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

Sailing, Catamaran & Gulet Tours in Florida, FL- BoatBooker

Florida

Florida, United States

Florida boating charters unlock a uniquely diverse water world, from calm Gulf bays to the rolling Atlantic and the island-dotted Keys. This is a destination known for warm, crystal-clear shallows, expansive sandbars, and year‑round boating weather that makes sunrise fishing runs and golden‑hour cruises equally unforgettable.Nature lovers book Florida boating charters for close-up encounters with coastal wildlife and vibrant marine habitats. Glide past mangrove tunnels, spot dolphins arcing alongside the bow, or snorkel above colorful reef gardens. Inland, spring‑fed waterways tempt with glassy runs ideal for leisurely sightseeing and paddle-friendly side trips.Adventure seekers find plenty to explore: day sails along the Intracoastal Waterway, offshore excursions in deep blue seas, and island‑hopping itineraries perfect for beach picnics and shelling. Historic lighthouses, waterfront towns, and picturesque marinas provide charming stopovers between swims and sandbar gatherings.Families appreciate protected coves and gentle inlets where first‑time boaters feel at ease, while experienced captains chase open‑water thrills. With options ranging from bareboat rentals to fully crewed outings, Florida boating charters fit every style—fishing, snorkeling, wildlife viewing, or simply relaxing on deck with sea breezes and panoramic horizons.Whether you’re planning a half‑day escape or a multi‑stop coastal journey, Florida boating charters deliver the signature Sunshine State blend of clear waters, abundant sea life, and unforgettable sunsets—an effortless way to experience the best of Florida by sea.

Explore the best of Florida with our exceptional Florida boat tours. From the majestic springs to the vibrant coastal cities, the Sunshine State offers a diverse array of boating experiences. Whether you're interested in wildlife viewing, exploring historic sites, or simply enjoying a leisurely cruise, there's a Florida boat tour perfect for you.

Visit Wakulla Springs, where you can enjoy a wildlife-filled river boat tour amidst stunning bald cypress trees and alligators. Alternatively, head to Clearwater Beach for dolphin-spotting adventures or breathtaking sunset cruises. For a glimpse into Hollywood life, Miami offers tours past celebrity waterfront mansions.

Discover the natural beauty of Key Largo with glass-bottom boat tours over coral reefs, or zip through the Everglades on thrilling airboat rides. With over 1,800 miles of coastline and numerous rivers and streams, Florida is a boater's paradise, offering endless opportunities to connect with nature and local culture.

Choose from guided kayak tours, luxurious cruises, or family-friendly excursions that cater to all tastes. Whether you're looking for romance, adventure, or simply a relaxing day on the water, Florida boat tours promise unforgettable experiences.

Choose from any of the activities we offer during your private boat charter including, but not limited to:

Snorkeling
Sandbar charters
Sunset cruises
Cruising through the mangroves
Wildlife watching
Birdwatching
Lobstering
Sightseeing
Going to lunch by boat
Bar hopping by boat

Not sure? Just request Captain’s Choice and let the captain decide!

Not seeing what you’d like to do on the boat? Simply tell us your request, and we’ll do our best to make it happen!

United States

Islamorada Private Charters

Islamorada

Islamorada Private Charters &ndash; Luxury Catamaran Experience Set sail aboard the stunning Islamorada Private Charters, a custom-built 2019 catamaran offering an unforgettable adventure in the heart of the Florida Keys. This spacious dual-console vessel

Charter Finders LLC pontoon

Madeira Beach

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

Crab Island - what more needs to be said? "It's like visiting Fiji in the deep south". Fun in the sun, clean, clear knee-high water. 

Pricing is for Friday and Saturday

Important Note: The price does not include tax, the Gulf Island National Seashore fee, and the crew fee. The crew fee is $100 per hour, payable directly to the Captain on the day of your charter. This fee covers the Captain, First Mate, ice, bottled water, and fuel. Gratuity is always appreciated.

The Pink Dolphin Private Tiki to Crab Island

Destin

The Pink Dolphin is one of the coolest boats on the Destin Harbor. We can carry up to 18 passengers (which includes adults, children and infants/babies) - making it the perfect Bachelorette boat, or larger family. Our boat is USCG Certified and Inspected.

Come join us during the golden hours of the day. We will cruise to crab Island and Destin And enjoy the pretty colors while we see the sites and look for Sea life like Dolphins. During the three hours we’ll hunt for Dolphins, do a harbor tour, even stop for a swim if you need to cool off! You’ll listen to your music as we watch the sun go down. And don’t forget the pictures. Our captain is at your service to catch the perfect family sunset photos.

J Katt Boat Tours

Shalimar

Discover the ultimate cruising experience with J Katt Boat Tours aboard the sleek 2023 Bentley 223 Cruise Tritoon Pontoon, based in beautiful Shalimar. Perfect for up to six guests, this stylish pontoon is powered by a reliable 140 HP Suzuki outboard engi

Spend the day on a Dolphin Cruise in Fort Myers, exploring the coastline while spotting playful dolphin pods along the way. With plenty of time on the water, your captain will guide you to the perfect swimming spot where you can relax, refresh, and enjoy the beauty of the Gulf. This full-day adventure is ideal for those who want both excitement and relaxation on the water.

Party Boat Rentals

Fort Myers

Step aboard Party Boat Rentals, a luxurious 2020 Africat 500 Motor Yacht based in Fort Myers, and enjoy the ultimate day on the water. With space for up to guests, this sleek yacht is perfect for celebrating special events, relaxing with family and friend

A half-day aboard Lil’ Yachty (27-foot catamaran cabin boat) with Captain Scott, a SWFL native with over 30 years of boating experience. Trips can be customized with beach excursions, dolphin /manatee watching, shelling, fishing, or restaurant/bar drop-off. This trip can also be adjusted to the afternoon/evening to include a sunset.

Boat Day Charters – Unique Boat - Lil' Yachty

Set sail aboard the 2007 C Dory Tomcat 255, a versatile catamaran with a cabin, perfect for up to six guests. Powered by twin 175 HP Suzuki outboards, she cruises comfortably at 30 knots. Onboard, enjoy modern amenities including air-conditioning (on requ

Experience the magic of the Florida Keys on a 2 Hour – Sunset Tour in Islamorada, where golden skies meet calm, crystal-clear waters. Relax aboard a comfortable boat as you cruise through scenic island channels and watch the sun dip below the horizon in a truly unforgettable setting. Perfect for couples, families, or small groups looking to unwind and take in one of nature’s best shows.

Islamorada Luxe Charters – Islamorada Sandbar

Islamorada Luxe Charters offers an unforgettable luxury boating experience aboard a 2023 Scout 277 Dorado dual console, based in the heart of Islamorada. Designed for comfort and performance, this sleek vessel accommodates up to 6 guests and is powered by

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

St. Pete Beach

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 Florida

Top Sailing, Catamaran & Gulet Tours in Florida