Key West Wind & Wine Sunset Sail

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.

Your information is 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.

Yes. We serve water and soda.

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.

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.

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

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.

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.

Most 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. However some outliers do exist, so be sure to read your confirmation voucher fully.

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.

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.

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.

If required, parking instructions for the Key West Wind & Wine Sunset Sail will be included in your confirmation email.

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!

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.

Average 4.96 out of 5 stars based on 52 verified reviews from Cool Key West and TripAdvisor