Full Day Trip

Rates Private Charter - $1700 Duration 8 Hours About In Key West Florida on the SeaClusion Sport Fishing Charter Boat, you can book deep sea fishing charters all year round. The “SeaClusion” is an air conditioned 46’ Bertram Sportfish Boat prepared for your comfort to ensure one of the most exciting ...

Key West
Private Tours
Boat Tour, Deep Sea Fishing, Fishing, Private Boat, Private Fishing, Sport Fishing
Charter SeaClusion
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Half Day AM

Board the air-conditioned 46' Bertram SeaClusion for a private deep-sea fishing charter in Key West. Designed for comfort and excitement, the vessel offers a relaxed, small-group experience as you head offshore to fish year-round. Whether you’re an experienced angler or trying deep-sea fishing ...

Key West
4 hours
Private Tours
Boat Tour, Deep Sea Fishing, Fishing, Private Boat, Private Fishing, Sport Fishing
Charter SeaClusion
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Half Day PM

Rates Private Charter - $1100 Duration 4 Hours About In Key West Florida on the SeaClusion Sport Fishing Charter Boat, you can book deep sea fishing charters all year round. The “SeaClusion” is an air conditioned 46’ Bertram Sportfish Boat prepared for your comfort to ensure one of the most exciting ...

Key West
Private Tours
Boat Tour, Deep Sea Fishing, Fishing, Private Boat, Private Fishing, Sport Fishing
Charter SeaClusion
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3/4 Day Fishing

Rates Private Charter - $1400 Duration 6 Hours About In Key West Florida on the SeaClusion Sport Fishing Charter Boat, you can book deep sea fishing charters all year round. The “SeaClusion” is an air conditioned 46’ Bertram Sportfish Boat prepared for your comfort to ensure one of the most exciting ...

Key West
Private Tours
Boat Tour, Deep Sea Fishing, Fishing, Private Boat, Private Fishing, Sport Fishing
Charter SeaClusion
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Island Time

Up to 16 People • 2-8 Hours

Enjoy a relaxed, fun-filled time on the water with a captain and deckhand to handle navigation and safety while you play. The boat is stocked with paddleboards, snorkel gear and a variety of inflatables — including a lily pad, inflatable sofa and water hammock — plus games like beer pong, a cooler ...

Destin
2 - 8 Hours Depending on Time of Year
Boat Tour, Private Boat, Rafting, Snorkeling, Water Activities
Destin Pontoon Charters
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Waterloo

Up to 20 People • 2-8 Hours

Enjoy a relaxed day on the water with a captain and deckhand handling the boat while your group plays and lounges on a variety of inflatables and water toys. The trip features paddle boards, snorkel gear and a water hammock for active guests, plus comfortable options like an inflatable sofa, lily pad ...

Destin
2 - 8 Hours Depending on Time of Year
Boat Tour, Private Boat, Rafting, Snorkeling, Water Activities
Destin Pontoon Charters
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Osprey

Up to 6 People • 2-8 hours options

All inclusive captained pontoon charter! Relax in luxury aboard your Captained Pontoon Boat by Destin Pontoon Charters. Experience beautiful Destin Harbor as you enjoy ample and comfortable seating, dual-decks, expert navigation, and so much more! Cool off with a "splash" using your onboard ...

Destin
2 - 8 Hours Depending on Time of Year
Boat Tour, Private Boat, Rafting, Snorkeling, Water Activities
Destin Pontoon Charters
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Sweet Caroline

Up to 6 People • 2-8 hours options

All inclusive captained pontoon charter! Relax in luxury aboard your Captained Pontoon Boat by Destin Pontoon Charters. Experience beautiful Destin Harbor as you enjoy ample and comfortable seating, dual-decks, expert navigation, and so much more! Cool off with a "splash" using your onboard ...

