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Popular Sailing, Catamaran & Gulet Tours Charters in Pinellas County  , United States. Good availability and great rates. Read unbiased reviews and choose the best deal for your trip.

Sailing, Catamaran & Gulet Tours in Pinellas County- BoatBooker

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TimeWarp Motor Yacht by Charter Finders LLC

Madeira Beach

Charter Finders LLC is a 1988 Defever 78 Motor Yacht Motor yacht (restored in 2024), based out of Madeira Beach. The boat is powered by two 300 HP diesel inboard Cat engines, offering a maximum cruising speed of 10 knots. TimeWarp is a captained OUPV vess

Charter Finders LLC pontoon

Experience the ultimate adventure on the water with Charter Finders LLC! This stunning 2019 Crest 230 SC Pontoon, based in the beautiful Madeira Beach, is perfect for a day of fun and relaxation. Whether you&#039;re hosting a group of friends, family, or 

up to 6 people. 7 people and more is a bareboat rental and captain is separate charge or you can self captain.

Charter Finders LLC 260 Deck Boat

Charter Finders LLC is a 2008 Hurricane 260 Deck boat based out of Madeira Beach. It can take up to twelve guests. The boat is powered by two 150 HP gasoline outboard Yamaha engines, offering a maximum cruising speed of 35 knots. The vessel comes equipped

Set sail on a private 2-hour adventure aboard the 41ft yacht Phoenix, perfect for groups of up to 12 guests. Choose your preferred time of day—9:30 AM, 12:00 PM, or 2:30 PM—for a relaxing sail and the chance to spot dolphins. For a magical sunset sail, we typically depart about an hour before sunset. Message us for the exact departure time based on the date of your trip!

Dolphin Landings Charter Boats – Phoenix

St. Pete Beach

Step aboard Sailing Yacht Phoenix, a classic 41ft Gulfstar Ketch built in 1975 and beautifully maintained for unforgettable adventures out of St. Pete Beach. Ideal for groups of up to 12 guests, Phoenix blends timeless charm with modern comfort&mdash;perf

Enjoy this beautiful 46' sailing yacht for your private charter for up to 12 guests! Great for any occasion when you want to wow your guests with something different and fun. We take pride in our excellent customer service, and this accommodating yacht brings beverages and finger food, or we can suggest local food and beverage options to top off your outing.
Don't forget this vessel is child-friendly!

Dolphin Landings Charter Boat – Fantasea

Set sail on Dolphin Landings Charter Boat, a beautifully restored 1980 Morgan Ketch (2010) based in St. Pete Beach. This spacious sailing yacht accommodates up to twelve guests and is perfect for private charters, dolphin watching, sightseeing, or celebra

Unwind and set sail on this 51ft yacht for 2 hours of pure enjoyment! Perfect for hosting family and friends for any occasion. Our captain and crew are dedicated to providing an exceptional experience!

Dolphin Landings Charter Sailing Yacht –Magic

Experience the charm of St. Pete Beach aboard Dolphin Landings Charter Boat, a beautifully restored 1974 Morgan Ketch Sailing yacht. Comfortably accommodating up to 14 guests, this classic vessel offers an unforgettable sailing experience powered by an 85

Set sail and explore all of the natural beauty the area has to offer! With the sails up, we can slip away and get up close and personal with the wild Atlantic bottlenose dolphins in Boca Ciega Bay or the Gulf of Mexico. Complimentary bottled water available. BYOB allowed. Cooler with ice available and a restroom aboard. Most trips venture out into the Gulf of Mexico, weather and conditions permitting.

What's Included:
Bottled Water
Coolers with Ice Available
Restroom Aboard
What to Bring
Sunscreen
BYOB

Sail the Suncoast Horizon!

Treasure Island

Set sail aboard Suncoast Horizon, the most photographed boat in the entire Tampa Bay Region! This 2000 Merritt Walter Custom Gaff Rigged Topsail Schooner is USCG inspected and certified for up to 28 guests, offering a unique and intimate sailing experienc

Enjoy a scenic cruise through Tarpon Springs as you head out to a nearby island, often with dolphins playing in the boat’s wake along the way. Once there, you can swim, go shelling, relax and sunbathe on the upper deck, or enjoy the onboard slide. Suitable for up to 12 guests; captain and fuel are additional.

Gulf Coast Boat Tours – Avalon 2538

Clearwater

Gulf Coast Boat Tours &ndash; Avalon 2538 is a 2021 Avalon 2538 Pontoon based in Clearwater, offering a comfortable and stylish way to explore Florida&rsquo;s beautiful Gulf Coast waters. With space for up to 12 guests, it&rsquo;s perfect for families, gr

Private captained sail through the protected waters of Boca Ciega Bay, with a beautiful view of the sun on an open Gulf Horizon!

You're welcome to bring any of your own food or drinks to accompany you on the evening sail!

Teal Tide Sailing – "Cay Michele"

St. Petersburg

Step aboard Teal Tide Sailing &ndash; &ldquo;Cay Michele,&rdquo; a beautifully restored 1981 Hardin Voyager Sailing Yacht, and experience the waters of St. Petersburg in timeless style and comfort. Fully restored in 2025, this classic yacht offers an unfo

Relax and unwind on our 30’ Catamaran, Blue Stiletto. Enjoy a Sandbar or Island Tour, floating on the lily pad or relaxing on spacious onboard seating. Bring your favorite snacks and drinks; coolers and ice are provided. Keep an eye out for dolphins and enjoy collecting seashells along the way. This 4-hour tour is perfect for special events or for enjoying with family and friends.

Blue Bay Charters

Set sail with Blue Bay Charters, a beautifully restored 1980 Stiletto 27 Beach catamaran (refit in 2023) based in stunning St. Pete Beach. Designed for comfort, speed, and unforgettable coastal experiences, this sleek catamaran is perfect for small groups

Sailing, Catamaran & Gulet Tours in Pinellas County

Top Sailing, Catamaran & Gulet Tours in Pinellas County