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Catamaran Playtime, 56ft, 8 guests based in St Thomas, US Virgin Islands

Award WinnerBest in show under 57ft, Tortola 2016

Weekly Charter Rates

$23,500 (2 passengers 7 nights)
$28,000 (8 passengers 7 nights)*
*Price range is subject to change. Please Contact Us for pricing for various party sizes, number of nights and seasons. Best price guarantee: We endeavor to offer the lowest prices available and will always match lowest rates. We accept Visa, MasterCard and AMEX, no fees. We accept Visa, MasterCard and AMEX


Guests Cabins Length
8 4 56ft
Guest cabin configuration:
1 Master Queen, 2 Queen, 1 Twin en-suite cabins with A/C
Designer Lagoon
Built 2014
Children Allowed Yes
Home port Red Hook, St Thomas, US Virgin Islands
Scuba SCUBA available on board Available onboard

Special Offer

$250 Child discount
$250 per week discount for each child age 15 and under. Age is based on the charter date.
Available for charters starting now through 3 August 2019
Reservations need to be confirmed before 28 July 2019
Playtime 1 Playtime 2 Playtime 3 Playtime 4 Playtime 5 Playtime 6 Playtime 7 Playtime 8 Playtime 9 Provided to each guest complements from the owner. Complementarily BVI and USVI map Playtime Layout

Catamaran Playtime Overview

Playtime is a luxurious Lagoon 560 catamaran launched in 2014, fully loaded with all of the manufacturer's optional extras with very little expense spared. The yacht features three en-suite Queen guest cabins including a master suite with direct access to the aft transom.

Playtime’s fun and friendly crew are ready to offer your party only the best in dinning, relaxation and sailing experiences in the Caribbean Virgin Islands.

Why you should book Playtime!

Nice choice for groups with divers as the crew are scuba instructors. Playtime was also fitted with 'all the extras' in the construction process.

Ports and Available Cruising Areas

Home port: Red Hook, St Thomas, US Virgin Islands
Winter cruising area: Caribbean Virgin Islands
Summer cruising area: Caribbean Virgin Islands, Caribbean Windwards

Green Initiative: Purified drinking water made on board to avoid plastic water bottles


Play Time features 4 guest suites, 3 with queen berths and 1 with a twin bunk bed, all with full A/C and ensuite toilet and shower. Crew staying in queen cabin.


Air Conditioning: Full
Salon Stereo
Salon TV
Deck Shower
Hair Dryer
Board Games
Sun Awning
Ice Maker
Kosher menu available
Other entertainment: "L'Occitane" luxury spa items provided in guests' baths. These fantastic Mediterranean inspired, all natural soaps and lotions ensure guests get the full, five-star experience that they deserve.

Communications: Wifi is available in USVI waters and International waters. Download speeds in foreign countries are not equal to the speeds in the USA.

Water toys

2-Man Kayak
Knee Board
Floating Mats
Fishing Gear
Dinghy: 15 ft
Dinghy Outboard HP: 50
Other equipment includes:

2 Stand-Up Paddleboards, Banana (towable toy), Adult Water Skis

SCUBA available on board

 SCUBA Details

Scuba Terms: 3 dives per week included for certified divers. Scuba instruction also available.
Scuba Available Onboard: Yes
Captain's Scuba License: Instructor
Divers: 8
Number of dives per week: 3

Meet the Crew

Tyler & Kelsey

Captain: Tyler Dunn

Tyler’s southern charm and hospitality will make you feel right at home as soon as you step aboard White House. An athlete, his aquatic adventures began at camp Merrie-Woode, where he grew up kayaking and rafting the many lakes and white-water rivers that the North Carolina mountains have to offer. At the age of 10, Tyler became scuba certified. He played varsity college lacrosse, and graduated with a degree in Outdoor Experiential Education from Appalachian State University. After college, he pursed his dream to live on the ocean by moving to Key Largo, FL, where he began his professional diving career. He not only became an accomplished scuba dive instructor but also a master captain with a 50- ton license. The charter industry allows Tyler to share what he is passionate about on a daily basis with families and friends like yours. While on charter, Tyler will impart his knowledge of sailing, diving and cooking. His interests only begin on the water, as he is amazing in the galley. You will hear him whistling away while he cooks up a scrumptious dish for everyone to enjoy after a day in the sun and water.

