Key West: Schooner Sunset Sail with Drinks & Appetizers

Glasses tilting toward the horizon as the schooner cuts through emerald water

You board at Key West Bight Marina, sail for two hours past Fort Zachary Taylor and Sunset Pier aboard America 2.0, and drink complimentary wine, beer or Champagne with individually plated appetizers as the sun drops into the water. The captain handles the sailing. You handle the moment.

Step-by-step itinerary

Sunset sailing with drinks and hors d'oeuvres

• Board Schooner America 2.0
• Sail along Key West coastline
• View Fort Zachary from water
• See Sunset Pier and landmarks
• Enjoy complimentary drinks and hors d'oeuvres
• Watch Florida sunset from boat

The experience

Glasses tilting toward the horizon as the schooner cuts through emerald water. That's the first thing you notice when the captain eases America 2.0 away from Key West Bight Marina. Two hours, and the whole point is to slow down. You board 30 to 45 minutes before departure, check in at the ticket booth, and then the deck becomes yours. The boat is modern-built, rigged like a proper schooner, and small enough that you're not crammed with a hundred other people. Complimentary wine, beer, Champagne and soda flow the whole time, and the crew brings around individually plated hors d'oeuvres, not the sad kind, but actual food that tastes like someone cared.

The route takes you past Fort Zachary Taylor first, the brick fortress sitting low on the water, then along Sunset Pier and Sand Key Light Tower as the light starts to shift. Your captain knows these waters and sails you out toward the open horizon, where the sun does what it does best. The emerald green of the Key West waters is real, not a filter, not an exaggeration. You're watching the sky change color while holding a glass of something cold, and the boat is moving just enough that you feel it, not so much that you spill. Bring a light jacket. It's cooler out there than you'd think, even in Florida.

The whole thing is built for people who want the sunset without the crowds of Mallory Square. You get the view, the water, the drinks and the food, and you're back on solid ground before dark. It's not a party boat. It's a schooner sail that happens to have good snacks and an open bar. If you're 21 or older and you want to actually taste your drink instead of shouting over a DJ, this is the move.

What’s included

Your two-hour sailing experience aboard America 2.0, individually plated hors d'oeuvres, and complimentary beer, wine, Champagne and soda throughout the sail. You'll see Fort Zachary Taylor, Sunset Pier and Sand Key Light Tower from the water as the captain sails you toward the sunset.

Options for this experience

5 options

Sunset Sailing in Key WestGuide in English · 16:00Lasts 2 hours. Please check in at the ticket booth 30 to 45 minutes before departure to receive your boarding passes. Bar and food included: this option covers our house beer, wine, sparkling wine, and hors d'oeuvres.

Peak Holiday OptionGuide in English · Available from 20 Dec · 16:00 and 16:15Lasts 2 hours. Please check in at the ticket booth 30 to 45 minutes before departure to receive your boarding passes. Bar and food included. Peak holiday rates apply.

Holiday Premium OptionGuide in English · Available from 24 Dec · 16:00Lasts 2 hours. Please check in at the ticket booth 30 to 45 minutes before departure to receive your boarding passes. Bar and food included. Premium rates apply.

See 2 more options

Wine Upgrade for the Sunset SailGuide in English · 16:00 and 16:15Please check in at the ticket booth 30 to 45 minutes before departure to receive your boarding passes. White wine upgrade: this option includes a bottle of white wine and souvenir glassware, and beer, wine, soda, water, and light snacks are also included. Requirement: a minimum purchase of 2 tickets applies to this upgrade.

Champagne Upgrade for the Sunset SailGuide in English · 16:00Lasts 2 hours. Please check in at the ticket booth 30 to 45 minutes before departure to receive your boarding passes. Champagne upgrade: this option includes a bottle of champagne and souvenir glassware, and beer, wine, soda, water, and light snacks are also included. Requirement: a minimum purchase of 2 tickets applies to this upgrade.

You'll see the exact price of each option when you check availability.See dates and prices

Before you book

Days and timesEvery dayDepartures at 16:00 and 16:15

Book up toStart time

AgesAdult (13 and older) · Child (2 to 12 years) · Infant (under 2)

GroupUp to 68

Live guideEnglish

Meeting point and pickupNo hotel pickup: you go to the meeting point. Ends back at the starting point.

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.It may be canceled due to bad weather or if the minimum number of travelers isn't reached. If that happens, you're offered another date or a refund.

Prices and times updated yesterday

Good to know

Low physical effortStroller-friendlyPets welcomePublic transport nearby

Operated by Classic Harbor Line

Is this one for you?Right for travelers staying in Key West who want the sunset without fighting the Mallory Square crowds. Expect a slower pace and actual conversation. This is a sailing experience, not a party boat, and the two hours are built around watching the light change.

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Top questions

Can children come?

Yes. Ticket types: Child (2 to 12 years); Infant (under 2).

What happens if it rains?

It may be canceled due to bad weather. If that happens, you're offered another date or a refund. Free cancellation up to 24 h before the start.

How long is the Key West schooner sunset sail?

Two hours total. Plan to arrive 30 to 45 minutes early for check-in at the marina ticket booth.

What drinks and food are included?

Complimentary beer, wine, Champagne and soda throughout the sail, plus individually plated hors d'oeuvres.

What landmarks do you see on the schooner sail?

Fort Zachary Taylor, Sunset Pier, Sand Key Light Tower and other Key West landmarks from the water as you sail toward the sunset.

Is there an age restriction for this tour?

You must be 21 years or older to consume alcohol. Infants and small children can ride in a pram or stroller.

Where do you meet for the Key West schooner tour?

Key West Bight Marina. Arrive 30 to 45 minutes before your selected departure time to check in at the ticket booth.

What should I bring on the schooner sail?

A light jacket is recommended. It's cooler on the water than on land, even in Florida.

Is this schooner sunset sail suitable for all fitness levels?

Yes, it's suitable for all physical fitness levels. Service animals are allowed.