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Top Key West Sightseeing Cruises

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15 results | All Key West Tours

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Key West Glass-Bottom Boat Tour with Sunset Option

Key West Glass-Bottom Boat Tour with Sunset Option

star-3.5
211
For the aquatic adventure of a lifetime, take this cruise to North America's only living coral barrier reef. No need to go scuba diving or snorkeling for this great view — from the deck of a glass-bottom catamaran boat, see more than 600 species of tropical fish, sharks, turtles, lobsters and crabs, plus colorful coral and a vast collection of other sea life. Upgrade to a sunset cruise to enjoy a glass of Champagne as the sun settles into the Gulf of Mexico.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$53.70
From
$53.70
Taking safety measures

Key West Sunset Cruise with Live Island Music

Key West Sunset Cruise with Live Island Music

star-4.5
451
Jam to island beats by live musicians, eat, drink, and watch the sunset on this classic party cruise from Key West. Unlimited drinks and appetizers included; multiple departure times available to suit your schedule.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$79.39
From
$79.39
Taking safety measures

Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres
Likely to Sell OutLikely to Sell Out

Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres

star-4.5
1059
Watch the sun set and the moon rise off the coast of Key West on this sunset cruise. Enjoy the scenery and peaceful calm of a late afternoon sail aboard a 70-foot catamaran with plenty of deck space to stretch out and enjoy the breathtaking view. Then watch a legendary Key West sunset as the sun glistens and gently settles into the water. Hearty appetizers plus champagne, wine, full liquor bar, ice-cold beer and soft drinks are included.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$89.95
From
$89.95
Taking safety measures

Small-Group Key West Sunset Sail with Wine
Likely to Sell OutLikely to Sell Out

Small-Group Key West Sunset Sail with Wine

star-5
402
Escape to the still waters off the coast of Key West on this small-group, sunset wine-tasting cruise. Enjoy the scenery and peaceful calm of a late afternoon sail on board a 65-foot schooner. Sample up to eight different wines and/or five different beers. Also included is a gourmet cheese buffet and other appetizers, like summer sausages, water crackers with brie, green apples with a honey drizzle and more. Then watch as the sun glistens and gently settles into the water, a perfect ending to a perfect cruise.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$99.95
From
$99.95
Taking safety measures

Sunset Sail in Key West with Beverages Included

Sunset Sail in Key West with Beverages Included

star-5
236
Leave behind the crowds of Key West and catch a quintessential Florida sunset while enjoying drinks on a sailboat. There is no better vantage point for watching the sunset over the water than from the water itself. And, while larger sunset cruises can get overcrowded, this small group experience ensures you have a spot at the rail when it comes time to capture photos of the setting sun.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$69.00
From
$69.00
Taking safety measures

Key West Sunset Champagne Catamaran Cruise
Likely to Sell OutLikely to Sell Out

Key West Sunset Champagne Catamaran Cruise

star-4.5
319
Experience a sunset you’ll never forget on this 2-hour catamaran cruise in Key West. Sip on your choice of wine, champagne, beer or sangria as you watch the sun go down over the water. As you sail you’ll catch glimpses of the island and marvel at the views from the turquoise water. Cocktails are also available at a cash bar on board.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$51.95
From
$51.95
Taking safety measures

Adults only Champagne Celebration Sunset Cruise from Key West

Adults only Champagne Celebration Sunset Cruise from Key West

star-5
334
Escape to the still waters off the coast of Key West on this adults-only sunset champagne cruise. Enjoy the peaceful calm of a late afternoon sail on a comfortable catamaran limited to just 14 passengers. Enjoy house champagne, red or white wine, ice-cold beer, a soft drink or bottled spring water, and a gourmet cheese buffet. Then watch as the sun glistens and gently settles into the water, a perfect ending to a perfect cruise.
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  • 2 hours
  • Taking safety measures
From
$81.40
From
$81.40
Taking safety measures

