Cruising Area of High 5

Pref. Pick-upSt. Thomas, USVI
Summer PortSt. Thomas, USVI
Winter PortSt. Thomas, USVI
Summer OperationsCaribbean Windward Islands

Accommodations

Guests8
Cabins4
Crew2
Queen4
Twin1
Showers5
Wash Basins5
Heads5
TP in HeadsYes
Electric Heads5
Accommodation Details
HIGH 5 is a 2023 Bali 5.4 sailing catamaran designed for relaxed, spacious island living, with the signature open-concept layout that makes Bali such a favorite for charter. The full-width lifting aft door opens the salon completely to the cockpit, creating one expansive indoor-outdoor living area filled with natural light and panoramic views. Forward, the solid foredeck provides a comfortable lounge and sunbathing area, while the flybridge offers another inviting space to gather, unwind, and take in the scenery from above.

Accommodating up to 8 guests, HIGH 5 features 1 spacious owner’s suite and 3 queen guest cabins, each with a private ensuite. The generous four-cabin layout provides plenty of privacy without sacrificing the open, social feel throughout the yacht. With multiple lounging and dining areas from bow to stern, bright contemporary interiors, and an easy flow between indoor and outdoor spaces, HIGH 5 offers a comfortable and versatile home base for exploring the islands.

Crew normally occupies the twin cabin. On request, the crew may relocate to a queen cabin and forepeak for an additional $1,000 fee. Please inquire in advance.

High 5 Specification

Length55 Feet
Beam28.7 Feet
Draft4.8 Feet
Built2024
Refit2024
A/CFull
A/C NightYes
DeckshowerYes
Bimini TopYes
Sailing InstructionsYes
HairdryerYes
Guest Smokeyes - transom/downwind only
Children AllowedYes
Min Child AgeSwim Safe
InverterYes
Water MakerYes
Water Capacity349
Ice MakerYes
Internet AccessStarlink
GeneratorYes
Max Speed10 knots
Cruising Speed7 knots
Fuel Consumption11
Turnaround48 hours
Engines
4JH80 Yanmar Engines x 2
Communications
Starlink on board, speeds not guaranteed as the yacht is on the ocean.

Water Sports

Dinghy (Feet)14´ for 8 pax with 70hp outboard with stereo and speakers
Sea ScootersYes
Snorkel GearYes
TubeYes
Wake BoardYes
Floating MatsYes
Standup PaddleYes
Swim PlatformsHydraulic swim platform
Boarding LadderYes
Beach GamesYes
Fishing GearYes
Gear TypeRod and Reel and Trolling
Other Toys
Dinghy With 70HP
2 Sea Scooters
1 Subwing
2 Stand Up Paddle Boards
1 Wakeboard
1 Towable Tube
1 10´ Floating Dock
Foam Noodles
Snorkel Gear
Fishing Gear

Scuba Diving Scuba Diving Symbol

ScubaRendezvous Not Included

Entertainment

Salon Tv/Dvddownloaded movies
Salon StereoFusion 3 Bluetooth-enabled
iPod/Device HookupsYes
Board GamesYes
Other Entertainment
• Coffee/Espresso Machine
• Ooni Koda Fast Fire Pizza Oven

Cuisine

Din-inYes
Special DietsYes
KosherInq
BBQYes

Green Initiatives

Make Purified Drinking WaterYes
Re-Usable Water BottlesYes
Other Green Initiatives
Caribbean-made eco-friendly and reef-safe toiletries.

High 5 Crew Profile

Crew Number2
Crew SmokeNo
Captain
CaptainNicolas Olney
NationalitySouth African
SpeaksEnglish
Chef
ChefLelani Bright
NationalityAmerican
SpeaksEnglish


Captain Nicolas and Chef Lelani bring together a shared love of the ocean, adventure, and meaningful guest experiences. Nicolas´s calm leadership, fishing expertise, and wide-ranging yachting background pair naturally with Lelani’s soulful, globally inspired cuisine and warm, creative approach to hospitality.
Together, they create a charter experience that feels relaxed, personal, and full of discovery. Whether guests are exploring the water, casting a line, discovering a new anchorage, or gathering around the table for a memorable meal, Nicolas and Lelani are dedicated to making every moment aboard feel welcoming, thoughtful, and unforgettable.
Click each crew profile to learn more about their background, experience, and personal story.

