Top-Rated Boat Tours & Catamaran Trips in Key West, FL

Exceptional Sailing Tours & More

all tours

Exceptional Sailing Tours & More

Couple in hats gazes at ocean from boat, tiki surfboard decor on wall.

Hula Hank’s Tiki Sunset Cruise

As the sun begins its descent, a 53-foot tiki boat carries you across calm waters. Sip on beers, wine, soda and wine-based frozen cocktails from our open bar while vibrant hues paint the evening sky. Enjoy the serene ambiance of this sunset cruise as you take in panoramic views of the glowing horizon.

Previous price $43.95.$43.95

Starting At

$39.95

view experience
Person snorkeling underwater over coral reef with clear blue water.

Key West Morning Snorkel & Bottomless Mimosas

Start your day with our signature mimosa mornings experience aboard the luxury catamaran Marquesa! This amazing 3-hour key west snorkel tour combines catamaran snorkeling key west with gourmet breakfast service. Enjoy key west snorkeling with breakfast as you sail to pristine reef locations, then enjoy the unlimited mimosas and premium cocktails while exploring vibrant coral […]

Previous price $69.95.$69.95

Starting At

$39.95

view experience
Person snorkeling underwater, wearing flippers in clear blue ocean.

Key West Afternoon Reef Snorkel Sail

Book your Key West reef snorkeling adventure with Sebago Watersports and explore North America’s only living coral barrier reef. Our expert crew guides you through the best Florida Keys snorkeling tours, including prime spots rich with vibrant marine life and stunning coral formations.

Previous price $69.95.$69.95

Starting At

$39.95

view experience
Two dishes of rice and seafood with drinks and a blue plate on a wooden table.

Two Stop Snorkel & Low Country Boil

Discover the ultimate snorkeling Key West experience with our exclusive low country seafood boil adventure. This unique reef adventure in Key West FL, combines world-class snorkeling at two premium locations with an authentic seafood boil prepared fresh onboard – all aboard our luxury catamaran. Experience what makes our Low Country double stop snorkel boat tours […]

Previous price $79.95.$79.95

Starting At

$69.95

view experience
Person snorkeling underwater surrounded by coral.

Reef to Table Snorkel & Dolphin Watch Sail

Explore the vibrant marine life of Key West’s barrier reef on a snorkel adventure. Afterward, Savor a Delicious Key West–Inspired Lunch and enjoy island views from the deck with a premium open bar.

Previous price $79.95.$79.95

Starting At

$69.95

view experience
Cloudy sunset sky over calm sea with boats silhouetted.

Key West Catamaran Champagne Sunset Sail

Set sail from the historic seaport on a catamaran, gliding past landmarks like Mallory Square and Fort Zachary Taylor. Sip complimentary champagne while watching the sun dip below the horizon.

Previous price $59.95.$59.95

Starting At

$49.95

view experience
Two champagne glasses clinking against a sunset over the ocean.

Lands End Sunset Sail with Live Music

Aboard a spacious catamaran, enjoy live music as you sail past iconic landmarks. Sip premium drinks and savor appetizers while capturing views of the sunset over the water.

Previous price $89.95.$89.95

Starting At

$59.95

view experience
Man in a cap and sunglasses on a boat with a rainbow in the sky.

Captain’s Choice Dolphin Watch & Sunset Sail

Watch dolphins frolic in open waters as your luxury catamaran cruises past iconic landmarks. Savor gourmet Hors d’oeuvres and premium drinks while the sun sets, casting hues over the horizon.

Previous price $99.95.$99.95

Starting At

$69.95

view experience
Group relaxing on floating ring in turquoise water with drinks.

Key West Sandbar Safari

Aboard the 53-foot tiki boat, you journey to a sandbar known for its clear waters and sunny skies. Enjoy time swimming or relaxing on deck as the “Lazy Lady” anchors in this iconic spot.

Previous price $159.95.$159.95

Starting At

$99.95

view experience
Couple sunbathing on a catamaran net over clear turquoise water.

Key West Sandbar Deluxe Tour

Cruise aboard a luxurious catamaran to tranquil sandbars surrounded by clear, shallow waters. Relax on Sunchill Water Mats or wade in the shallows as you enjoy an island-style lunch with Cubanito sandwiches and conch fritters. Sip from the mimosa bar or choose beer, wine, and soft drinks for a laid-back day

Previous price $169.95.$169.95

Starting At

$159.95

view experience
Sailboat 'CUBED' with people on deck, dolphin swimming nearby in teal ocean.

