Key West Sunset Sail with Open Bar and Live Music

Sunset from the water beats sunset from the shore

A sunset sailing tour in Key West aboard Marquesa, a modern 70-foot catamaran, where you board at the Historic Harbor, sail to prime viewing waters, and watch the famous Key West sunset while sipping from an open bar and enjoying live music from local musicians. The boat departs 30 minutes after your arrival, and the sail runs about two hours. Champagne, wine, beer, cocktails and soft drinks are included, along with a chef's selection of shrimp cocktail, toasted crostini, antipasti skewers and seasonal tarts.

The Experience

What makes a Key West sunset worth the trip—the light, the angle, the water itself—is something you can't get from the shore. This sail puts you on the water at the moment it matters, aboard Marquesa, a modern 70-foot catamaran that leaves from the Historic Harbor. You board, meet the captain and crew, and as the boat sets sail you're already holding a drink: champagne, wine, beer, sangria, or a cocktail mixed from the open bar. The hors d'oeuvres come out as you move toward the best viewing spot—shrimp cocktail, toasted crostini with savory spread, antipasti skewers with tomato and mozzarella, seasonal mini tarts.

Live music from local Key West musicians plays while you watch. The catamaran has dual bathrooms and enough deck space that you're not crowded; soft drinks and filtered water are available alongside the liquor. The whole sail runs about two hours, timed so the sunset is the centerpiece, not an afterthought. You arrive 30 minutes before departure to board and settle in.

What’s included

• Open bar with champagne, wine, beer, sangria and cocktails.
• soft drinks and filtered water.
• chef's selection of hors d'oeuvres including shrimp cocktail, toasted crostini, antipasti skewers and seasonal tarts.
• live music from local Key West musicians.
• dual bathrooms onboard.

Good to know

Easy physical level

Operated by Sebago Key West

Is this one for you?Book this sail if you want to watch the Key West sunset from the water with a drink in hand and live music playing, rather than from a crowded bar or a beach. The catamaran's timing and route are built around the moment the sun drops, so the sunset is the event, not something that happens while you're doing something else.

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Top questions

What's the difference between this sail and just watching the sunset from a bar on Duval Street?

You're on the water instead of on land, which changes the angle, the light, and what you see. The catamaran moves to the best viewing spot as the sun drops, and you have two hours of open bar and live music built into the experience instead of paying separately for drinks and finding a musician.

Can I bring my own drinks or do I have to use the open bar?

The open bar is included—champagne, wine, beer, sangria, and cocktails are all part of the sail. You don't bring your own.

Is this tour suitable if I get seasick easily?

Marquesa is a modern catamaran designed for stability, and the sail is only about two hours on Key West's harbor waters, which tend to be calmer than open ocean. If you're prone to seasickness, take precautions before boarding and let the crew know so they can help you find the most stable spot on deck.

What if I don't drink alcohol?

Soft drinks and filtered water are included on the sail, and the hors d'oeuvres, live music, and sunset are the same for everyone. The open bar is there if you want it, but not required.

Do I need to be in good physical shape for this tour?

The sail is suitable for all physical fitness levels. You board at the dock, move around the catamaran's deck at your own pace, and can sit or stand as you prefer while you watch the sunset.

What time does the sun actually set, and when does the sail leave?

Sunset timing in Key West varies by season, roughly between 5 p.m. in winter and 8:30 p.m. in summer. The sail departs 30 minutes after your scheduled departure time, so you'll want to arrive early to board and get a drink in hand before the boat leaves the Historic Harbor.