenger guest!

Duration: 4 to 8 hours.

A Boat Day offers private, customized boat charters for small groups of up to 8 passengers. Sit back and relax on the very comfortable, 25 foot double-decker Tahoe Funship with a slide, as you cruise the waterways with a Captain as your guide. Your boating adventure will get you up close to wild dolphins and take you to secluded barrier islands so you can go shelling on pristine beaches or swim in the Gulf of Mexico.  Our private boat tours are perfect for family outings, birthdays, anniversaries, graduations, bachelor(ette) parties, marriage proposals, romantic getaways, reunions, spreading ashes, or any other reason!
Duration: 4 hours.

Embark on an exhilarating day of exploration amid Clearwater Beach's barrier islands. Escape the crowds as you encounter dolphins, snorkel, and look for shells on secluded shores. Relax or play on our 18ft. water mat. Our tours are perfect for families, friends, and special occasions from bachelorette parties to anniversaries, offering an unforgettable escape from the everyday hustle and bustle of Clearwater Beach!
Duration: 4 hours.

A Boat Day offers private, customized boat charters for small groups of up to 10 passengers. Sit back and relax on the very comfortable, 27 foot double-decker Funship with a slide, as you cruise the waterways with a Captain as your guide. Your boating adventure will get you up close to wild dolphins and take you to secluded barrier islands so you can go shelling on pristine beaches or swim in the Gulf of Mexico.  Our private boat tours are perfect for family outings, birthdays, anniversaries, graduations, bachelorette parties, marriage proposals, romantic getaways, reunions, spreading ashes, or any other reason!
Duration: 4 hours.

A Boat Day offers private, customized boat charters for small groups of up to 10 passengers. Sit back and relax on the very comfortable, 27 foot double-decker Funship with a slide, as you cruise the waterways with a Captain as your guide. Your boating adventure will get you up close to wild dolphins and take you to secluded barrier islands so you can go shelling on pristine beaches or swim in the Gulf of Mexico.  Our private boat tours are perfect for family outings, birthdays, anniversaries, graduations, bachelorette parties, marriage proposals, romantic getaways, reunions, spreading ashes, or any other reason!
Duration: 4 to 8 hours.

A BOAT DAY offers private, customized boat charters for small groups of 1-6 passengers. Sit back and relax on the very comfortable, 24 foot Hurricane Deck Boat as you cruise the waterways with a Captain as your guide. Your boating adventure will get you up close to wild dolphins and take you to secluded barrier islands so you can go shelling on pristine beaches or swim in the Gulf of Mexico.   Our private boat tours are perfect for family outings, birthdays, anniversaries, graduations, bachelor(ette) parties, marriage proposals, romantic getaways, reunions, spreading ashes, or any other reason!
Duration: 4 hours.

A Boat Day offers private, customized boat charters for small groups of up to 10 passengers. Sit back and relax on the very comfortable, 27 foot double-decker Funship with a slide, as you cruise the waterways with a Captain as your guide. Your boating adventure will get you up close to wild dolphins and take you to secluded barrier islands so you can go shelling on pristine beaches or swim in the Gulf of Mexico.  Our private boat tours are perfect for family outings, birthdays, anniversaries, graduations, bachelorette parties, marriage proposals, romantic getaways, reunions, spreading ashes, or any other reason!
Duration: 4 hours.

We offer private, customizable, scenic boat tours, sunset cruises, and island hopping. We are all about fun, family, and being on the water. Relax and let us show you how to avoid the crowds and beach like a local. See and explore Florida's beautiful beaches and waterways on a private boat with a licensed Captain. Serving Clearwater Beach, Dunedin, Palm Harbor, and Indian Rocks Beach. My vessel is a safe and comfortable Century 2200 Center Console with cushioned bow and stern seating. I always supply a USCG-approved Type 1 PFD for each occupant.
Duration: 4 hours.

What Makes Us Stand Out:

Exclusive Offerings: We are one of the few companies in Clearwater Beach to offer a comprehensive package of wakesurfing, wakeboarding, and tubing.
Experienced Instructors: Our experienced and friendly instructors ensure a safe and enjoyable experience for all skill levels.
Top-Quality Equipment: We pride ourselves on using the latest and best-maintained equipment to ensure your safety and enjoyment.
Personalized Service: Our small group sizes mean you get personalized attention and a tailored experience, making your adventure truly unique.
Join us for a day of fun, sun, and thrilling watersports in Clearwater Beach. Whether you're looking to master wakeboarding, ride the waves with wakesurfing, or enjoy a high-speed tubing adventure, ClearWake Watersports is your premier choice in Clearwater Beach.

Duration: 3 hours.

A Boat Day offers private, customized boat charters for small groups of up to 10 passengers. Sit back and relax on the very comfortable, 27 foot double-decker Funship with a slide, as you cruise the waterways with a Captain as your guide. Your boating adventure will get you up close to wild dolphins and take you to secluded barrier islands so you can go shelling on pristine beaches or swim in the Gulf of Mexico.  Our private boat tours are perfect for family outings, birthdays, anniversaries, graduations, bachelorette parties, marriage proposals, romantic getaways, reunions, spreading ashes, or any other reason!
Duration: 4 hours.

