Key West Wind & Wine Private Charter
The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Trip Advisor three years running. See the sunset on a beautiful 65ft sailing boat.
- Rated #1 on Trip Advisor for three years running Beautiful sailing boat
- Exclusive Trip with just over twenty passengers
- Amazing Key West sunset views
- Attentive and Friendly Crew
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: 2.5 Hours (approx.)
- Departure point: Detailed check-in instructions - including address, Google map, and parking information - will be included in your final confirmation email.
Sunset Sail Aboard a Modern Style Schooner
Fancy Cheeses, Crackers and Fruit
Imported and Domestic Beer
Sodas and Bottled Water
What To Bring
- 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.
Frequently Asked Questions
What is the weather cancellation policy?
If the Key West Wind & Wine Private Charter must be canceled due to bad weather, and you cannot go on another day, you will be issued a full refund by Cool Destinations.
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 Private Charter will be included in your final confirmation email from Cool Destinations. Please be sure to double and triple check your email address is correct at checkout so this important email makes it way to you!
Where can I park my car?
Detailed parking instructions for Key West Wind & Wine Private Charter will be included in your confirmation email.
What do I need to show at check-in?
Cool Destinations 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.
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.
Can I book this activity when I get there?
Cool Destinations 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.
Are my credit card details safe?
Your info’s safe with Cool Destinations. 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 gratuities (tip) included in the price?
No. On most Cool Destinations 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.
Can I book an activity and leave it open dated?
The majority of travel services provided by Cool Destinations 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.
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 Private Charter begins. The exact start time may be based on your chosen options and will be noted on the confirmation you receive after booking.
“The electric car we rented was clean and easy to drive. Shuttle picked us up quickly and was also clean and new. Driver was very informative and friendly. Great prices and a great time. No problems We will be back!”Michael Darnall
“Capt Gary and first mate Justin were very sharp and effective getting us trained and setup in a couple solid spots on a windy morning. Great job and very friendly. I look forward to going again when I return.”Joseph O'Brien
“I booked the wrong day, and the staff was helpful, friendly and polite about getting us a car on the spot. Thank you!”Phil Polderdyke