High 5 Calendar

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High 5 Reservations & Port Locations

Start DateEnd DateDetails (Holds can be challenged)
Aug 15, 2026Nov 12, 2026Unavailable: TBD - Grenadines to TBD - Virgins
Nov 13, 2026Nov 17, 2026Boat Show: Yacht Haven Grand to Yacht Haven Grand
Nov 21, 2026Nov 28, 2026Booked: Red Hook, St. Thomas, USVI to Red Hook, St. Thomas, USVI
Dec 09, 2026Dec 14, 2026Hold: Red Hook, St. Thomas, USVI to Red Hook, St. Thomas, USVI
Dec 20, 2026Dec 27, 2026Booked: Red Hook, St. Thomas, USVI to Red Hook, St. Thomas, USVI
Dec 28, 2026Jan 04, 2027Booked: Red Hook to Red Hook, St. Thomas, USVI
Jan 17, 2027Jan 24, 2027Hold: Red Hook to Red Hook
Feb 11, 2027Feb 18, 2027Booked: Red Hook, St. Thomas, USVI to Red Hook, St. Thomas, USVI
Feb 20, 2027Feb 27, 2027Booked: Tortola, Road Town to Tortola, Road Town
Feb 28, 2027Mar 05, 2027Hold: Red Hook, St. Thomas, USVI to Red Hook, St. Thomas, USVI
Mar 15, 2027Mar 22, 2027Booked: Tortola, West End, BVI to Tortola, West End, BVI
Mar 26, 2027Apr 02, 2027Booked: Tortola - Nanny Cay to Tortola - Nanny Cay
May 10, 2027May 17, 2027Hold: Red Hook, St. Thomas, USVI to Red Hook, St. Thomas, USVI
May 30, 2027Jun 06, 2027Booked: Saint Thomas, USVI to Saint Thomas, USVI
Jun 08, 2027Jun 15, 2027Booked: Owner Use - BVI, USVI, SXM to Owner Use - BVI, USVI, SXM
Jun 17, 2027Jun 22, 2027Booked: Red Hook, St. Thomas, USVI to Red Hook, St. Thomas, USVI
Jul 07, 2027Jul 14, 2027Booked: St Thomas USVI to St Thomas USVI

High 5 Rates / week

The prices shown are for the entire yacht for a week-long (7 nights) charter.
Low price: $29,500

High price: $31,000

The high and low prices of this yacht depend on both the number of guests and the traveling season. Send us an inquiry for exact pricing.

Yacht terms: All Inclusive
An all-inclusive charter covers all provisioning and running expenses. This includes a captain and crew that is fully trained and committed to your safety and enjoyment of your trip. A chef will provide the kind of exceptional, personalized meal preparation that you would expect of a five-star restaurant. The listed rate may not include all local taxes, cruising permits, premium beverages and scuba activities. Inquire for more information.

ADDITIONAL RATE DETAILS


CRUISING AREA: Virgin Islands (USVI & BVI)

BASE PORT: American Yacht Harbor (AYH) - St. Thomas, USVI
BVI ports available on request (Contact us for details)

YACHT STATUS & OPERATIONS: Based in St. Thomas, USVI
USVI pick-up/drop-off preferred
BVI pick-ups/drop-offs accepted with advance approval

CUSTOMS FEES & CRUISING PERMITS: Included

MINIMUM CHARTER NIGHTS: 5-night minimum
Rate Calculations
For 6 night charters: weekly rate ÷ 7 nights x 6.5 nights
For 5 or less night charters: weekly rate ÷ 6 nights x (x)nights

SLEEP ABOARD OPTION: Offered at 50% of the daily rate
Boarding after 4:00 PM
Includes a welcome cocktail, breakfast the next morning, and an early start
Dinner ashore at the client’s expense

DINING OPTIONS: The number of meals listed are based on a 7 night charter

FULL-BOARD PLAN: Great for guests who want a fully onboard culinary experience
7 breakfasts, 7 lunches & 7 dinners onboard
Standard plan included in your charter rate

HALF-BOARD PLAN: Ideal for guests who enjoy dining ashore
7 breakfasts, 4 lunches, and 3 dinners onboard
All other meals to be eaten ashore at the client’s expense
$160 per person discount

