Key West Sunset Sail with Live Music, Drinks & Appetizers
Watch the sun sink into the Gulf from the deck of a 65-foot catamaran while a live three-piece island band plays and the margaritas keep flowing. This two-hour evening cruise includes unlimited drinks and light appetizers, and you're back on shore in time for dinner on the island.
About this experience
- Duration: 2 hours
- E-ticket · Sent by email
- Group size: Up to 125 guests
- Runs daily · One departure a day, between 5:00 PM and 6:30 PM depending on the season
Highlights
- See Key West's famous sunset from open water, with an unobstructed view you can't get from the crowded waterfront
- Listen to a live three-piece band of local singers and songwriters playing island favorites throughout the cruise
- Enjoy unlimited margaritas, draft beer, wine, champagne, sodas, lemonade and water at no extra cost
- Snack on a spread of appetizers, from pinwheel wraps and an antipasti platter to hummus and fresh fruit
- Spread out across three decks, with a shaded lounge, an upper viewing level and a sundeck that turns into a dance floor
- Pick a trip that works for date nights, birthdays, bachelorette groups, family vacations or a relaxed start to a night out
Full description
Sunset is a daily event in Key West, and on land you share it with hundreds of people packed along the waterfront. This cruise takes you out onto the water instead, so you get an open horizon and a cold drink in hand.
You'll board a modern 65-foot catamaran built for comfort. It has three levels, which is the boat's biggest advantage. The shaded lower lounge suits anyone who wants to escape the late-day heat. The upper deck gives the best elevated angle for photos. The sundeck at the front has bench seating and doubles as the dance floor once the band warms up. Even on a full sailing of up to 125 guests, there's room to move around and find your spot. Many evenings carry fewer people, depending on the season.
As the boat leaves the harbor, a live trio of local musicians starts playing. They mix island classics with crowd-pleasing covers, and the mood moves easily from laid-back to sing-along. The bar stays open the whole time. You can choose frozen-style margaritas, two draft lagers, Chardonnay, Pinot Grigio, Cabernet Sauvignon or champagne. Sodas, lemonade and water are always available for kids and non-drinkers.
The appetizer table is meant for light grazing rather than a full meal. It usually includes:
Pinwheel wraps (ham and cheese, turkey and cheese, or veggie)
The selection changes with the season.
As the sun drops, the sky over the turquoise water turns orange, then pink and purple. The crew times the route so you're well placed for the moment the sun touches the horizon. After the last light fades, the boat heads back to the dock, and you'll arrive in Old Town as the dinner crowd is just getting started.
Included
- Two-hour sunset cruise on a 65-ft catamaran with three viewing decks
- Live music from a three-piece local band
- Unlimited margaritas, champagne, draft beer and wine (guests 21+)
- Unlimited sodas, lemonade and water
- Seasonal appetizer selection
- Shaded and open-air seating
- Modern marine restrooms on board
- Friendly, professional crew
Not included
- Gratuities, which are optional but customary for the crew and band
- Per-person fuel surcharge, which is added at the time of booking
- Souvenir photos, which are available to buy on board in some seasons
- Parking
- Full dinner or special dietary menus
Meeting point
Check in at the tour booth at 631 Greene Street, on the corner of Greene Street and Elizabeth Street in Old Town Key West. It sits next to a well-known waterfront seafood restaurant near the historic seaport. Please arrive 45 minutes before departure, which leaves time for ID checks, waivers and boarding.
View on Google Maps (opens in a new tab)Important information
- There's no dedicated parking. Most spots in Old Town are paid street parking, pay lots or garages, and they fill up fast close to sunset. Plan for extra time, or walk, bike or take a taxi if you're staying nearby.
- Bring a valid government-issued photo ID. It's required for every guest 18 and over, and for anyone who wants alcohol. The drinking age is 21, with no exceptions.
- Waivers are required. Every guest signs a liability waiver before boarding. Guests 17 and under need an adult (18+) with valid ID at check-in to sign for them. Guests 14 and under must have that adult with them on the cruise. Everyone needs a paid ticket, including children.
- Dietary restrictions can't be accommodated. The kitchen doesn't make substitutions for allergies or special diets. If that affects you, eat beforehand or bring your own packed food.
- The menu may change. The appetizers listed are typical, but the chef's selection varies by season.
- The boat isn't wheelchair accessible. Moving between the decks involves steps.
- Departure times follow the sun. Sunset in Key West shifts by more than an hour across the year, so check the exact time on your ticket.
- Pack a light layer. Evenings on the water feel cooler and breezier than in town, especially from December to March.
- Choose your spot early for photos. The upper deck gives the clearest, highest view, and the bow has the best angle as the sun meets the water. Claim a spot about 15 minutes before sunset.
- Prone to seasickness? The catamaran is stable, but sitting low near the center of the boat helps. You can also take motion-sickness medication before boarding.
What's allowed
- Cameras and phones (bring a fully charged battery for the sunset)
- Your own pre-packed meal or snack if you have allergies or dietary needs, carried in a bag rather than a cooler
- Children, with the right adult supervision and paperwork (see Important Information)
- Dancing, singing along and celebrating special occasions
Not allowed
- Pets
- Drones
- Coolers
- Baby strollers
- Mobility scooters
Cancellation policy
With Ticket Assurance, Cancellation up to 24 hours before the scheduled cruise. Without Ticket Assurance, Cancellation up to 48 hours in advance. To cancel, visit Manage Booking or Contact Support.
Frequently asked questions
Is there live music on board?
Yes. A three-piece local band plays during the two-hour cruise on a 65-ft catamaran with three viewing decks.
What food and drinks are included?
Unlimited margaritas, champagne, draft beer and wine (guests 21 and over), unlimited sodas, lemonade and water, and a seasonal appetizer selection. The kitchen can't accommodate allergies or special diets, so eat beforehand if that affects you.
Do I need to sign a waiver?
Yes. Every guest signs a liability waiver before boarding, and guests 17 and under need an adult (18+) with valid ID at check-in to sign for them.
