KEY WEST
Ranked by traveller popularity
The 10 most popular sunset sails & cruises in Key West. Here's what they actually deliver, who runs them, and what they cost.
A 2-hour Key West sunset sail on a roomy catamaran with an open bar, sangria, hors d’oeuvres, and live local music.
“Very well done. Great attitude from the crew which made for a great rise in morale for all the guests.”
Key West sunset dinner cruise with tropical buffet, live steel drum and DJ, and unlimited drinks. 2 hours on a 65-ft yacht.
“The boat tour was awesome! The Cajun food was yummy! The musician was Ok, nothing to get excited about.”
Small-group Key West sunset sail with a wine tasting, unlimited beer, and hors d’oeuvres, plus crew stories and a smoother pace for two hours.
“The captain and crew were awesome. The wines were a great choice and the snacks were just the right amount. There was a vegan in our party and she had nothing but wine...no complaints! I recommend the danger boat..it's the best!!”
A 2-hour Key West sunset catamaran with live music, unlimited drinks, and appetizers. Three decks for views. Check in early for seats.
“Overall good. Drinks were decent. Surprised there wasn’t a rum drink. Margs were decent for venue. Staff was attentive and friendly. Food was ok also for venue. Served veggies and pin wheel wraps and cheese and crackers and a few other things. The band was very good.”
Small-group 90-minute sunset sail from Key West with drinks included, a great harbor view, and a water-side look at Sunset Celebration.
“It was fabulous! This is my fourth time sailing with you guys and it was great! Great music, drinks, and conversation. So relaxing.”
Key West sunset on America 2.0: beer, wine, champagne, and plated hors d’oeuvres as you pass Fort Zachary and Mallory Square.
“Great staff, fun and beautiful Can’t beat the views and the staff were engaging and a knowledgeable!”
Small-group Key West sunset catamaran with dolphin spotting, premium wine, and chef’s tapas. About 2.5 hours, $89.
“Lots of nice people on the trip, and some good food too. They even raised the sail for a while, which made me very happy 😃”
Key West champagne sunset catamaran with beer, wine, champagne, sangria and light bites. 1.5 hours of captain-led views.
“Had an amazing time, crew is happy and attentive, saw tons of dolphins and saw an amazing sun set. Can’t beat the value!”
A 3-hour Key West sunset cruise with dolphin watching and reef snorkeling, plus included snorkel gear and draft beer near Cottrell Key.
“The crew was fantastic! Madeline, Caroline and Kathy were phenomenal! The customer service exceptional! They made the snorkeling feel incredibly easy and super attentive to all experience levels!”
Snorkel Key West’s living coral reef then cruise into sunset reggae with included drinks, reef-safe sunscreen, and top gear.
“Great experience. Travelled with 5 and 8 year old. Was perfect for them, saw dolphins, turtles and stingrays”
