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Key West Tipsy Tiki Sunset Catamaran Sail

Key West, Florida

Key West Tipsy Tiki Sunset Catamaran Sail

Key West, Florida

Duration: 1 hour and 30 minutes

Overview

Step aboard the Lazy Lady, a 53-foot tiki-style catamaran, and set sail on a 90-minute sunset adventure in Key West. Enjoy premium drinks, including beer, wine, sangria, frozen margaritas, and piña coladas, as you cruise past iconic landmarks and soak in breathtaking sunset views. With laid-back island vibes and VIP service, this is the ultimate way to toast to paradise.

🌅 Sail into paradise aboard a luxurious 53-foot tiki vessel, the Lazy Lady

🍹 Sip & savor with a premium open bar, including beer, wine, sangria, frozen margaritas & piña coladas

📸 Unmatched sunset views from the best vantage point on the water

🏝️ Cruise past Key West’s most iconic sights—Mallory Square, Sunset Key & Fort Zachary Taylor

Availability

When do I choose a date?

After purchase, you can request your preferred dates and times by following the instructions in the email you receive. If it's a gift, the recipient will also get an email with booking instructions.

Seasonal,
Summer: Daily 7:00pm
Winter: Daily 4:30pm

Full description

Trade the crowded shore for a VIP front-row seat to Key West’s most breathtaking sunset aboard the Lazy Lady, a luxurious 53-foot tiki-style catamaran. This 90-minute experience blends laid-back island vibes, premium cocktails, and unbeatable sunset views for an unforgettable evening on the water.

Sip on frozen margaritas, piña coladas, wine, beer, and artisanal sangria while you cruise past Key West’s iconic landmarks. Our attentive crew ensures a smooth and relaxing sail, sharing local insights and top-notch hospitality as you bask in the twilight glow.

Whether you're capturing Instagram-worthy moments or simply soaking in the tropical breeze, this tipsy tiki sunset sail is the perfect way to unwind in paradise.

Practical information

Any restrictions to participate?

Age: All ages are welcome! Guests under 18 must be accompanied by a parent or guardian. Must be 21+ with a valid ID to enjoy alcoholic beverages.

Who can you accommodate for?

Children: Children 3 and under sail free and must sit on a parent or guardian’s lap.
Pets: Unfortunately, pets are not allowed on board.
Individuals with disabilities: The Lazy Lady can accommodate standard, non-motorized wheelchairs.

What to expect on the day of the experience?

Duration: 90 minutes of sailing with stunning sunset views.
What’s included:
- Sail past Key West’s iconic landmarks while enjoying a legendary sunset.
- Premium open bar featuring beer, wine, sangria, frozen margaritas, and piña coladas.
- Attentive crew offering VIP service and local insights.
Who will be present: Your captain, crew, and fellow guests enjoying a relaxed, social atmosphere.
Spectators: Everyone on board must have a reservation.
Photo/Video: Capture the unforgettable sunset views and tiki vibes!

How to prepare?

Weather dependency: This experience is weather-dependent. If conditions prevent sailing, your provider will contact you about rescheduling or cancellation.
Arrival: Arrive at least 30 minutes before departure to allow for check-in and boarding.
Parking: No parking at the departure point. Paid parking is available at:
- The city lot at Margaret & Caroline Street (pay stations in the center).
- Metered spots on Caroline or Elizabeth Streets.
What to wear: Comfortable, weather-appropriate clothing. Light layers and sunglasses are recommended.
What to bring:
- Sunscreen, sunglasses, camera, and a love for adventure.
- Valid government-issued photo ID for alcohol consumption.
- Gratuity for the crew (recommended: $10 per person).
Restrooms/Storage: The Lazy Lady has onboard restrooms for guest convenience.
- No storage lockers—guests may bring a small bag or backpack.

Returns, exchanges and cancellation

Unused Experience Vouchers can be returned within 14 days for a full refund to the original purchaser, no questions asked.

If you have any unused Experience Vouchers, you can exchange them for anything else in our marketplace, no matter when. If you choose an experience that's more expensive, you'll need to pay the difference, but if you choose one that costs less, you'll receive a credit towards your next booking.

No refunds are allowed once the experience is booked, but you can reschedule up to 24 hours before your experience, for a date within a year of the original booking. To reschedule, contact the experience provider directly. No-shows or rescheduling less than 24 hours in advance means losing the value of your experience.

Duration: 1 hour and 30 minutes

$93

You save $-93

Includes all fees & taxes

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Here's what others have to say!

Based on 0 reviews

Sophia J.

This Sail was pure magic! Watching the sunset from the catamaran was a dream come true. The staff was attentive, and the champagne was flowing. A perfect way to end the day in paradise. Don't miss this if you're in Key West.

James R.

Seeing the sunset in Key West doesn't get any better than on this catamaran sail. The views were spectacular, the champagne was delightful, and the crew made sure everyone was comfortable. The atmosphere was relaxed, and the sunset was simply breathtaking. I can't recommend it enough!

Mia D.

A romantic evening in Key West on this Sail was unforgettable. The crew was top-notch, ensuring a safe and enjoyable experience. Sipping champagne while the sun set was pure bliss. The views of Mallory Square and the starlit sky made this the highlight of our trip!