Destin
2 - 8 Hours Depending on Time of Year
Boat Tour, Private Boat, Rafting, Snorkeling, Water Activities
Destin Pontoon Charters
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Takin' It Easy

Up to 6 People • 2-8 Hours

All inclusive captained pontoon charter! Luxury slide pontoon boat. This boat will have a US Coast Guard licensed professional Captain with over 15 years experience on Destin Waters. This boat is equipped with everything you need to enjoy the day including 10' Lilly pad, cooler for your use with ...

Destin
2 - 8 Hours
Boat Tour, Private Boat, Rafting, Snorkeling, Water Activities
Destin Pontoon Charters
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Chillin' The Most

Up to 6 People • 2-8 Hours

All inclusive captained pontoon charter! Relax in luxury aboard your Captained Pontoon Boat by Destin Pontoon Charters. Experience beautiful Destin Harbor as you enjoy ample and comfortable seating, dual-decks, expert navigation, and so much more! Cool off with a "splash" using your onboard ...

Destin
2 - 8 Hours
Boat Tour, Private Boat, Rafting, Snorkeling, Water Activities
Destin Pontoon Charters
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Happy Hour

Up to 16 People • 2-8 Hours

All inclusive captained pontoon charter! Relax in luxury aboard your Captained Pontoon Boat by Destin Pontoon Charters. Experience beautiful Destin Harbor as you enjoy ample and comfortable seating, dual-decks, expert navigation, and so much more! The sky's the limit with this all-inclusive charter ...

Destin
2 - 8 Hours
Boat Tour, Private Boat, Rafting, Snorkeling, Water Activities
Destin Pontoon Charters
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Custom 6 Passenger Max Charter Boat

Craft Your Perfect Key West Adventure with Our Exclusive 6-Person Custom Charter!

Discover the ultimate personalized Key West adventure with our exclusive 6-person custom charter from Fun In The Sun! Perfect for small groups, our custom charter offers a tailored experience on the stunning waters of the Florida Keys. Whether you want to explore serene sandbars, enjoy a private boat ...

Key West
Private Tours
Boat Tour, Private Boat
Fun in the Sun Charters & Boat Rentals
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Key West private sandbar tour

All Ages Welcome! • Starting with just 3 hours! • Up to 6 people

Enjoy a Key West private sandbar tour! All private boat tours hold up to 6 people Let's Go! With this trip you, your family, and friends will enjoy a cruise to one of Key West's sandbars. We will relax in the sun at the sandbar swimming, walking, and exploring. Feel free to bring any food or ...

Key West
Private Tours
Boat Cruise, Boat Tour, City Tour, Cruise / Large Boat, Dolphin, Food Tour, Private Boat, Snowboard, Winter Activities
Laid Back Key West
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Sunset and Dolphin Watching Excursion

2 hours • All ages • Up to 6 people

We Lose the Crowds – you plan the day! Duration 2 Hours About Leave your worries behind and cruise off into Key West’s famous sunset aboard a spacious comfortable boat. Cruise the tropical waters of Key West with a warm ocean breeze and a magnificent sunset as a backdrop. Toast the end of another ...

Key West
Private Tours
Boat Cruise, Boat Tour, Cruise / Large Boat, Dolphin, Food Tour, Private Boat, Sunset Cruise, Water Activities
Pirate Adventure Charters
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4hr Private Dolphin Watch / Snorkel Sail

4hr • Up to 12 Guests • Sail and Snorkel The Keys

Fun above and below the waterline! Set Sail as we navigate under sail for a truly Eco friendly adventure! We will use our expertise to sail towards the Dolphin playground and then to our "backcountry" snorkeling destination. Each sail and destination is different depending on the days conditions ...

Key West
Private Tours
Boat Tour, Day Sail, Private Boat, Sailing, Snorkeling
Sunset Sail Key West
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4hr Private Snorkel Sunset Combo

4hrs • Up to 12 Guests • From $995

The best of both worlds! Enjoy a sail over to the spot where your Sunset Sail Key West captain will set the anchor for a swim call. There's a lot to see, from back country sponge beds and coral nurseries to lobster and reef fish to mangrove wildlife. Your view will depend on the day's weather ...