Key West Dolphin Tours – Guaranteed Sightings

Set sail from Key West to a dolphin playground, where dolphins swim in their natural environment. As you journey, enjoy complimentary drinks including beer, wine, and sangria while taking in the ocean views.

Previous price $69.95.$69.95

Starting At

$39.95

view experience
Sailboat on calm sea at sunset with clear sky and scattered clouds.

Schooner Champagne Sunset Sail—Key West’s Premier Cruise

As the schooner glides into open waters, unfurl the sails and take in views of historic landmarks. Sip on champagne or a signature cocktail while enjoying appetizers as sunset paints the sky.

Starting At

$109.95

view experience

all SNORKELing excursions

Available Exceptional Snorkeling Tours

Person snorkeling underwater over coral reef with clear blue water.

Key West Morning Snorkel & Bottomless Mimosas

Start your day with our signature mimosa mornings experience aboard the luxury catamaran Marquesa! This amazing 3-hour key west snorkel tour combines catamaran snorkeling key west with gourmet breakfast service. Enjoy key west snorkeling with breakfast as you sail to pristine reef locations, then enjoy the unlimited mimosas and premium cocktails while exploring vibrant coral […]

Previous price $69.95.$69.95

Starting At

$39.95

view experience
Person snorkeling underwater, wearing flippers in clear blue ocean.

Key West Afternoon Reef Snorkel Sail

Book your Key West reef snorkeling adventure with Sebago Watersports and explore North America’s only living coral barrier reef. Our expert crew guides you through the best Florida Keys snorkeling tours, including prime spots rich with vibrant marine life and stunning coral formations.

Previous price $69.95.$69.95

Starting At

$39.95

view experience
Two dishes of rice and seafood with drinks and a blue plate on a wooden table.

Two Stop Snorkel & Low Country Boil

Discover the ultimate snorkeling Key West experience with our exclusive low country seafood boil adventure. This unique reef adventure in Key West FL, combines world-class snorkeling at two premium locations with an authentic seafood boil prepared fresh onboard – all aboard our luxury catamaran. Experience what makes our Low Country double stop snorkel boat tours […]

Previous price $79.95.$79.95

Starting At

$69.95

view experience
Person snorkeling underwater surrounded by coral.

Reef to Table Snorkel & Dolphin Watch Sail

Explore the vibrant marine life of Key West’s barrier reef on a snorkel adventure. Afterward, Savor a Delicious Key West–Inspired Lunch and enjoy island views from the deck with a premium open bar.

Previous price $79.95.$79.95

Starting At

$69.95

view experience

all sunset sailing tours

Choose Your Perfect Key West Sunset Adventure

Couple in hats gazes at ocean from boat, tiki surfboard decor on wall.

Hula Hank’s Tiki Sunset Cruise

As the sun begins its descent, a 53-foot tiki boat carries you across calm waters. Sip on beers, wine, soda and wine-based frozen cocktails from our open bar while vibrant hues paint the evening sky. Enjoy the serene ambiance of this sunset cruise as you take in panoramic views of the glowing horizon.

Previous price $43.95.$43.95

Starting At

$39.95

view experience
Cloudy sunset sky over calm sea with boats silhouetted.

Key West Catamaran Champagne Sunset Sail

Set sail from the historic seaport on a catamaran, gliding past landmarks like Mallory Square and Fort Zachary Taylor. Sip complimentary champagne while watching the sun dip below the horizon.

Previous price $59.95.$59.95

Starting At

$49.95

view experience
Two champagne glasses clinking against a sunset over the ocean.

Lands End Sunset Sail with Live Music

Aboard a spacious catamaran, enjoy live music as you sail past iconic landmarks. Sip premium drinks and savor appetizers while capturing views of the sunset over the water.

Previous price $89.95.$89.95

Starting At

$59.95

view experience
Man in a cap and sunglasses on a boat with a rainbow in the sky.

Captain’s Choice Dolphin Watch & Sunset Sail

Watch dolphins frolic in open waters as your luxury catamaran cruises past iconic landmarks. Savor gourmet Hors d’oeuvres and premium drinks while the sun sets, casting hues over the horizon.

