KEY WEST · FLORIDA KEYS
Key West’s best days on the water.
The 15 most popular drinking tours in Key West. What each trip costs, how long it runs, and who takes you out.
Sail Key West at sunset on a large catamaran with an open bar, live local music, and filling hors d’oeuvres. Depart from Elizabeth St.
Most Popular“The staff was excellent as well as the entertainment! They made sure you had a great time and the appetizers were perfect. The captain was skilled and made sure everyone was safe and comfortable.”
Sail on a replica Key West schooner at sunset with open bar and plated hors d’oeuvres, passing Fort Zachary and classic waterfront views.
“Our captain, Janet was fantastic! She made sure our experience on her ship was perfect including the sunset. Her crew Jade, Milo & Heather were super efficient in not only tending to the ship’s duties but served their guests with a huge smile. Thanks for the great experience!🌞⛵️”
Key West Haunted Pub Crawl and Ghost Tour is a 2-hour Old Town walk with ghost stories, bar stops, and a free T-shirt. Starts 8:30 pm.
“Gene was a fabulous enthusiastic storyteller! Knew his history. Tour started and ended on time. Fun time!”
Key West afternoon reef snorkeling on the Sandie Cat with gear and an open bar after the swim, built for first-timers and reef lovers.
“The crew were great! The experience felt very safe and professional. They gave clear instructions about the snorkelig experience. Would highly recommend!”
Walk Duval Street and the Historic Seaport with a mixology guide, five included drinks, and a free Key West t-shirt.
“The Pub Crawl was great. Met some nice people and Sarah the guide was great. Got to experience some of Key West”
Key West Bight boat day with jet ski, snorkeling, kayaking, inflatables, parasailing, and lunch plus beer included for 21+.
“We showed up today to do watersports, today is supposed to be windy while a cold front comes in. We arrived and went out to sea. Upon arrival at our activities, the crew informed us we’d have to leave due to weather/wind. We woke up early, drove here, parked, waited to board and finally take…”
Sail Key West at sunset on a modern 3-deck catamaran with live music, unlimited open bar, and light appetizers for about 2 hours.
“It was exactly as expected....drinks and sunset on a big catamaran. Fortunately, it was not super crowded. The staff was great and the boat was clean.”
A 2-hour Key West sunset sail on the Sandie Cat with an open bar, finger foods, and live music on the upper deck.
“So much fun! Enjoyed some great music and tasty snacks! Sunset was priceless- my photo was even featured on our local weather newscast!!”
Afternoon reef snorkeling in Key West on a roomy catamaran, with expert coaching and an open bar of cocktails, beer, wine, soda.
Key West sunset dinner cruise on the Party Cat with open bar, tropical buffet, and live music on the upper deck. 2 hours.
Classic Key West schooner sunset sail with a full open bar, cocktails, snacks, and a calm small-boat ride past top waterfront landmarks.
“Great outing. Service and experience were at the center of everything Captain Josh and Christina did. Safe loading of passengers, a ‘to the point’ safety overview, almost immediate serving of tasty cocktails/water/etc, and tasty treats (shrimp cocktail, key lime tart, smoked fish with crackers). The boat was nice having padded seating, toilet below deck, and…”
Adults-only Key West sunset cocktail cruise with an open bar, live narration, and onboard photo help on a smaller boat.
“Steve and Scott were superb. Unlike other boats we saw out there where people were packed in shoulder to shoulder, this had a much more comfortable # of people. The crew were happy to take photos for us. A really memorable experience.”
Small-group Key West tiki sunset cruise for up to six. BYOB, ice and cups provided, plus harbor sights and Green Flash chances.
“So fun! Highly recommend! Very personalized! It is BYOB so take your own fun! Would do it again! Kudos!”
Snorkel two Key West reef spots on The Miss Valyn, then sail into sunset with beer, wine, and champagne on a 3-hour catamaran.
“The captain and crew was oustanding! Very knowledgeable about snorkling activities. We felt safe during the entire trip.”
Private Key West tiki bar boat to a calm sandbar with turquoise water, wildlife spotting, and BYOB fun for up to 6.
“Our Captain was a joy to hang out with and the sand bar he took us to was perfect. Waist to knee high water level, soft sand for the feet and calm waters. Would totally do it again!”
Every way to get out on the water, and every reason to stay for the sunset.
