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Caribbean Sailing: Reviews say it all! Get on board this incredible adventure!

  • Boat600 sqft
  • Bedrooms3
  • Sleeps8
  • Bathrooms2
  • Half Baths0
  • Minimum StayNone

Must see attached video.

Sail St Lucia to Grenada or Grenada to St Lucia! Visit the incredible Grenadine islands en route. You won't be disappointed! Book soon, just two trips! Fly into one island out of the other.

39 ft Privilege Catamaran - Spacious and fun! We offer a fabulous sailing adventure. Our focus is fun and safety, learn to sail or just sit back and enjoy the sea.

This adventure includes just about everything! Check out rates based on number of nights and persons in the notes of rate section please.

After so many fun filled and successful sailing vacations, please refer to our reviews to get the best idea of what this vacation will provide for you! Great adventure to islands of your choice (time permitting), fabulous locally fresh high quality cuisine, and an experienced Captain and crew will make this the trip of a lifetime! Contact us for a customized vacation with exceptional prices for this phenomenal experience!



Member Since 2011
Response rate:
Response time:
within a few hours
english, french
Calendar last updated:
Oct 31, 2016
About Diane

We are retired professionals who love the Caribbean and sailing. We have been sailing for a number of years internationally and find the Caribbean to be a fantastic place to explore! We love to show our guests a great time by fulfilling all of their wants and desires. You can check out both the sailing vessel and our villa listing testimonials to see how satisfied our guests are!

Diane purchased this Boat in 2012

Why Diane chose

We wanted to add the sailing yacht property to compliment our villa site #382304. We offer daily tours for our villa guests however, we've found they love it so much they've suggested we offer it as a weekly getaway. We thought this was a great idea as well so here we are!

What makes this Boat unique

We customize. Ask your self where you want to go, what you want to do, who do you want to do it with and we'll set up your perfect Caribbean vacation!


    • Internet
    • Kids Welcome


      • 3 Bedrooms, Sleeps 8
      • Bedroom 1
        1 double
      • Bedroom 2
        1 double
      • Bedroom 3
        1 double
      • Over size double beds each with 4 stateroom windows for maximum breeze and comfort for sleeping. Each bedroom has a vanity and closets.


      • 2 Bathrooms
      • Bathroom 1
        toilet, shower
      • Bathroom 2
        toilet, shower
      • Bathroom 3
        outdoor shower
      • Bathroom 4
        outdoor shower
      • Toilet and showers, also 2 shower areas on platform of boat to rinse salt water after swimming.

      Location Type

        • Beach View
        • Beachfront
          You're on a boat, we'll be on the water and near the beach of your choice in the Caribbean!
        • Ocean View
        • Oceanfront
        • Water View
        • Waterfront


            • Adventure
            • Away From It All
            • Budget
            • Family
            • Historic
            • Romantic
            • Spa
            • Tourist Attractions


                • Catering available


                    • Fitness Room / Equipment
                      We have water sport equipment and have recently added kite surfing to our list. We can sail to fabulous kite and windsurfing locations and get you specialized lessons!
                    • Internet
                    • Linens Provided
                    • Towels Provided


                        • Coffee Maker
                        • Dishes & Utensils
                        • Freezer
                        • Kitchen
                          We do all the cooking for you, but you can if you want!
                        • Pantry Items
                        • Refrigerator
                        • Stove
                        • Toaster


                            • Dining Area


                                • Books
                                • DVD Player
                                • Games
                                • Music Library
                                  Bring your playlists and plug into our Bose stereo sound system!
                                • Stereo
                                • Toys
                                  Water toys galore.
                                • Video Library


                                    • limited accessibility

                                      Onsite Services

                                        • Private Chef


                                            • botanical garden
                                            • churches
                                            • duty free shops
                                            • marina
                                            • ruins

                                              Leisure Activities

                                                • scenic drives
                                                • beachcombing
                                                • eco tourism
                                                • gambling casinos
                                                • horseback riding
                                                • boating
                                                • shopping
                                                • sight seeing
                                                • walking
                                                • whale watching
                                                • wildlife viewing