A Boat Day offers private, customized boat charters for small groups of 1-6 passengers. Sit back and relax on the very comfortable, 24 foot Hurricane Deckboat as you cruise the waterways with a Captain as your guide. Your boating adventure will get you up close to wild dolphins and take you to secluded barrier islands so you can go shelling on pristine beaches or swim in the Gulf of Mexico. Our private boat tours are perfect for family outings, birthdays, anniversaries, graduations, bachelor(ette) parties, marriage proposals, romantic getaways, reunions, spreading ashes, or any other reason!
Duration: 4 hours.

A Boat Day offers private, customized boat charters for small groups of up to 10 passengers. Sit back and relax on the very comfortable, 27 foot double-decker Funship with a slide, as you cruise the waterways with a Captain as your guide. Your boating adventure will get you up close to wild dolphins and take you to secluded barrier islands so you can go shelling on pristine beaches or swim in the Gulf of Mexico.  Our private boat tours are perfect for family outings, birthdays, anniversaries, graduations, bachelorette parties, marriage proposals, romantic getaways, reunions, spreading ashes, or any other reason!
Duration: 4 hours.

A Boat Day offers private, customized half-day and full-day boat charters for small groups of up to 8 passengers. Sit back and relax on the very comfortable, 25 foot double-decker Funship as you cruise the waterways with a Captain as your guide. Your boating adventure will get you up close to wild dolphins and take you to secluded barrier islands so you can go shelling on pristine beaches or swim in the Gulf of Mexico.  Our private boat charters are perfect for family outings, birthdays, anniversaries, graduations, bachelor(ette) parties, marriage proposals, romantic getaways, reunions, spreading ashes, or any other reason!
Duration: 4 hours.

Experience and explore waters of

Clearwater Beach and

Caladesi Island State Park. Always a short distant and boat ride to great fishing in Clearwater Bay. Enjoy fishing one of the most popular and unique ecosystem found within downtown. Fishing is great all year round, and there is such diversity of nearshore, island hoping and backcountry fishing for

Black Drum, Redfish, Cobia, Trout and

Jack Crevalle depending on the season. Even on windy days, there are plenty of places to fish, in the Bay, you can fish one of the many barrier islands, and hundreds of miles of backcountry water shoreline, making this an experience, not just another fishing trip.

Travelers and Visitors of Clearwater Beach also enjoyed the Clearwater Marine Aquarium or experience in the Boeing 737 Flight Simulations or even an awesome game at Spectrum Field.
Duration: 4 to 8 hours.

Come see the best of Clearwater on a PRIVATE boat tour! Along the pristine beaches of Clearwater, Honeymoon Island, and Caladesi Island, we will look for dolphins, anchor at local sand bars, go shelling, swimming & soak up some sun. Keep your eyes peeled for local wildlife like dolphins, ospreys, pelicans, cormorants & seagulls. Book this private boat charter for a special occasion or a casual family vacation day. We take up to 6 people of all ages & we can customize the travel speed & location stops. Let's face it - Grandma may not want to get off the boat, but the kids definitely want to go swimming. We get it! And we cater to everyone's wants.

Yes, we allow alcohol on board, so bring your favorite snacks & drinks (please see our specific exclusions).
Duration: 3 hours.

Our Private Eco Tours are Fun for the Whole Family! Enjoy the views and beautiful nature of Florida’s Gulf Coast. We offer with island excursions. You will be looking for dolphins, manatees, birds, lighthouses and other historical sites. Our island Excursions let you explore and look for shells, swim, or just relax on the beach.
Duration: 3 hours 30 minutes.

A BOAT DAY offers private, customized boat charters for small groups of 1-6 passengers. Sit back and relax on the very comfortable, 24 foot Hurricane Deck Boat as you cruise the waterways with a Captain as your guide. Your boating adventure will get you up close to wild dolphins and take you to secluded barrier islands so you can go shelling on pristine beaches or swim in the Gulf of Mexico.   Our private boat tours are perfect for family outings, birthdays, anniversaries, graduations, bachelor(ette) parties, marriage proposals, romantic getaways, reunions, spreading ashes, or any other reason!
Duration: 4 hours.

On this cruise you will experience dolphin sightings, as well as potentially seeing other wild-life such as manatees and sea turtles. You will get a tour of many cool attractions on Clearwater beach such as celebrity homes. You will have options of many waterfront restaurants to dock at for lunch and dinner while on your cruise. You will stop at beautiful islands, beaches and sandbars like Caladesi Island, Bird Island, 3 Rooker Island, One Tree Island and Honeymoon Island. And your cruise will end with one of Clearwater Beaches award winning sunsets. There are many options for things to do and see while on the cruises. And choosing different islands, restaurants and types of wild-life to view will depend on the customers preference. The captain will make sure the cruise is unique for each customer, and will do the best to let the customer decide what they would prefer to do on their cruise.
Duration: 11 hours.