One Stop Shop for all Your Travel Needs !


   Best 30 Sailing in Key West

     Other Key West Activities: Best Conversion in Key West, On the Water in Key West, Sailing in Key West, Spring Break in Key West, Excellent Quality in Key West, Top Product in Key West, Food & Drink in Key West.
     View all 41 Sailing in Key West.

Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres

Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres Destination: Key West.
Known For: Key West Spring Break, Key West Food & Drink, Key West On the Water, Key West Sailing, Key West Excellent Quality.
Duration: Around 2 hours.
Starting From: 79$
View all 3546 Reviews.

Key West Schooner Sunset Sail with Bar & Hors d'oeuvres

Key West Schooner Sunset Sail with Bar & Hors d'oeuvres Destination: Key West.
Known For: Key West Sailing, Key West Excellent Quality, Key West Likely To Sell Out, Key West Sunset Cruises, Key West Private and Luxury.
Duration: Around 2 hours.
Starting From: 116.1$
View all 801 Reviews.

Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres

Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres Destination: Key West.
Known For: Key West Sailing, Key West Best Conversion, Key West Private and Luxury, Key West Spring Break, Key West Sightseeing Cruises.
Duration: Around 2 hours.
Starting From: 125$
View all 1362 Reviews.

Key West's Favorite Afternoon Dolphin Sail

Key West's Favorite Afternoon Dolphin Sail Destination: Key West.
Known For: Key West Sailing, Key West Excellent Quality, Key West Whale Watching, Key West Top Product, Key West On the Water.
Duration: Around 2 hours and a half.
Starting From: 59$
View all 133 Reviews.

Key West Reef Morning Snorkeling with Breakfast and Mimosas

Key West Reef Morning Snorkeling with Breakfast and Mimosas Destination: Key West.
Known For: Key West Dining Experiences, Key West Ports of Call Tours, Key West Restaurants, Key West Sailing, Key West On the Water.
Duration: Around 3 hours.
Starting From: 35$
View all 579 Reviews.

Key West Sunset Sail: Dolphin Watching, Wine, and Tapas

Key West Sunset Sail: Dolphin Watching, Wine, and Tapas Destination: Key West.
Known For: Key West Excellent Quality, Key West Spring Break, Key West Best Conversion, Key West Top Product, Key West Sailing.
Duration: Around 2 hours and a half.
Starting From: 89$
View all 697 Reviews.

Sunset Sail in Key West with Beverages Included

Sunset Sail in Key West with Beverages Included Destination: Key West.
Known For: Key West Best Conversion, Key West Sailing, Key West Excellent Quality, Key West Sightseeing Cruises, Key West Day Cruises.
Duration: Around 1 hour and a half.
Starting From: 79$
View all 905 Reviews.

Key West Afternoon Reef Snorkeling with Open Bar

Key West Afternoon Reef Snorkeling with Open Bar Destination: Key West.
Known For: Key West Ports of Call Tours, Key West Shore Excursions, Key West On the Water, Key West Spring Break, Key West Sailing.
Duration: Around 3 hours.
Starting From: 59.95$
View all 419 Reviews.

Key West Sunset Sail Aboard Legendary Schooner Appledore

Key West Sunset Sail Aboard Legendary Schooner Appledore Destination: Key West.
Known For: Key West New Product, Key West Likely to Sell Out, Key West Excellent Quality, Key West Best Conversion, Key West Sailing.
Duration: Around 2 hours.
Starting From: 89$
View all 244 Reviews.

Key West Dolphin and Snorkel Experience

Key West Dolphin and Snorkel Experience Destination: Key West.
Known For: Key West Top Product, Key West On the Water, Key West Sailing, Key West Snorkeling, Key West Whale Watching.
Duration: Around 3 hours.
Starting From: 69.95$
View all 334 Reviews.

Key West Champagne Sunset Catamaran Cruise

Key West Champagne Sunset Catamaran Cruise Destination: Key West.
Known For: Key West Excellent Quality, Key West Sailing, Key West Likely to Sell Out, Key West On the Water, Key West Likely To Sell Out.
Duration: Around 1 hour and a half.
Starting From: 59$
View all 586 Reviews.

Key West Reef Snorkel & Sail Adventure

Key West Reef Snorkel & Sail Adventure Destination: Key West.
Known For: Key West Snorkeling, Key West Top Product, Key West Excellent Quality, Key West On the Water, Key West Sailing.
Duration: Around 3 hours.
Starting From: 79$
View all 540 Reviews.

Classic Key West Schooner Sunset Sail with Full Open Bar

Classic Key West Schooner Sunset Sail with Full Open Bar Destination: Key West.
Known For: Key West Sunset Cruises, Key West New Product, Key West Spring Break, Key West Likely To Sell Out, Key West Excellent Quality.
Duration: Around 2 hours.
Starting From: 109$
View all 211 Reviews.

Small Group Key West Adult Sunset & Moët Sail & Amazing Cheeses

Small Group Key West Adult Sunset & Moët Sail & Amazing Cheeses Destination: Key West.
Known For: Key West Small Group, Key West Sailing, Key West On the Water, Key West Top Product, Key West Food & Drink.
Duration: Around 2 hours.
Starting From: 108.91$
View all 954 Reviews.

Shallow Water Snorkeling and Dolphin Watching in Key West

Shallow Water Snorkeling and Dolphin Watching in Key West Destination: Key West.
Known For: Key West Whale Watching, Key West Dolphin Watching, Key West On the Water, Key West Snorkeling, Key West Sailing.
Duration: Around 4 hours.
Starting From: 108.91$
View all 465 Reviews.