                                                  Local Services & Businesses

                                                    • ATM/bank
                                                    • groceries
                                                    • hospital
                                                    • laundromat
                                                    • massage therapist
                                                    • medical services

                                                      Sports & Adventure Activities

                                                        • scuba diving or snorkeling
                                                        • deepsea fishing
                                                        • kayaking
                                                        • mountain climbing
                                                        • parasailing
                                                        • pier fishing
                                                        • sailing
                                                        • hiking
                                                        • snorkeling
                                                        • snorkeling/diving
                                                        • swimming
                                                        • tennis
                                                        • water skiing
                                                        • wind-surfing


                                                            • We offer full meal service which includes your choice of local or your favorite foods. Just let us know. We offer a complimentary rum punch however we do not include alcohal in the cost.

                                                              House Rules

                                                              Check-in: 4:00 PM

                                                              Check-out: 11:00 AM

                                                              Cancellation Policy

                                                              100% refund if canceled at least 14 days before arrival date. 50% refund if canceled at least 7 days before arrival date. You must contact the owner directly to request cancellation.

                                                              22 Reviews


                                                              Latest reviews

                                                              BEST TIME IN ST. LUCIA

                                                              We were sure to schedule a day on Ken & Diane's boat and it was the highlight of our trip! They are great hosts, knowledgeable and fun! Enjoyed cocktails and conversation, I just love what they do with their great villa & boat, it was so great to see too brilliant people living life and sharing it with us! Sailed down the west coast, snorkeled and enjoyed a fabulous lunch of lobster, conch & more! Sailing back we were able to lend a hand in catching a huge beautiful red snapper they cooked up for dinner right there at sunset....perfect heavenly day! We (including my daughter) can't wait to book again and spend more time with these awesome folks! Thank you, Thank you!!!

                                                              Owner's Response:

                                                              Thank you so much for sailing with us! It certainly was a pleasure having you wonderful guests on board! We look forward to your next adventure with us!

                                                              Thank you also for reeling in that big fish, what a fantastic catch and delicious dinner we had to add a sweet finale to a fabulous day!

                                                              See you again for sure!

                                                              Ken & Diane know how to host an amazing sailing trip - Thank you

                                                              Mark R.

                                                              We spent four amazing days sailing with Diane and Ken. Both Diane and Ken were wonderful hosts, they looked after every detail of the trip. The trip was relaxing and enjoyable. We sailed from St Lucia to Martinique - both islands were beautiful. The boat is ideal for multiple couples, each with their own cabin. All the meals were tremendous. What a great way spend four days seeing the islands and doing some great sailing.

                                                              Owner's Response:

                                                              Thank you for your most kind review! We really enjoyed having you all on board, it really was a fun and adventurous sailing trip! We're so glad you enjoyed the meals and you found the boat comfortable. We're thankful that you had a relaxing vacation with us and whenever you need another, we'd be more than happy to have you join us again!

                                                              Ken & Diane Make You Feel Like a Local

                                                              Joel C.Denver, CO

                                                              Diane and Ken are excellent hosts who will make you feel at home on their lovely catamaran. Whether you are doing a daylong sail or overnight trips, they do an excellent job of tailoring the adventure level to your comfort level, from more active to more chill. If you've never chartered a boat before, this is a great introduction to sailing; and if you're experienced, you'll still be impressed.

                                                              Anyone who has done this before knows that boats can be close quarters, but you will be delighted with Diane and Ken's company and their knowledge of the area.

                                                              Everything was fantastic, including the food. We'll be back!

                                                              Owner's Response:

                                                              Hi Joel and Wendy,

                                                              Thank you so much for the wonderful review and for sailing with us. It certainly was a pleasure having you on board and we are looking forward to your return visit already!

                                                              See you soon!


                                                              Fun Day on the Water!