LOCAL FARE MEAL PLAN: A taste of Caribbean cuisine
7 breakfasts, 5 lunches, and 6 dinners onboard
All other meals to be eaten ashore at the client’s expense
$80 per person discount

CHILD DISCOUNT: $100 discount per child under 12 for 7-night charters
Prorated for shorter charters

HOLIDAY RATES 2026 / 2027 SEASON: Holiday season pricing is full-board only, 7 nights
CHRISTMAS WEEK: $37,400 | 2-8 guests| Must end no later than December 26
NEW YEAR'S WEEK: $47,000 | 2-8 guests| Must begin no sooner than December 28

IMPORTANT NOTES
Embarkation: 12:00 PM
Disembarkation: 12:00 PM
48-hour turnarounds required; inquire for 24-hour turns

ALL-INCLUSIVE RATE INCLUDES
• Meals and beverages onboard
• Fuel
• Mooring fees
• Private yacht and service of the crew: captain and chef/mate
• Insurance for the yacht and passengers: civil liability
• Accommodation in private air-conditioned cabins, each with an ensuite bathroom
• Bedding, towels, and beach towels

ALL-INCLUSIVE RATE DOES NOT INCLUDE
• Special provisioning requests; inquire for further details
• Cancellation insurance and private insurance
• Airport transfers to/from the yacht base
• Personal expenses

NOTE
The charter fee includes British Virgin Islands (BVI) taxes, fees, permits and/or National Park fees and/or Customs and Immigration fees.
Crew gratuity (customary 15 - 20% of the Charter Fee for great service) is additional and at the CHARTERER´s discretion. This gratuity should be given at the end of the Charter Period and prior to disembarking the Yacht.

High 5 Guest Reviews

High 5 BVI Adventure

We recently returned from an unforgettable one-week trip aboard the High 5 catamaran in the British Virgin Islands with Captain Westley and First Mate/Chef Leandri. From start to finish, both the food and service were excellent. Our group ranged in age from 23 to 83, and the crew went above and beyond to ensure everyone felt comfortable and catered to throughout the journey.
We had the pleasure of celebrating our daughter’s 25th birthday during the trip, and Leandri made it extra special with a delicious breakfast and a homemade birthday cake. To top it off, the crew surprised us with a fun karaoke and dance party that evening, creating memories we’ll treasure forever.
Westley and Leandri thoughtfully planned an itinerary that allowed us to visit all the top attractions and fun spots on the different islands, ensuring we never missed a highlight. They balanced adventure with relaxation, taking us to beautiful beaches, lively local hangouts, and scenic viewpoints that showcased the breathtaking beauty of the British Virgin Islands.
Captain Westley and Leandri truly exceeded our expectations, making this experience both relaxing and exciting. We highly recommend the High 5 catamaran for anyone seeking a remarkable vacation on the water in the British Virgin Islands!

The amazing High5!

We couldn´t have asked for a better vacation! Leandri and Wes were amazing hosts on the High 5. The boat was spacious and beautifully decorated. The food Lea made was so delicious and fresh. It was the best food we ate throughout the BVI´s!

The amazing High 5

We couldn’t have asked for a better vacation! Leandri and Wes were amazing hosts on the High 5. The boat was spacious and beautifully decorated. The food Lea made was so delicious and fresh. It was the best food we ate throughout the BVI’s!

We can’t wait to do it again next year:)

Amazing trip on High 5 with Wesley and Leann

We were on High 5 with Wesley and Leann for a week in the BVI´s and it could not have been any better. They immediately make you feel like family and made the entire trip awesome! The food was amazing and everything about it was 5 stars! I´ve done a trip before but Leandri and Wesley brought this up to even higher standards!
Wouldn´t go with anyone else!! They were the best!
Sue and John

This was a trip of a lifetime on High 5! It was amazing. The Crew is what made it special thanks to Wes and Leandri !

This was a wonderful trip.
Thanks for the memories!
Our crew was so professional and the most fun.

High 5 with Leandri and Wesley, amazing week with great friends! Beautiful scener amazing food! Leandri and Wesley

Our week on the High 5 was amazing with great friends! Leandri and Wesley made it extra special, everything from the food, drinks and islands were awesome! I would definitely sail with Leandri and Wesley again

High 5 catamaran cruise in BVI

Had a great time in the High 5 catamaran. Had great food and saw some amazing places in the BVI.