Key West
Private Tours
Boat Tour, Day Sail, Private Boat, Sailing, Snorkeling, Sunset Sail
Sunset Sail Key West
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3hr Private Chillout Lilypad Sail

3hr • Up to 12 Guests • Private Charter • From $695 •Sail And Swim Call

A one-of-a-kind trip that really celebrates Keys living! A short sail with Sunset Sail Key West brings us to a sheltered spot where we'll anchor in some shallow water and unroll the lily pad. This giant 6x12ft raft is the perfect watertoy, allowing you to lounge in the sun but stay cool in the sea! ...

Key West
Private Tours
Boat Tour, Day Sail, Private Boat, Rafting, Sailing
Sunset Sail Key West
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2hr Proposal Private Sunset Sail

2hrs • Perfect Romance

"And they sailed away into the sunset forever." Now's your moment! With the golden sun kissing the horizon, soft waves lapping against the hull, a bottle of champagne ready on ice, and crew secretly standing by with your camera for photos and videos, it's time to get down on one knee. ...

Key West
Private Tours
Boat Tour, Day Sail, Private Boat, Sailing, Sunset Sail
Sunset Sail Key West
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Starlight Sail

1.5 hours • Up to 12 Guests • Private Charter • Stargazing Under Sail

Sailing under the stars Relax as you sail out beyond the lights and sounds of Key West and get a clear view of the spectacular nighttime sky. Gaze into the night to spot the seasonal celestial highlights as we shut the engine off and take a peaceful sail through the starlight. Duration 1.5 Hours Trip ...

Key West
Private Tours
Boat Tour, Day Sail, Private Boat, Sailing
Sunset Sail Key West
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Private Key West Harbor Sunset Sail

2 hours • Up to 12 Guests

Private, personal and elegant sunset charter At Sunset Sail Key West we bring you the perfect end to an island day; capture the magic of it all from the deck of your own private tropical sailboat. Sunset Sail Key West boasts a fleet of unique classic sailboats and we strive to revive the romance and ...

Key West
Private Tours
Boat Tour, Day Sail, Harbor Tour, Private Boat, Sailing, Sunset Sail
Sunset Sail Key West
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1.5hr Private Key West Harbor Day Sail

1.5hrs • Up to 12 Guests • From $395

A perfect daysailing taster Catch that warm keys breeze with Sunset Sail Key West as you head for a sun-soaked daysail out of Downtown Key West. Your Sunset Sail Key West captain and crew will raise sail and shut off the engine so you can relax and enjoy the serenity of life under sail. Take a turn at ...

Key West
Private Tours
Boat Tour, Day Sail, Private Boat, Sailing
Sunset Sail Key West
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Safari Eco Sandbar Tour

2.5 Hours • All Ages • Captain a 2-person Pistol Boat!

This Safari Eco tour is Key West’s best kept secret! Jump in and captain your very own private boat as your tour guide takes you through Key West’s back country on this one of a kind Key West eco excursion. Travel through the mangrove islands, past Bird Key, into the Mud Keys on your way to the local ...

Stock Island
2.5 Hours
Private Tours
Boat Tour, Eco Tour, Private Boat, Snorkeling
Sunset Watersports
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Parasailing - Downtown Key West

201 William St, Key West FL 33040

Longest and highest flight in Key West! Duration Up to 1 hour on the boat. Industry leading 10 - 12 minute flight time. About Sunset Watersports is the oldest parasailing company in Key West, Florida. If you are looking for a great parasail ride let us take you up over the famous Key West bight. We have ...

Key West
Up To 1 Hour
Kid-Friendly
Boat Cruise, Boat Tour, Cruise / Large Boat, Parasail, Private Boat, Sunset Cruise
Sunset Watersports
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