Captain: Kelsey Dunn

Kelsey is a caring person with a fun-loving, positive spirit. In college, she played on the Queens University Division One Women’s Hockey Team in Ontario, Canada. She graduated with honors, with a BS in Environmental Science. While obtaining her degree, she had the opportunity to dive with sharks in the Bahamas, and she has been hooked on diving ever since. Kelsey’s dive experience ranges from Lake Ontario to the Florida Keys, where she relocated after graduation, to the Caribbean. She is an accomplished scuba dive instructor and loves to share her knowledge of diving and marine life with others. Her skills below water only rival her skills above water. Kelsey is a master captain with a 100-ton license. She has sailed on Lake Champlain, up and down the east coast of the Atlantic, as well as throughout the Virgin Islands. Her expertise and knowledge of sailing will put you at ease while she is at the helm...read more

Tyler and Kelsey have a shared history and passion for life and this has bound them together for over six years. They have recently been married and are excited to share with you their passion for cooking, sailing and diving in the beautiful Caribbean islands.

Two captains, two master divers, two chefs equals twice the fun!

See reviews

Weekly charter rates

Passengers: 2 3 4 5 6 7 8
Winter 2017 to 2018 $23,500 $24,250 $25,000 $25,750 $26,500 $27,250 $28,000
Summer 2018 $23,500 $24,250 $25,000 $25,750 $26,500 $27,250 $28,000
Winter 2018 to 2019 $23,500 $24,250 $25,000 $25,750 $26,500 $27,250 $28,000
*Price range is subject to change. Please Contact Us for pricing for various party sizes, number of nights and seasons. Best price guarantee: We endeavor to offer the lowest prices available and will always match lowest rates. We accept Visa, MasterCard and AMEX, no fees. We accept Visa, MasterCard and AMEX

Availability for Playtime:

Listed below are any confirmed reservations or unavailability, as well as current holds / options. Note: this calendar is not always 100% current. Please contact us for more information about available dates aboard this yacht.

Upcoming 12 Months Reservation Calendar:

Available weekend day:
Off season:
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Reservation Calendar with Port Locations:

Booked: Sunday, 25 February 2018 to Monday, 5 March 2018: Booked: Red Hook to Red Hook
Booked: Wednesday, 7 March 2018 to Wednesday, 14 March 2018: Booked: Red Hook to Red Hook
Booked: Saturday, 24 March 2018 to Saturday, 31 March 2018: Booked: Red Hook to Red Hook
Booked: Sunday, 1 April 2018 to Sunday, 8 April 2018: Booked: Red Hook to Red Hook
Unavailable: Friday, 13 April 2018 to Friday, 13 April 2018: Unavailable: Red Hook to Red Hook
Booked: Saturday, 14 April 2018 to Friday, 20 April 2018: Booked: Red Hook to Red Hook
Booked: Sunday, 22 April 2018 to Saturday, 28 April 2018: Booked: Red Hook to Red Hook
Booked: Monday, 30 April 2018 to Sunday, 6 May 2018: Booked: Red Hook to Red Hook
Unavailable: Monday, 7 May 2018 to Sunday, 13 May 2018: Unavailable: Owner Use to Owner Use
Booked: Saturday, 19 May 2018 to Saturday, 26 May 2018: Booked: Red Hook to Red Hook
Booked: Wednesday, 30 May 2018 to Wednesday, 6 June 2018: Booked: Red Hook to Red Hook
Booked: Saturday, 9 June 2018 to Saturday, 16 June 2018: Booked: Red Hook to Red Hook
Unavailable: Sunday, 17 June 2018 to Sunday, 24 June 2018: Unavailable: Owner Use to Owner Use
Unavailable: Friday, 13 July 2018 to Monday, 30 July 2018: Unavailable: Owner Use to Owner Use
Transit: Tuesday, 31 July 2018 to Wednesday, 31 October 2018: Transit: Red Hook to Grenada, St Georges
Boat Show: Thursday, 8 November 2018 to Tuesday, 13 November 2018: Boat Show: Yacht Haven Grand to Yacht Haven Grand

Hours required between charters: 48

Contact us

Contact us for rates and current availability or to book a charter aboard Playtime!

