Wine Club Members, get ready to set sail on an unforgettable journey as we celebrate 20 incredible years of Cooper's Hawk with a 4-night, adults-only Caribbean cruise on Virgin Voyages, October 1-5, 2025!
In partnership with Virgin Voyages — this journey is a curated, once-in-a-lifetime celebration at sea exclusively for Wine Club Members! Expect an array of premium Cooper's Hawk wine experiences, outstanding meals, engaging classes led by our expert team, and exciting activities that promise adventure on the high seas with Tim McEnery, Founder & CEO of Cooper's Hawk, Emily Wines, Master Sommelier, and Chef Matt McMillin, Chief Culinary Officer!
We can't wait to share this special occasion with you and toast to two decades of exceptional food, wine, and the wonderful moments we've created together.
Spots are limited and we anticipate high demand, don't miss out on your opportunity to celebrate with us!
Virgin Voyagers Cruise Line
Day 1: Miami, FL | Depart at 6:00 pm. All aboard 2 hours before departure.
Day 2: Sailing Day
Day 3: Key West, FL | 8:00 am - 5:00 pm, local time
Day 4: Beach Club at Bimini | 8:00 am - 7:00 pm, local time
Day 5: Miami, FL | Arrives at 6:30 am. Please allow up to an hour for the Gangway to open to disembark.
- Award-Winning Dining
From refined dining to relaxed casual, all of our 20+ eateries — featuring menus curated by Michelin star chefs — are yours to savor.
- All Soft Drinks & Water
Stay hydrated with still and sparkling water, non-pressed juices, sodas, teas, and drip coffee.
- Tips & Gratuities
We've taken care of (taking care of) your servers, so we handle the gratuities for your onboard experiences. You just enjoy.
- Wifi
Browse, post, and stay connected with WiFi — whenever you want, and wherever you are on the ship.
- Fitness Classes
Yoga, meditation, cycling, HIIT classes, and more — all your group fitness classes are covered.
- Entertainment
Developed by the world’s most-talked-about producers and artists, our awe-inspiring shows are all included in your voyage.
Exclusively Adult Experiences
From decadent dinners to drenched-in-red afterparties, reconnect with your plus one, best friends, and yourself to celebrate life’s sweetest moments aboard our 100% adults-only voyages.
100% Adults Only
Sailing into the 21st Century like.....
Watch. Dim. Order-in. We’re not saying stay in bed all day — but with a tablet in every cabin and our Virgin Voyages App on hand, we wouldn’t blame you if you did. With the push, press, and swipe of a finger, you can change up the vibe with mood-match lighting, watch the latest (and classic) movies, and order ShipEats — all while staying completely horizontal.
Cleaver Cabin Tech
Michelin-starred chef-curated menus in 20 + eateries
From the Test Kitchen and our lively Korean BBQ, to our red hot Mexican and our incredible food market — all our eateries are included.
No buffets or big dining halls
- Who is invited to go on the 20th Anniversary Cruise?
Our amazing Wine Club Members!
- Does my booking include airfare?
No, it does not. You will need to book your airfare separately.
- Do I need a passport for this Cruise?
Yes. You will need a passport.
- Do I need to pay in full when booking my cruise?
Nope. You can put a 24-hour hold to reserve now and pay later or financing options are available with Flex Pay. All major credit cards payments are accepted (Visa, Mastercard, Amex, Discover). A deposit is required to confirm a reservation in the amount of 20% of your fare, excluding add-on components and ancillary purchases made prior to sailing, and taxes and fees.
- Is there a drink package available?
Members can pre-pay for a bar tab and get more to spend! More choices, more cheers!
- $200 Bar Tab: an extra $25 to spend and a total of $225 in drinks to share
- $300 Bar Tab: an extra $50 to spend and a total of $350 in drinks to share
- $500 Bar Tab: an extra $100 to spend and a total of $600 in drinks to share
- $750 Bar Tab: an extra $175 to spend and a total of $925 in drinks to share
- $1000 Bar Tab: an extra $250 to spend and a total of $1250 in drinks to share
- What is the minimum age to go on this cruise?
Voyages are adult-only, so Guests must be at least 18 years old to sail.
- Are there Shore Excursions that we can purchase?
Yes. Please visit this link for more information regarding Shore Things terms & conditions.
- What is the Cancellation Policy?
If you or anybody travelling with you wishes to cancel either your/their holiday, you must contact Shoreside Sailor Services if booking direct (through our Contact Us page is best, or call in US 1-954-488-2955), or your travel agent or tour operator, and give notice of the cancellation. The Voyage will only be cancelled on the date we receive the notice of cancellation.
If you’re booking more than 120 days prior to the start of the voyage, you have a 7-day grace period to request a full refund on your deposit and any other payments made. Refunds will be issued to your original form of payment.
After the 7-day grace period (but still before the 120-day window), you can receive a full refund on any payments, excluding your deposit. For your deposit, you will receive Future Voyage Credit at this time.
Between 119 and 45 days, any funds paid will be converted to Future Voyage Credit (FVC), good to use on any voyage 1 year from the original voyage start date.
Once you’re within 44 days of your voyage, all funds paid are final. But you do have the option to send someone else in your place up to 48 hours before your voyage if you really can't sail. Please note that taxes and fees will be refunded regardless of when the booking is canceled.
Please note, from time to time, your travel agency/First Mate may repackage your voyage with other travel arrangements such as flights, hotels etc, and subsequently act as a tour operator. Please note these policies do not apply to tour operator bookings. Please speak to your tour operator/First Mate for further information.
- Can I bring alcohol onboard?
As an Adult-by-Design experience, Virgin has an array of carefully selected beer, wine, and expert cocktail options shipwide. If you must bring that rare bottle of red you got in the south of France, we get it. Sailors are also welcome to bring two (2) 750mL bottles of wine per cabin in carry-on bags (sorry, no liquor or beer please). Please note, any alcohol in your checked luggage will be confiscated. You are also welcome to bring specialty liquors from a port of call on board. Simply hand them to our security team as you board, and we will hold them until your final night.