Private Yacht Holiday

Private Yacht Holidays 

Tiger Lily

The opening of Christmas and New Years chartering dates can only mean one thing… there is a holiday private yacht vacation in your future!

Private Yacht Holiday

 We are so excited to announce availability aboard the Tiger Lily – a palatial Gunboat 66 with many newly refurbished amenities. Book anywhere from 1 to 6 guests for an all-inclusive vacation with a 7 night minimum at a rate of $32,500.


What does “all-inclusive” mean?

Oh, the perks of booking a private, crewed yacht! Not only will you have full reign of this ultra fast, state-of-the-art custom yacht (capable of over 30 kts to speed you to your next stopover in no time), but also it’s new water toys, fishing gear, Apple TV with a 600 movie library and an iPod hookup. For those of us who enjoy access to the internet, the Tiger Lily offers onboard WIFI. She comes with an expert crew: captain, Neil Rock and chef, Karen Rock.


Crew - Neil & Karen Rock

A few client reviews you might find helpful:

“We all feel so fortunate to be guests on Tiger Lily with Neil and Karen. They have to be two of the most genuinely kind, good-hearted people anywhere. We talk about what it would be like to sail on another boat, and have concluded that as long as Tiger Lily, along with Neil and Karen are available, we will not be looking.”

~ ~ ~

“Our experiences have been the best vacations of our lives! I’d say we’re pretty demanding, but they were able to cater to our every desire so that when we arrived, we had all the comforts of home on board, each time we’ve traveled with them. We always come home a little bit happier than when we left. Can’t wait to do it again!”


Neil is from Northwest England where, at a very early age, he began sailing his family’s classic yacht on the Irish Sea. His enthusiasm for the sea is contagious, and will guarantee his guests a vacation experience they will never forget. Karen is from Toronto Canada and has strong roots to the Maritime Provinces. Her professional back ground is in the medical field, but her first love is cooking and the sea. She has sailed with Neil for the past 24 years.

Neil captains the Tiger Lily and directs the itinerary so that you get the full experience of your island vacation. He also assists Karen at meal times by offering custom made cocktails as well as wine pairing recommendations. 

The crew of the Tiger Lily are happy to accommodate any dietary needs and preferences. Your menu can be as extravagant or simplistic as you wish!


Dining on the Tiger Lily


Have we inspired you to start planning your Private Yacht Holiday?


Complete our online Request Availability Form or contact our Crewed charter experts for information on a Holiday Yacht Charter.
Emily Mack Ellen Stewart, or Melody Delgado
Crewed Yacht Charter Brokers
Phone: (800) 382-9666
Virgin Island Sailing, Ltd.

 Private Yacht Holiday | 800-382-9666 |




Caribbean Bareboat Charters

We’re so excited to share these exclusive discounts with you!


DYC - Discounts


Dream Yacht Charters

  • NEW Direct-Flight Service from the US to Martinique!


Direct Flights To Martinique

Fly From Boston Fly From New York Fly From Baltimore
For As Low As $326.00 For As Low As $228.00 For As Low As $223.00


Sunsail - Discounts



  • Sailors can save up to 15% chartering to the BVIs when departing this November through June 2016. Loyal Sunsailors save an additional 5% and can book charters as low as $79 per person, per day. (Pricing is based on a 6-person, week-long, BVI bareboat yacht charter departing either from November 12-15 or December 10-12 in the Classic Sunsail 38 – 2 Cabin Monohull when the charterer has sailed with Sunsail in the past two years.)  Reserve by September 1, 2015 to secure your savings.  Check out their sailing itinerary for week-long charters to learn about this adventure.


HYC - Discounts


Horizon Yacht Charter

  • Celebrating the procrastinator in all of us, Horizon Yacht Charters is offering last minute booking rewards! Get 10 nights for the price of 7 or 15% off 7 night bookings. Take advantage of this offer before it expires on September 30, 2015.

  • Thanksgiving 2015: Book a 2 cabin bareboat for 7 nights and save between $795 – $995. You’ll choose from either the Jeanneau 36i or the Jeanneau 37 ($1,800 – 2 cabin each) of the Lavezzi 40 Catamaran ($2,395 – 3 cabins).

  • Additional offers by boat listed below:

Grenadines Discounts


Has this blog post convinced you to look into your own Caribbean Bareboat Charters? Yay! We can’t wait to start planning your vacation! Contact us or fill out our availability form.

Caribbean Bareboat Charters |  800-382-9666 |


Caribbean Boat Rentals

Caribbean Boat Rentals

Welcome to Virgin Island Sailing! It is our pleasure to guide your vacation planning. We can’t wait to find the perfect Caribbean boat rentals for an unforgettable paradise getaway for you!


In honor of Throwback Thursday, here is a short synopsis of a review that our friend Cecelia Lindner submitted detailing her family’s Christmas vacation in the Virgin Islands in 2011.

Caribbean Boat Rentals

Virgin Island Sailing – Trip Review


The Lindners began their trip with a flight from Sweden to St. Thomas. The family chose to trade holiday stress for a relaxing “pirate’s paradise”: sailing the open seas and consuming rum to their heart’s content. We’re sure Captain Jack Sparrow would definitely approve!


Per Lindner (Cecelia’s father) was the mastermind of the trip planning. Along with advice from Virgin Island Sailing’s bare boat charter expert Melody Delgado, he selected a 44ft Beneteau named “Vindaloo” through Footloose Charters for their seven days of sailing. They began the trip with provisioning in Tortola, then moved on to Norman’s Island’s beautiful bay, the Bight. The Lindners utilized the free guide book that comes with chartering through Virgin Island Sailing to find some excellent snorkeling. After hiking and collecting seashells on the beach, the crew moved on to explore the Baths. Cecelia compared the Bath’s rocks and cave structures to a post-earthquake dinosaur movie. The family enjoyed a lobster dinner in Anegada before heading to their favorite destination of the vacation: the Bitter End. Cecelia recalls the boat-filled bay, an exquisite dinner at the Bitter End Yacht Club, relaxing in the sunshine and happy hour at Saba Rock.


Photo courtesy of Island Runaways

(Cocktail time at Saba Rock. Photo courtesy of Chrissann Nickel.)


The Lindner crew enjoyed Christmas Eve with a free bottle of Pusser’s rum and scuba diving in Marina Cay. Cecelia conveyed a bittersweet feeling returning to Sweden after a dream-like week in the islands. It was the vacation of a lifetime and one the Lindners are not soon to forget.


To check out the full review, additional photos and traveling advice from Cecelia click here.


Has this blog post convinced you to look into your own Caribbean boat rentals? Yay! We can’t wait to start planning your vacation! Contact us or fill out our availability form.


Caribbean Boat Rentals |  800-382-9666 |