Catamaran Playtime

Catamaran Playtime is a 2014, 56' Lagoon catamaran offering crewed yacht charters in the BVI and USVI. She features a fly-bridge deck, on-board scuba diving and instruction, and accommodations for up to 8 guests in 1 Master Queen Suite, plus your choice of 3 Queen cabins or 2 Queen cabins and 1 upper/lower Twin cabin. Catamaran Playtime is a Carefree Yacht Charters mid-range, luxury choice for families, couples, divers, or special occasions.

Here's what Tyler & Kelsey told Carefree Yacht Charters about their fun-factor aboard Playtime: "You should know it’s all in the name! It’s PLAYTIME! This is your vacation and there are opportunities for activities at every turn. We know this area very well and can get you moving in the right direction. We have water skis, tubes, wakeboards, paddle boards, scuba diving, snorkeling, cliff jumping, board games, movie nights, comfy places to read your book, cocktails, party games, pirate shows, and more. Or if fun means relaxing in the sun away from other people and listening to nature pass you by we have plenty of that as well. Be sure to come up with a few good jokes if you’re heading our way though. We’re always looking for a laugh."

Rates from $20,000 to $27,000. View availability, rate details and current Special Offer.

Contact Us

To learn more about this crew or for further details about PLAYTIME, call us in our South Florida office at (954) 980-9281, toll free at (888) 670-6884 or fill out our Quick Request Form.

What Our Carefree Clients Said About Us

A repeat client and group of couples that we booked aboard 56' Catamaran Playtime in May, 2018 said: Hello Lynne, Just a quick note to let you know that our week spent on Playtime was absolutely fabulous. Our one complaint would be that the trip didn't last long enough :) Thank you to Carefree charters and to Kelsey and Tyler for such an awesome time. PS We would love to receive your newsletters. Kelly & Claudio M., Canada




To find the best dates for your charter, call us in our South Florida office at (954) 980-9281, toll free at (888) 670-6884 or fill out our Quick Request Form.


Highlighted dates are booked, on hold, or unavailable. We may be able to challenge the dates on hold. Please contact us for details. All other dates not highlighted are available. You can use the arrow icons to navigate through the months.


Dates Color Key

If no color is noted on calendar or in the detailed list below, the dates are available for your charter. Dates can change quickly, so please contact us as soon as possible to begin booking your charter. Highlighted colors mean:

  • Booked (Booked by another client group already)
  • Hold (Held by another client group, not yet booked, and can be challenged)
  • Unavailable (Blocked out by the Owner and unavailable to challenge)


  • Summer Base Port: VI
  • Summer Operating Area: Caribbean Virgin Islands, Caribbean Windwards
  • Winter Base Port: VI
  • Winter Operating Area: Caribbean Virgin Islands
  • Preferred Pickups: Red Hook, St. Thomas
  • Other Pickups: PR
  • Turnaround: 48


Season Passengers
2 3 4 5 6 7 8 9 10 11 12
Summer 2018 $22,500.00 $23,250.00 $24,000.00 $24,750.00 $25,500.00 $26,250.00 $27,000.00 $0.00 $0.00 $0.00 $0.00
Winter 2018 to 2019 $22,500.00 $23,250.00 $24,000.00 $24,750.00 $25,500.00 $26,250.00 $27,000.00 $0.00 $0.00 $0.00 $0.00
Summer 2019 $22,500.00 $23,250.00 $24,000.00 $24,750.00 $25,500.00 $26,250.00 $27,000.00 $0.00 $0.00 $0.00 $0.00
Winter 2019 to 2020 $22,500.00 $23,250.00 $24,000.00 $24,750.00 $25,500.00 $26,250.00 $27,000.00 $0.00 $0.00 $0.00 $0.00

Special Offer

  • 56 feet
  • Accommodates up to 8 guests in 4 cabins
  • Rates from $20,000 to $27,000
  • Save $3,000 off a 7 night charter that occurs during April, 2019
  • May be pro-rated to 6 nights
  • May not be combined with kid discounts
  • OR during all other months, save $250 for each child 15 or under at the time of the charter
  • Maximum of 3 child discounts
  • May be pro-rated to 6 nights

Price Details

Christmas/New Years Flat Rate $36,000 HALF-BOARD RATES (7/4/3 BREAKFAST/LUNCH/DINNER): $150 off / person ***3 lunches and 4 dinners ashore at client expense*** ***Does not combine with child discounts*** CHILD DISCOUNT: $250 off for each child age 15 and under. ***Age is based on the charter date NOT the date of booking*** *** Max discount - 4 children*** LESS THAN 6 NIGHT CHARTERS DIVIDE BY 6 RULE: (Rate / 6 X #Nights) ***(Rate divided by 6N X number of nights*** For 6 nights divide rate by 7 X 6N. SLEEP ABOARD $1,500 ***Half board and / or children's discounts do not apply when using special discounted rates***


Captain/Chef: Tyler Dunn
Tylers southern charm and hospitality will make you feel right at home as soon as you step aboard Playtime. 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
Read More

Crew Pictures

Cabins & Amenities


Accomodation Details

Play Time features 4 guest suites, 4 with queen berths, all with full A/C and ensuite toilet and shower.

