Key West Wind & Wine Sunset Sail

The Wind & Wine Key West Sunset Sail has been honored with the #1 rating on Trip Advisor for three consecutive years. Wind & Wine is an incomparable sunset experience amid the warm tropical caribbean waters of the Florida Keys.

Rated a Top Sunset Cruise in North America by Coastal Living Magazine, the Wind and Wine Sunset Cruise is unparalleled for folks who want an upscale, yet relaxed and intimate, sunset sail. Sailing nightly, we serve eight different fine wines from all over the world, usually four red, three white, and a Champagne.

Wine drinkers love this cruise, since it is virtually the only sailing excursion in the U.S. that serves “real” wine. In addition, an array of quality beer, and hors d’oeuvres are also served, making the evening an unforgettable start to a great Key West night!

Choose from up to 8 different types of wine from around the world (taste through them all, or focus on your favorites). Choose from 5 different types of imported and domestic beer. Enjoy a wonderful variety of delicious appetizers like Havarti Dill, Smoke Gouda and Summer Sausage, Caprese Skewers, Water Crackers with Brie, Green Apple with a Honey Drizzle, and more.

• Reservations are REQUIRED for all bookings
• Book Your Package On-Line
• Get Your Confirmation
• Duration: 2 Hours (approx.)
• Departure point: Detailed check-in instructions - including address, Google map, and parking information - will be included in your final confirmation email.

Includes

Sunset Sail Aboard a Modern Style Schooner
Fancy Cheeses, Crackers and Fruit
Premium Wine
Imported and Domestic Beer
Sodas and Bottled Water

Excludes

Gratuities (Optional)

• Confirmation Voucher (printed or mobile)
• Any required or suggested items listed on your confirmation email.
• A Smile!

Likely To Sell Out

Spaces are extremely limited this time of year so book early to ensure the date you want.

Voucher Confirmation Info

This tour accepts both printed and electronic vouchers (e-vouchers). You can either print the voucher and present a paper copy on the day of travel. Or, if you travel with a mobile device, simply show your Photo ID and present your voucher on your Smartphone or tablet on the day of travel.

Local Operator Information

Complete operator information, including local telephone number, will be included on your Confirmation Voucher.

Are gratuities (tip) included in the price?

No. On most Cool Key West tours and activities with guides, mates, captains, and assistance, tips are not included. Our general recommendation is 18-20% when you enjoy a quality service experience.

Are my credit card details safe?

Your info’s safe with Cool Key West. We take data protection very seriously and have a 100% secure checkout for all transactions.

1) We use SSL to encrypt all data on the website and use a tokenized processing system from Stripe.

2) Stripe has been audited by a PCI-certified auditor and is certified to PCI Service Provider Level 1.

3) Our servers are monitored 24/7 for malicious activity and unauthorized access attempts.

Are non-alcoholic beverages served onboard?

Yes. We serve water and soda.

Can I book an activity and leave it open dated?

The majority of travel services provided by Cool Key West must have a pre-booked date designated in order for the activity to cater for passengers. Exceptions to this are attraction passes, hop on/hop off buses and trolley tours.

Can I book this activity when I get there?

Cool Key West activities can only be booked online. It is recommended you pre-book your travel service to avoid disappointment as many of our tours and products are popular and can be sold out early. Therefore, visitors are encouraged to pre-book to ensure a satisfying, worry-free vacation.

Do you provide a shuttle to the Key West Wind & Wine Sunset Sail?

Currently, Cool Key West does not provide transportation to the Key West Wind & Wine Sunset Sail.

I am unable to locate the check-in. What should I do?

If you arrive for your activity start point and you are unable to locate the check-in location, we first recommend calling the local contact phone number found on your confirmation email. If you are unable to reach the local contact, we will be more than happy to help you out.

Is there an age limit to do the activity?

Yes, there is. In 2017 the decision was made to disallow anyone 12 and under from Key West Wind & Wine Sunset Sail. The feedback on this move has been tremendously positive, as it is, after all, a wine tasting cruise.

What do I need to show at check-in?

Cool Key West activities accept both printed and electronic vouchers (e-vouchers). You can either print the voucher and present a paper copy on the day of travel. Or, if you travel with a mobile device, simply show your Photo ID and present your voucher on your Smartphone or tablet on the day of travel.

What food and drink is served on Wind & Wine?

Choose from up to 8 different types of wine from around the world (taste through them all, or just choose your favorites).

Choose from 5 different types of imported and domestic beer.

Enjoy a wonderful variety of delicious appetizers like Havarti Dill, Smoked Gouda and Summer Sausage, Caprese Skewers, Water Crackers with Brie, Green Apple with a Honey Drizzle, and more.

What is the weather cancellation policy?

If the Key West Wind & Wine Sunset Sail must be canceled due to bad weather, and you cannot go on another day, you will be issued a full refund by Cool Key West.

When do I need to arrive for check-in?

Unless otherwise noted, please arrive for check-in 30 minutes before your Key West Wind & Wine Sunset Sail begins. The exact start time may be based on your chosen options and will be noted on the confirmation you receive after booking.

Where can I park my car?

Detailed parking instructions for Key West Wind & Wine Sunset Sail will be included in your confirmation email.

Where is the meeting point for this activity?

Detailed check-in instructions – including meeting point address, Google map, and parking information – for Key West Wind & Wine Sunset Sail will be included in your final confirmation email from Cool Key West. Please be sure to double and triple check your email address is correct at checkout so this important email makes it way to you!

Will I get seasick on Key West Wind & Wine Sunset Sail?

If you have any doubts about becoming seasick on the water, we recommend taking a Dramamine® Motion Sickness Relief tablet the night before your trip. Some people recommend taking it the night before your cruise and then again that morning so you will not feel so drowsy.

We’re here to help. Call (855) 274-1023 to speak with a Destination Specialist.