Great experience and catering to our needs.

Wesley was a great Captain and Liandre was the best Chef and 1st mate. I highly recommend this crew and Catamaran High 5. You won´t regret it

Great Vacation on the High Five

We had such a great time, the crew. Lee and Wesley were amazing very knowledgeable about BVI and took us to all the great places. Lee made some amazing food. Each meal was a masterpiece. There was not one thing we didn’t like.
The boat was so well laid out there was room for eight of us to hang out and never got in each other’s way
It was a very windy week that we went, and Westley took the time to make sure that the weather would not get in our way. He had to do some planning, but kept us safe and brought us to the right place on the right days.
Couldn’t ask for a better crew and boat for us to have such a wonderful vacation.
When we were leaving, we were trying to plan when we could do the same vacation again!!!

I highly recommend the High 5!

This was an amazing trip! Al catamaran was high 5. The crew Lee and Wesley was the best. They took very good care of us. The food was amazing. I highly recommend the high 5
They took us to a different island. Every day was not disappointed in anything we had so much fun a lot of laughs, especially with Lee and Wesley.

AMAZING CREW on a Beautiful Catamaran!

Sailing to the BVI on the High Five catamaran was an amazing experience. The boat was beautiful, the trip was smooth, and the scenery was unforgettable. What really made it special was the incredible crew - Wes and Lea. Wes was a confident, skilled captain, and Lea was attentive, friendly, and made everyone feel at home. Her meals were not only beautiful but were delicious ! Together they created such a fun, relaxed atmosphere. Highly recommend High Five with Wes and Lea - truly a five-star trip!

Excellent Experience

Wesley was a knowledgeable skipper. The High Five (our chartered catamaran) was clean and well-maintained. Lee prepared world class food. (Fresh, ample and varied dining options for all of our family members, especially those with food allergies). We’ll be back!

Bucket list trip completed! 5+ ️’s

This trip was a Bucket List item that I’ve been wanting to do for years! Captain Westley and Chef Leandri helped make this a reality and a trip we will never forget!

From the moment of waking up, they had a coffee or juice at the ready for us! Throughout the rest of the day, they made sure our needs were met.

I had recently been diagnosed with a severe food allergy (that isn’t well known) and Leandri was able to shift gears and ensure that I didn’t have to worry about my allergy. This level of care allowed me to focus on the trip and the experience. This meant the world to me, and I’ll forever be grateful! The food was next level, varied, and delicious! While I’m not a big seafood person, she is the reason I now like Tuna!

From the get go, I could tell right away that we were in safe hands with a knowledgeable captain who loves what he does. He was very patient and answered any questions that we had relating to the trip, the boat, the islands, etc. This type of vacation can make or break a trip, depending on the captain, I can say with confidence that we would feel safe and enjoy ourselves if we were to sail across the Pacific Ocean with this crew!

We look forward to booking another trip with the Yacht Vacation Company and without a doubt request that our new friends, Westley and Leandri, be the crew that makes another trip memorable!

Awesome vacation!

We had Captain Westley and Leandri who were the absolute best. Captain Westley was very knowledgeable and able to answer all of our questions. We had several allergies onboard and Leandri took all of them into account and still managed to make the BEST meals! We would absolutely recommend them and the company was great as well.

Family Vacation aboard the High 5

Our family of five spent a week aboard the High 5 catamaran over Christmas. The kids are 22, 19 and 16. It was definitely one of our most memorable, and our most favorite vacations! Our hosts were absolutely superb! Leandri was an amazing chef who cooked and tailored all of her meals towards our wants and needs. Westley was a fantastic captain and really showed us a great time around the islands.
We can’t wait to do it again!!!!!

Best family vacation ever on High Five!

16 of us, ages 86 to 11 rented two catamarans, High Five with Westley and Leandri and Whiskey Sunset with James and Phee. I was a passenger on High Five so this is a huge thank you to the crew for their expert knowledge, shipmanship, cooking, and care of their guests. We could not be more grateful!!

It was my parents’ 60th wedding anniversary and my husband’s 60th birthday so celebrations were constant and they warmly accommodated all of the fun!