                                                              C & GCornelius, NC

                                                              My husband & I had the pleasure of sailing with Capt. Ken, Diane, & their villa manager, Ariel along the western coast of St. Lucia. It was a beautiful day and we were able to see most the Caribbean side of the island. As soon as we arrived onboard we were offered rum punch along with healthy snacks (all homemade and all delicious) and we continued to be wined and dined the entire day. We stopped along several picturesque locations and went swimming, paddle boarding, & snorkeling. Ken & Diane were very knowledgable about everything about the island and of course sailing, we really enjoyed their company along with the breathtaking scenery. Ken was very safety conscious and really felt like we were in good hands. My husband had the opportunity to use his sailing skills and that added to the overall experience as well. We would highly recommend “Lost Our Marbles” to anyone looking for a unique island experience & for some serious fun!

                                                              Owner's Response:

                                                              Hi C&G,

                                                              Thank you so much for joining us on Lost Our Marbles. It was certainly a pleasure having you both on board and especially having all the sailing assistance! Thank you as well for the paddle board lesson, I've since purchased an inflatable for the s/v.

                                                              We really enjoyed your company and look forward to your return trip to sail some islands with us!

                                                              I know I responded to this via email but just wanted to add it here so everyone can see how much we appreciate you taking the time to leave a review.

                                                              Thank you once again!

                                                              Capt Ken and Diane

                                                              Great company and food

                                                              Belinda V.

                                                              Thanks Ken and Diane for a fabulous sail up the west coast with both of you. Great facilities and what a great team you both are.

                                                              Highly recommended!

                                                              Owner's Response:

                                                              You're most welcome, it was a pleasure having you on board!

                                                              We look forward to you joining us again soon!

                                                              Kind regards,

                                                              Diane and Ken

                                                              Relaxing and exciting vacation

                                                              lanbeanComox, BC, Canada

                                                              My boyfriend and I had a wonderful time onboard Lost Our Marbles with Ken and Diane. They were excellent hosts from start to finish and ensured all of our needs were met. We sailed with them from Tobago, through to Trinidad and the Tobago Keys, St. Vincent and with a final stop in St. Lucia.

                                                              Our goal was primarily to kiteboard at different locations and they were knowledgeable on all the different spots to do so and got us to them! We also anchored and moored in extremely beautiful locations and they were able to suggest land activities to see, such as waterfalls and hikes. We had lots of fun fishing (caught some beauties!) while under sail, and eating island delicacies from the locals (such as conch and lobster!). Great food onboard!

                                                              Overall, the hosts were very safe, knowledgeable, and ever the entertainers! I'll surely be doing a trip with them again.

                                                              Owner's Response:

                                                              Hey Lan,

                                                              Thank you for the great review! I know I responded via email directly to you but thought I should just say a word on here to to say what a great time we had with you and Duncan. Fantastic sailing with two excellent sailors!!!

                                                              We really look forward to you joining us again soon!

                                                              Kind regards,

                                                              Capt Ken and Diane


                                                              The areas we sail in the Caribbean can have whatever you want for amenities, we are extremely flexible and can provide what you would like. It's a matter of letting us know and we'll help plan the trip to include it all. We are so flexible because we can sail anywhere!

                                                              Rates & Availability

                                                              Additional information about rental rates

                                                              Tax Rate

                                                              Rates are based on number of persons and nights on board as per matrix below. Nightly rate above based on day sail rate. Sailing is a very expensive sport, boat maintenance, Capt and Chef fees included, all meals & beverages (complimentary alcohol). Join us a a group, it's less expensive. As you can see from our reviews, you will love it! N/Days. 2 pers 4 pers 6 pers 7n/8d $4600 $6150 $7750 6n/7d $4100 $5550 $7150 5n/6d $3600 $4950 $6450 4n/5d $3100 $4250 $5750 3n/4d $2600 $3650 $5050 2n/3d $2100 $3000 $4450 1n/1d $1200 $2000 $2800 Day Sail Up to 4 pers $800 $60 each over 4 NOTE: PRICING CAN NOT BE IN VRBO QUOTE, EACH IS DIFFERENT, WE WILL SEND QUOTE UPON REQUEST BUT THE VRBO QUOTE DOES NOT ENTER US IN A CONTRACT PRICE.

                                                              22 Reviews
                                                              Exceptional 5/5
                                                              Enter dates for accurate pricing
                                                              For booking assistance, call 888-829-7076

                                                              Property # 447780vb