Guest Cabins

  • Max Guests: 8
  • Total Cabins: 4
  • King Cabins: 0
  • Queen Cabins: 4
  • Double Cabins: 0
  • Single Cabins: 0
  • Twin Cabins: 1
  • Pullman Cabins: 0
  • Showers: 4
  • Heads: 4
  • Electric Heads: 4


  • AC: Full
  • Voltages: 110v & 220v
  • Hairdryer: Yes
  • Water Capacity: 260 gals
  • Water Maker: Yes 75 gal
  • Ice Maker: Yes
  • Deck Shower: Yes
  • Jacuzzi: No
  • Specifications

    • Size: 56 feet
    • Builder: Lagoon
    • Year Built: 2014
    • Beam: 31
    • Draft: 5


  • Kids okay: Yes
  • Salon Stereo: Yes
  • Salon TV/DVD: Yes
  • Sat TV: 0
  • Board Games: Yes
  • Special Diets: Yes
  • Kosher: Yes
  • # Dine In: 8
  • BBQ: Yes
  • Crew Smokes: No
  • Guest Smoke: Transoms only pls
  • On-board Water Sports and Diving


    2 onboard dive instructors - 1 male, 1 female

    • License: Instructor
    • Costs: 3 dives per week included for certified divers - charters 6 nights or more.

      Additional dives $25 per dive per person.

      Online course required before charter commences.

      DSD Course $150
      Open water Referral $
    • Number of Dives: 3
    • Tanks: 8
    • BCs: 8
    • Regulators: 8
    • Resort Course: 150
    • Scuba:Onboard
    • Air Compressor: Not Onboard
    • Wet Suits: 0
    • Dive Lights: 0
    • Night Dives: 0

    On-board Water Sports

    • Dinghy: 15 ft
    • Dinghy Horsepower: 50
    • Dinghy Pax: 8
    • Water Skis: No (Adult) 0 (Kids)
    • Wake Board: Yes
    • Tube: Yes
    • Knee Board: No
    • Snorkel Gear: 12
    • Underwater Camera: No
    • Kayak: 0 (1 Man) 1 (2 Man)
    • Stand Up Paddle Boards: 2
    • Floating Mats: Yes
    • Beach Games: Yes
    • Fishing Gear: Yes
    • Jetskis: No
    • Other Toys: 2 Stand-Up Paddleboards
      Adult Water Skis

    Reviews from our Carefree Clients

    A multi-generational family group that we booked in tandem aboard 56' Catamaran Playtime and 52' Catamaran Island Hoppin' said:

    Lynne, first of all, a summary of who we are: There were three generations totaling 18 people ranging in age from 5 to 77. The occasion was a family trip to celebrate grandma and grandpa's 50th wedding anniversary. We have chartered sail boats in the Caribbean over a dozen times and three of those were with two generations, including some cousins. All three of our sons and four of our grandsons like to fish, no matter where they are. Our general conclusion is that this week long experience on two catamarans could not have been better! The two crews easily met all of our preferences for sailing, family activities, food, and overall provided a fun experience for everyone.

    Regarding your services, you confirmed our initial impression of the Island Hoppin' crew (Jamie and Sue), and then suggested an equally good crew/boat for the tandem charter (Tyler and Kelsey). You also stayed in frequent communication and made sure all the details were covered and that the contracting and payment process was timely. Thank you.

    The two yachts were well equipped, laid out so that everyone could easily and safely move around, which provided both a comfortable and safe sailing adventure for all.

    The two crews fulfilled all of our expectations and specific preferences and did so with a very positive spirit and hospitality. We especially wanted to experience sailing daily, weather permitting, and this was done.

    The food was excellent. We had a couple of food allergies in our group and it was apparent from the first few minutes on board that this was handled appropriately and would not be a problem. The meals, appetizers, snacks and anything to do with food and drink were responsive to our preferences, well prepared and presented, and always added to the experience.

    Overall, several adults observed that, "it could not have been better!" We agree.

    Cheryl & Jim W., Illinois

    A repeat client and group of couples that we booked aboard 56' Catamaran Playtime in May, 2018 said:

    Hello Lynne,

    Just a quick note to let you know that our week spent on Playtime was absolutely fabulous. The catamaran was spacious, spotless and offered all the amenities one could possibly ask for. The highlight of this "bucket list" trip was our crew! Kelsey and Tyler put 100% into making our vacation an unforgettable experience. From the amazing meals, their knowledge of the islands, and the ability to gear the vacation to suit 8 people's wishes, Kelsey and Tyler are true professionals.

    Our one complaint would be that the trip didn't last long enough :)

    Thank you to Carefree charters and to Kelsey and Tyler for such an awesome time.


    Kelly & Claudio M., Canada

    PS We would love to receive your newsletters

    A group of couples that we booked with Captain Tyler and Chef Kelsey on their previous 50' Catamaran in June, 2017 said:

    Hi Lynne,

    Please sign us up for the newsletter!

    We had a wonderful time with Tyler & Kelsey! They are fabulous hosts! We immediately felt comfortable & relaxed on White House. White House is a beautiful boat. The queen suites are spacious & extremely comfortable! The food was incredible! Every meal was delicious. Some of our favorites were the Blueberry Stuffed French Toast and Indian Burrito lunch. Tyler & Kelsey gave us lots of daily excursion options. Our time on the boat was everything and more for the perfect get away!

    This was our second charter to book with Carefree Charters. Lynne has been most helpful in guiding us to the perfect fit for our vacation.

    Thank you again! We look forward to many more charters!

    David & Kelley M., Texas



    Good morning.

    Another "Outstanding" experience with Carefree Yacht Charters.

    Joe and I can't say enough about Kelsey and Tyler - aboard The White House. I didn't think it could improve over last year's trip, but I have to say - it did. These guys outdid themselves taking care of the 4 of us for the week we spent with them. We would not hesitate to re-book with them or Carefree Yacht Charters.

    Our "hats off" to all of you.

    Laurie & Joe M., Texas