Key West Full-Day Island T'ing Eco-Tour: Sail, Kayak and Snorkel

Key West Full-Day Island T'ing Eco-Tour: Sail, Kayak and Snorkel

star-5
404
Enjoy a day of fun in the sun on the Island T’ing adventure off the coast of Key West. Sail away from the island city of Key West to the beautiful blue waters of the Gulf of Mexico on a large catamaran. Hop in a kayak and enjoy a paddle around a natural stand of mangrove. Look for dolphins, stingrays, sea turtles, manatees and more on this full-day adventure. A full breakfast and buffet lunch, plus beer, wine, soft drinks and homemade sangria are included.
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  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$124.95
From
$124.95
Taking safety measures

Key West Sunset Dinner Cruise with Tropical Buffet

Key West Sunset Dinner Cruise with Tropical Buffet

star-4
376
Watch Key West's sunset — a main island attraction — on an evening dinner cruise. Feast on a tropical-themed buffet dinner and sip provided cocktails, beer, wine, and soft drinks as you take in views of the sea, the waterfront, and the sky's warm glow. Live music provides a festive atmosphere, and a cash bar is also available for premium drinks.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$88.88
From
$88.88
Taking safety measures

Key West Dolphin Watch and Snorkel Cruise

Key West Dolphin Watch and Snorkel Cruise

star-4.5
516
Get ready for fun in the sun on this dolphin watch and snorkeling adventure off the coast of Key West. Cruise away from the island city of Key West and see dolphins swimming alongside the boat, then jump in for a shallow-water snorkel at the Key West National Wildlife Refuge with many different species of marine life. Relax, feel the warm sea breeze and select from a variety of refreshing beverages on board the boat.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$75.20
From
$75.20
Taking safety measures

Glass Bottom Boat Island Eco Adventure
Likely to Sell OutLikely to Sell Out

Glass Bottom Boat Island Eco Adventure

star-5
15
Explore the waters around Key West in the Looking Glass, our 28' glass bottom boat. This versatile boat let's you plan your own adventure. Snorkel the reef, explore an offshore island, look for dolphin and other marine life or simply relax on a sandbar with your toes in the sand!
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  • 3 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$645.00
per group
From
$645.00
per group
Taking safety measures

4-Hour Private Cruise to a Sand Bar on a Boat in Key West

4-Hour Private Cruise to a Sand Bar on a Boat in Key West

star-5
7
Our private cruise to the sandbars will allow you to choose from two different Sandbar experiences. With 2 hours on the sandbars you can visit each if you like.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$475.00
per group
From
$475.00
per group
Taking safety measures

2-Hour Private Sunset Cruise Boat in Key West

2-Hour Private Sunset Cruise Boat in Key West

star-5
5
Being aboard a private boat for sunset in Key West is a unique experience that that is unparalleled compared to a large commercial boat trip.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$325.00
per group
From
$325.00
per group
Taking safety measures

Rum Runner Bar Boat Tour of Key West

Rum Runner Bar Boat Tour of Key West

star-3.5
3
We are the only floating bar on the island and we take you to places that normal tours do not, 100 year old Shipwreck, Movie boat set of Beach Bum, and we provide swimming, snorkeling, water saddles and Reef viewers. You will see Castaway Island a.k.a. Christmas Tree, Sunset Key and the crazy wildlife in, under, and around the waters of Key West. We also offer Sunset Tours. Join us from launching off the only downtown beach in Key West - Lagerheads Beach Bar. Our beach has a restaurant and drink. Along with live entertainment and lounge chairs for you to rent and stay all day. See you soon.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$39.95
From
$39.95
Taking safety measures

2 Hour Morning Private Cruise on a Boat in Key West

2 Hour Morning Private Cruise on a Boat in Key West

Whether you bring your morning coffee or you bring bloody Mary's and mimosas, our early morning private cruise in the national wildlife refuge will start your day off in a relaxing manner.
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$325.00
per group
From
$325.00
per group
Taking safety measures

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