Previous price $99.95.$99.95

Starting At

$69.95

view experience
Group relaxing on floating ring in turquoise water with drinks.

Key West Sandbar Safari

Aboard the 53-foot tiki boat, you journey to a sandbar known for its clear waters and sunny skies. Enjoy time swimming or relaxing on deck as the “Lazy Lady” anchors in this iconic spot.

Previous price $159.95.$159.95

Starting At

$99.95

view experience

Tiki sandbar cruises

Available Key West Tiki Adventures

Group relaxing on floating ring in turquoise water with drinks.

Key West Sandbar Safari

Aboard the 53-foot tiki boat, you journey to a sandbar known for its clear waters and sunny skies. Enjoy time swimming or relaxing on deck as the “Lazy Lady” anchors in this iconic spot.

Previous price $159.95.$159.95

Starting At

$99.95

view experience
Couple sunbathing on a catamaran net over clear turquoise water.

Key West Sandbar Deluxe Tour

Cruise aboard a luxurious catamaran to tranquil sandbars surrounded by clear, shallow waters. Relax on Sunchill Water Mats or wade in the shallows as you enjoy an island-style lunch with Cubanito sandwiches and conch fritters. Sip from the mimosa bar or choose beer, wine, and soft drinks for a laid-back day

Previous price $169.95.$169.95

Starting At

$159.95

view experience

Unforgettable dolphin encounters

Available Dolphin Watching Excursions

Man in a cap and sunglasses on a boat with a rainbow in the sky.

Captain’s Choice Dolphin Watch & Sunset Sail

Watch dolphins frolic in open waters as your luxury catamaran cruises past iconic landmarks. Savor gourmet Hors d’oeuvres and premium drinks while the sun sets, casting hues over the horizon.

Previous price $99.95.$99.95

Starting At

$69.95

view experience
Sailboat 'CUBED' with people on deck, dolphin swimming nearby in teal ocean.

Key West Dolphin Tours – Guaranteed Sightings

Set sail from Key West to a dolphin playground, where dolphins swim in their natural environment. As you journey, enjoy complimentary drinks including beer, wine, and sangria while taking in the ocean views.

Previous price $69.95.$69.95

Starting At

$39.95

view experience
Person snorkeling underwater surrounded by coral.

Reef to Table Snorkel & Dolphin Watch Sail

Explore the vibrant marine life of Key West’s barrier reef on a snorkel adventure. Afterward, Savor a Delicious Key West–Inspired Lunch and enjoy island views from the deck with a premium open bar.

Previous price $79.95.$79.95

Starting At

$69.95

view experience

unique sailing experience

Available Exceptional Schooner Sailing Tours

Sailboat on calm sea at sunset with clear sky and scattered clouds.

Schooner Champagne Sunset Sail—Key West’s Premier Cruise

As the schooner glides into open waters, unfurl the sails and take in views of historic landmarks. Sip on champagne or a signature cocktail while enjoying appetizers as sunset paints the sky.

Starting At

$109.95

view experience
Silhouetted sailboat at sunset with passengers on the water.

Key West Sunset Sailing Aboard the Windjammer

On a wooden schooner, watch the sun dip below the horizon. The two-masted vessel glides past historic sites as you savor hors d’oeuvres and sip champagne or premium beer. Join in hoisting the sails for an authentic sailing experience.

Starting At

$79.95

view experience
Sailboat with people on board sailing on blue water, clear sky.

Windjammer Classic Day Sail – Authentic Schooner Ride

Hoist the sails on a traditional two-masted schooner, joining the crew in an age-old maritime tradition. Navigate past iconic landmarks while enjoying complimentary beverages and spotting dolphins or seabirds along your journey.

Starting At

$49.95

view experience
People kayaking on a clear blue river surrounded by greenery.

Bugeye Backcountry Eco Tour – Key West Eco Adventure

Sail on a wooden schooner to secluded mangrove islands, where shallow waters invite exploration. Paddle through calm channels in sea kayaks, learning about the vibrant ecosystem. Snorkel among sponge gardens, observing tropical fish and marine life. Back aboard, enjoy a fresh buffet lunch with beverages as you return from this eco adventure.

Starting At

$119.95

view experience

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