These two South African crew members are delightful! My nephew and dad were under the weather and Leandri couldn’t have been more warm in her care of each of them - even providing vitamin C fizzy concoctions to help their recovery.

My healthy parents are in their 80s and Leandri and Westley were so attentive to their comfort - especially their movements on the rocky boat or boarding the dingy.

The ten year old is a bit fussy about her meals and Leandri befriended her on day one and accommodated her “no sauce” and other requests. Her dad said she’s never eaten so much on a trip. Truly all due to Leandri’s attentiveness and kindness.

Westley captains a safe, clean and beautiful boat. He accommodates the guest requests in finding whatever you want - whether it’s quiet remote snorkeling spots or popular places like the Baths. He has you covered.

I can’t say enough about the strength of these two as a pair. They often worked nearly invisibly and let family have uninterrupted time catching up yet they were always present to help us and answer questions.

March 2025

Thank you so much for your genuine hospitality. You have far exceeded our expectation of our trip. You made sure all of our needs were met and made sure we had a fun time. Our boys will always remember their time on High 5. Thank you for knowing what we needed before we even knew it. You were the perfect pair for our group.

January 2025

Omg! What an amazing trip! Umbi made everything go seamlessly. We asked, and it appeared. Even the wind. It’s not a vacation for me if I don’t get to sail. And Daryl took my gluten free & dairy free needs as an exciting challenge, and I ate like a Queen. I’m afraid to get on the scale when I get home. And the food was healthy, made from scratch. We all ate like Kings & Queens! None of us want to go home to the ice, snow & cold. We will be back, not soon enough. Thank you, Umbi & Daryl!

It was just heaven right here on earth. Daryl and Umbi, I can’t thank you enough for taking me to heaven with your kindness and care. You gave us a week that we will remember forever.

January 2025

Umbi & Daryl,

We had the most amazing week with you on High Five! Thank you for taking us to all of the great spots to snorkel, swim and have fun. The food was incredible, and it was a treat to be so cared for with your culinary creations. Brookie for the win! Most of all, thank you for your kindness and warmth. It’s a week to remember. Thank you! Xo

April 2024

Mollie & Tom (AKA ´Hot Tamale´!) Thank. you so much for an amazing and much needed vacation! Your hospitality, humor, planning and food were all 5 star! Loved every minute of this trip with you and am so incredibly grateful. I truly hope you will keep in touch and look forward to seeing you in the future!

March 2024

Our trip on the High 5 with Mollie and Tom exceeded our highest dreams. Thanks for all you guys did t make this trip with our family so special!

Thank you for such a wonderful trip on High 5. Everything has been first class - the food, the fun, and all the great company. Hot Tamale is the best captain/crew duo in the BVI! We will not forgot you guys.

​5 stars for the High 5. Thanks for everything.

It was a week we will never forget

Our family had a dreamy week. Tom and Mollie were the most wonderful hosts, catering to our every need in the most comfortable, gracious manner. The boat accommodated us all so comfortably and was perfectly appointed so that we could take full advantage of relaxing among the natural beauty around us. We were so well taken care of from start to finish, from our fabulous itinerary, our sails, our excursions, and the amazing food and drinks, it was a week we will never forget.
We are already thinking of when we get back on board with Tom and Mollie!

You did an amazing job making our yacht an idyllic vacation destination.

Tom & Mollie, (Hot Tamale). You did an amazing job making our yacht an idyllic vacation destination. But the best part was you two - you welcoming spirit and enthusiasm for making our family vacation and Christmas so memorable! Tom, you are such a calm, confident skipper and we loved our sails this week. You take such meticulous care of the boat! Mollie, the food was absolutely amazing and every day blew us away! We come away with so many memories - barracuda, amazing latte, back flips, the caves, tubing, snorkeling everywhere, all of it!
You guys are the best!

Carey, Dan, Cooper, Brady, Ben

Thank you both so much

Thank you both so much! Teaching cocktails, baking cake, snorkeling and eating the best meals ever! Stay in touch!

You are so awesome

You are so awesome! Thank you for being so welcoming and making this boat feel like home! You the best!
-Liberty

We will be back

You guys were so awesome! Hot Tommollie are an awesome team! We will be back.
- Matt

What an amazing charte

What an amazing charter! Thank you sooo much for sailing with us in BVI.