Thank you so much for the "Bucket List" trip. We will be doing this again!
We just returned from a 7 day cruise. If i could give more than 5 stars to the crew, food, boat and the experience in general, I would. With the hurricane recovery, we were hesitant to take the trip we booked in August. I had even considered cancelling. Boy was I wrong. There are definite signs of hurricane damage, but the beauty of the water and islands is still breathtaking. I took my 80 year old Mom, my 2 adult children and a husband that swore he would never get on a cruise ship. We all could not stop talking about how wonderful and perfect the trip was! Kelsey and Tyler were so great and became like part of the family!
Thank you so much for the "Bucket List" trip. We will be doing this again!
We are actually at Ritz in st Thomas for 2 days. White House was AMAZING. My wife shed real tears when we got off boat and said goodbye to Tyler and Kelsey. We had the perfect week on the boat. We were so impressed with every aspect of Tyler and Kelsey. Great captains, cooks, hosts, tour guides, dive instructors and now friends.

Feel free to forward this to anyone. And thanks for everything as it was perfect. So glad we hooked up with you.

A vacation of a lifetime!
"A vacation of a lifetime! Seems cliche, but this was it! Floating, cruising, and sailing through the blue waters of the Virgin Islands while enjoying some time on private beaches, snorkeling, swimming, all while enjoying terrific food and drink and living aboard this spectacular boat.

With Tyler and Kelsey's extensive navigating knowledge as Captains, their underwater knowledge of the VI waters as Dive Instructors, and love of entertaining, they work well together to ensure a most enjoyable time. With their many other on-water safety certifications and experience, you know that you are in very capable hands. At times, you might encounter their light-hearted matrimonial banter as they decide on the next port-of-call, the right mooring ball, or the best possible route to the next destination, but it always leads to the safest and most timely decisions based on two heads full of mariner experience and knowledge of the area. If they tell you that you should get going by a certain time to get to the next bay to beat the crowd or enjoy the best possible view, you should heed their advise as it is based on vast experience and their predictions are right on the mark.

When we travel, we always like to go where the locals go and can sometimes miss out by doing the "touristy" things. They will make sure that you hit the best spots without getting distracted by some of the tourist traps. This is just another benefit of their combined 10 years of VI living.

If there is any concern about significant time on a boat as far as getting seasick or having the ability to rest, don't give it another thought. With a 50' length and a 28' beam, the boat is very stable. At night, you can open your hatch, feel the gentle breeze blow through, and let the gentle waves rock you to sleep. We slept nearly 10 straight hours the first night on the boat.

While sitting on the deck of the boat the night before we left, we saw the Milky Way Galaxy (not visible at home due to city lights) and a shooting star that burned out as it passed overhead. The skies are just as spectacular as the blue waters. In this business, like a good meal at a restaurant, 15-20% crew gratuities are the norm if you enjoyed your time. With the cost of the charter and the 20% tip, we still felt like we got more vacation than we paid for. It was our vacation of a lifetime and we hope to be able to do it again as soon as possible. Thank you Tyler and Kelsey for the incredible memories!"
All Our Best, Jim & Denice
Best vacation I have ever been on
Hi Tyler and Kelsey,

I wanted to take some time to thank you again for the great trip we had a couple of weeks ago. It was by far the best vacation I have ever been on and I think everyone in our group feels the same way.

Your hospitality was greatly appreciated. You both did an excellent job handling our crazy group. Every meal you prepared was excellent. Every place you took us was a great time. Everybody in our group enjoyed spending time with you. I cant wait to do it again. A trip in BVI with you guys makes coming back to the real world seem like a bad idea.

You are welcome to use this as a testimonial if you would like to. I would also be happy to let your bosses or brokers know how much we enjoyed the trip. Just forward me some contact info. if you would like me to do that. Thanks again! I hope that we can go on a trip with you again someday.

Finding talent is hard and they are quite a find
I want to take a few short moments to convey my utter respect for whoever
hired Tyler and Kelsey.

Finding talent is hard and they are quite a find. Young and responsible
Captains, Chefs and Dive Instructors. A true trifecta.

Our family just returned from what can only be described as the trip of our
lifetime. Tyler and Kelsey exceeded all expectations.

From diving, to dining, to dingying we had a blast. We were treated with
friendly hospitality, professional courtesy, mechanical mastery, safety,
stewardship and local lore.