Key West Dolphin Watch and Sunset Sail on Catamaran

Key West Dolphin Watch and Sunset Sail on Catamaran Destination: Key West.
Known For: Key West Whale Watching, Key West Excellent Quality, Key West On the Water, Key West Sailing, Key West Dolphin Watching.
Duration: Around 3 hours.
Starting From: 117.17$
View all 33 Reviews.

Key West Private Charter: Sandbar and Snorkeling

Key West Private Charter: Sandbar and Snorkeling Destination: Key West.
Known For: Key West Swimming, Key West Snorkeling, Key West Whale Watching, Key West Dolphin Watching, Key West Sailing.
Duration: Around 4 hours.
Starting From: 950$
View all 9 Reviews.

Key West Schooner Backcountry Eco Tour Sail Snorkel and Kayak

Key West Schooner Backcountry Eco Tour Sail Snorkel and Kayak Destination: Key West.
Known For: Key West Sailing, Key West Half-day Tours, Key West Eco Tours, Key West Water Tours, Key West Kayaking Tours.
Duration: Around 5 hours.
Starting From: 119$
View all 91 Reviews.

Key West Day Sail on Schooner America 2.0 with 2 Drinks

Key West Day Sail on Schooner America 2.0 with 2 Drinks Destination: Key West.
Known For: Key West Sailing, Key West Sightseeing Cruises, Key West Likely To Sell Out, Key West Water Tours, Key West Excellent Quality.
Duration: Around 1 hour and a half.
Starting From: 73.1$
View all 197 Reviews.

2-Hour Sunset Sailing With Wine In Stock Island

2-Hour Sunset Sailing With Wine In Stock Island Destination: Key West.
Known For: Key West Sailing, Key West Likely To Sell Out, Key West On the Water, Key West Spring Break, Key West Wine Tastings.
Duration: Around 2 hours.
Starting From: 125$
View all 93 Reviews.

Key West Wreckers Race Aboard Schooner America 2.0

Key West Wreckers Race Aboard Schooner America 2.0 Destination: Key West.
Known For: Key West Zombie, Key West Private and Luxury, Key West Zombie Slice, Key West Water Tours, Key West Adventure Tours.
Duration: Around 3 hours.
Starting From: 111.8$
View all 10 Reviews.

Key West Night Cruise aboard Schooner America 2.0

Key West Night Cruise aboard Schooner America 2.0 Destination: Key West.
Known For: Key West Night Tours, Key West Night Cruises, Key West Private and Luxury, Key West Eco Tours, Key West Water Tours.
Duration: Around 2 hours.
Starting From: 83.85$
View all 2 Reviews.

Schooner Appledore Day Sail with Full Bar in Key West

Schooner Appledore Day Sail with Full Bar in Key West Destination: Key West.
Known For: Key West Water Tours, Key West Full-day Tours, Key West Spring Break, Key West Day Cruises, Key West New Product.
Duration: Around 2 hours.
Starting From: 49$
View all 88 Reviews.

Key West Ultimate Beach Pass with Parasailing

Key West Ultimate Beach Pass with Parasailing Destination: Key West.
Known For: Key West Swimming, Key West Ports of Call Tours, Key West Tubing, Key West Stand Up Paddleboarding, Key West Surfing Lessons.
Duration: Around 8 hours.
Starting From: 109.95$
View all 24 Reviews.

Key West Signature Sunset Sail with Live Music, Open Bar & Food

Key West Signature Sunset Sail with Live Music, Open Bar & Food Destination: Key West.
Known For: Key West Restaurants, Key West Spring Break, Key West On the Water, Key West Excellent Quality, Key West Sailing.
Duration: Around 2 hours.
Starting From: 72$
View all 312 Reviews.

Key West Rum and Reggae: Reef Snorkel Adventure and Sunset Sail

Key West Rum and Reggae: Reef Snorkel Adventure and Sunset Sail Destination: Key West.
Known For: Key West Sailing, Key West On the Water, Key West Excellent Quality, Key West Snorkeling.
Duration: Around 3 hours.
Starting From: 59.95$
View all 370 Reviews.

Key West Sailing & Snorkeling: A Reef Adventure

Key West Sailing & Snorkeling: A Reef Adventure Destination: Key West.
Known For: Key West Sailing, Key West Excellent Quality, Key West On the Water, Key West Snorkeling, Key West Best Conversion.
Duration: Around 3 hours.
Starting From: 79$
View all 181 Reviews.

Key West Morning Snorkel Sail with Mimosas and Gourmet Breakfast

Key West Morning Snorkel Sail with Mimosas and Gourmet Breakfast Destination: Key West.
Known For: Key West Breakfast, Key West Dining Experiences, Key West Food & Drink, Key West Excellent Quality, Key West New Product.
Duration: Around 3 hours.
Starting From: 49$
View all 80 Reviews.

Key West Historic Schooner When And If Sunset Cruise

Key West Historic Schooner When And If Sunset Cruise Destination: Key West.
Known For: Key West Sailing, Key West Excellent Quality, Key West Water Tours, Key West Sunset Cruises, Key West Historical Tours.
Duration: Around 2 hours.
Starting From: 109$
View all 112 Reviews.

Key West 2 Reef Snorkel Tour & Sunset Cruise with Beer & Wine

Key West 2 Reef Snorkel Tour & Sunset Cruise with Beer & Wine Destination: Key West.
Known For: Key West Likely to Sell Out, Key West Sailing, Key West Excellent Quality, Key West Best Conversion, Key West On the Water.
Duration: Around 3 hours.
Starting From: 69.95$
View all 146 Reviews.