Top Experiences in Caladesi Island
A Boat Day
Half-Day Private Boating On Avalon Funship - Clearwater Beach
USD 950
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!
A Boat Day
Half-Day Private Boating On Buccaneer Funship - Clearwater Beach
USD 950
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!
iOutdoor Fishing Adventures
Clearwater Inshore Fishing Charter
USD 600
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.
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.
A Boat Day
Half-Day Private Boating On Premium Four Winns - Clearwater Beach
USD 950
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!
A Boat Day
Half-Day Private Boating On Platinum Funship - Dunedin
USD 950
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!
A Boat Day
Clearwater Beach Private Boat Experience
USD 950
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!
A Boat Day
Indian Rocks Private Boat Charter
USD 850
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!
A Boat Day
Clearwater Private Half-Day Boat Tour to Indian Rocks Beach
USD 950
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!
A Boat Day
Clearwater Beach Private Half- or Full-Day Luxury Boat Charter
USD 950
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!
A Boat Day
Half-Day Private Boating On Blue Hurricane - Clearwater Beach
USD 850
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!
Reel Runner Gulf Adventures
Clearwater Private Pontoon Boat Tour with Optional BBQ
USD 349
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.
Please NOTE: 2 hour Sunset Tour - Start time can very depending on the time of year and sunset time.
ClearWake Watersports
Party Pontoon Boat and Watersports Tour in Clearwater Beach
USD 1500
Come join us for our amazing Relax & Shred activity! It's the perfect opportunity to have a blast on the water while enjoying the best of both worlds. Picture yourself chilling out on our awesome pontoon party boat, soaking up the sun and taking in the beautiful views. But that's not all - for those who crave more excitement, you can also tear up the waves with some thrilling water sports like wake surfing, wakeboarding, or water tubing from our high-performance AXIS wake boat.
Here's the best part: you don't have to choose between the two! Our unique setup allows you to switch between the pontoon party boat and the wake boat, so everyone gets a chance to experience both incredible options.
But that's not all - we also make sure to give you some well-deserved beach time. We'll take you to a lovely island beach where you can truly live like a local for a day. So grab your friends, and family, or even make some new ones, and join us for this unforgettable day of fun in the sun!
Here's the best part: you don't have to choose between the two! Our unique setup allows you to switch between the pontoon party boat and the wake boat, so everyone gets a chance to experience both incredible options.
But that's not all - we also make sure to give you some well-deserved beach time. We'll take you to a lovely island beach where you can truly live like a local for a day. So grab your friends, and family, or even make some new ones, and join us for this unforgettable day of fun in the sun!
ClearWake Watersports
Clearwater Beach Private Pontoon Boat Excursion
USD 550
Embark on an exhilarating day of exploration amid Clearwater Beach's barrier islands. Escape the crowds as you encounter dolphins, snorkel, and beachcomb on secluded shores. Relax or play on our 18ft. water mat and indulge in unlimited food and drinks. 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!
Steven Wells
Clearwater Beaches and Waterways Private Boat Cruise
USD 475
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.
Sea Paradise Charters
Full Day Florida Clearwater Beach Private and Guided Cruise Tour
USD 1000
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.
ClearWake Watersports
Clearwater Beach Private Watersports Boat Charter For Six
USD 550
This price is for a 3 hour private boat charter ideal for families, bachelorette parties, bachelor parties, and friends seeking a unique water experience.
This activity allows you more time to experiment with our different water sports and a little exploration of the Clearwater barrier islands. Easily allowing time for all members of the group to participate. Our boat offers a premium sound system allowing you to play your own music while tearing up the waves.
This activity allows you more time to experiment with our different water sports and a little exploration of the Clearwater barrier islands. Easily allowing time for all members of the group to participate. Our boat offers a premium sound system allowing you to play your own music while tearing up the waves.
A Boat Day
Half-Day Private Boating On Black Hurricane - Clearwater Beach
USD 850
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!
ClearWake Watersports
4 Hour Clearwater Beach Private Pontoon Boat Tour
USD 600
Embark on an exclusive private pontoon excursion from Clearwater Beach for a group of up to 6 people, setting off on a captivating journey to explore two of Florida's hidden gems: Caladesi Island and Three Rooker Bar. Cruise through the shimmering waters of the Gulf of Mexico aboard your luxurious pontoon, soaking in panoramic views of the coastline. Bring your snorkeling gear and upon arrival at Caladesi Island, dive into the pristine turquoise waters among vibrant marine life or stroll along the secluded shoreline, collecting shells and basking in the sun's warmth. Next, venture to Three Rooker Bar, a tranquil sandbar oasis accessible only by boat, where you'll indulge in a leisurely picnic on the soft white sands, surrounded by the serenity of the Gulf. With personalized service and unparalleled natural beauty, this excursion promises an unforgettable day of exploration and relaxation for all.
Captain Sharon Jardine
3-hour Private Boat Tour in Clearwater Florida Up to 6 People
USD 550
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).
Yes, we allow alcohol on board, so bring your favorite snacks & drinks (please see our specific exclusions).
Captain Ketch Charters
Florida Gulf Coast Half-Day Private Eco Boat Tour from Holiday
USD 513
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.