I would recommend them to any of my friends gladly, and will.

Please take a few moments to congratulate them on the excellent service and
most-worthy seamanship they brought during our journey.

Thanks and Best Regards,
Gregory C.
My family could not imagine a better crew than Kelsey and Tyler
My family could not imagine a better crew than Kelsey and Tyler. After spending a week with them, we found them both to have mastered all aspects of piloting, cooking, tour guiding, and SCUBA / snorkelling. They both have an even temperament and connect with both children and adults equally as well. Their meal preparation for breakfast, lunch, hors d'oeurvres, dinner, and desserts was amazing in terms of originality, taste and presentation and every meal was so much better than what we experienced with even the finest restaurants on shore. They are both experts in leading underwater adventures and were able to find and show interesting marine life that we would have missed on our own. They worked so hard all day long to provide us with the best possible experience. We will definitely request them again on our next visit.
Fran and John S.
Our best vacation ever, by far
The boat was wonderful and very comfortable. Kelsey and Tyler could
not have been better. About 91 on a scale of 1-10. They were very
competent handling the boat. The meals were great, well presented and
more than enough.
The diving was great. They are great instructors. The itinerary was
perfect. Our best vacation ever, by far.
Monty B.

Reviews for Tyler & Kelsey aboard previous yachts:

Couldn't imagine two better hosts - Tyler & Kelsey were extremely accommodating on all fronts, made us feel welcome and at home and helped us to make the most of the time we had aboard.

Each meal was better than the last and, they were extremely accommodating to account for everyone's tastes and preferences. The yacht is very clean and comfortable.

We will recommend Sailing Directions for sure.

Andy M, aboard Catamaran White House sailing the Virgin Islands

Best trip ever! Tyler and Kelsey were excellent. The food was incredible from start to finish. Both Tyler and Kelsey are fantastic chefs. Wouldn't change a thing. We enjoyed the room to spread out and enough privacy to get away.

Scott G, aboard Catamaran White House sailing the Virgin Islands

We cannot rave enough about how amazing our vacation was!

Tyler and Kelsey were amazing! They were incredibly knowledgeable about the islands and were always willing to teach us about where we were. Tyler was an amazing dive master and helped us complete our open water certification. We always felt 100% safe with him and he was very patient and professional.

Kelsey was an incredible tour guide especially at the Baths where she took us into nooks and crannies we never would have found on our own. She was also a great photographer and took so many amazing pictures of our group. They were always attentive to our needs and we never had a need or a want left unmet.

The boat was perfect. We had concerns that it would not be big enough for our group of 5 before we left however we couldn't have been more wrong. The cabins were totally adequate and the commons areas were plenty big enough. The air conditioning in the cabins are night worked wonderfully. Our favorite aspects of the boat were the fresh water spigot on the back of the boat, the bean bags and chairs on the front of the boat and the video screen to watch movies or play video games on at night.

The food was absolutely incredible. We had previously wanted to dine ashore one night but after eating the amazing food we changed our minds and decided we would rather eat on board. Every meal was impeccably presented and tasted like gourmet restaurant quality. Every dessert was better than the night before. The menu was customized to our preferences and everyone was beyond satisfied at every meal even though we have different dietary preferences. Our food and alcohol preferences were met to complete satisfaction.

We loved the itinerary we sailed. We told Tyler and Kelsey the first day the few places that were a must to visit and then we told them to take us to their favorite spots, we were not disappointed. They showed us so many beautiful places and took us to amazing diving and snorkeling spots.

Sailing directions was always fast to respond to emails and they helped to recommend this boat for our group and we were not disappointed. We would defiantly use Sailing Directions again, John did an amazing job for us this time and I'm sure he would again!

We cannot say enough about how much we enjoyed our vacation. Sailing in the Virgin Islands is such an incredible and amazingly beautiful experience, doing it on a catamaran with Tyler and Kelsey as the crew makes it a world class vacation. There is nothing better than rolling over in bed in the morning to look out your porthole at the gorgeous turquoise waters then going to eat a deliciously prepared breakfast and spend the day exploring the islands!

Meredith M, aboard Catamaran Two If By Sea sailing the Virgin Islands

Contact Us

Interested in Playtime? Contact us for full details, questions/comparisons or to book your vacation!

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