High 5 Description
“Celebrate the Seas” High 5 will accommodate 8 charter guests in 3 spacious queen cabins and 1 sprawling master cabin for those who desire more space. She is a 2023 sailing catamaran offering Starlink, 70 HP tender, a hard top, hydraulic lift, SeaDek, solar panels, air conditioning, water maker, ice maker, full sized refrigerator, a fully customizable menu, ecofriendly and reef safe toiletries, a bar stocked to guest preference, coffee/espresso machine, rendezvous scuba diving, snorkeling gear, underwater scooters, subwing, wakeboard, 2 stand up paddle boards, 10 ft. floating dock, pool noodles, fishing gear, board and card games, television in the salon, Fusion 3 Bluetooth enabled sound system and High 5 giveaways.
Cruising Area of High 5
Accommodations
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.
Specification
4JH80 Yanmar Engines x 2
Starlink on board, speeds not guaranteed as the yacht is on the ocean.
Water Sports
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 
Entertainment
• Coffee/Espresso Machine
• Ooni Koda Fast Fire Pizza Oven
Cuisine
Green Initiatives
Caribbean-made eco-friendly and reef-safe toiletries.
High 5 Crew Profile
Captain
Chef
Captain Jake Schwarze and Chef Lelani Bright bring together a shared love of the ocean, adventure, and meaningful guest experiences. Jake’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, Jake 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
AvailableBookedHold (can be challenged)Unavailable| Oct 2026 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | 31 |
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| Nov 2026 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | |
| Dec 2026 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | 31 |
| Jan 2027 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | 31 |
| Feb 2027 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | |||
| Mar 2027 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | 31 |
| Apr 2027 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | |
| May 2027 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | 31 |
| Jun 2027 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | |
| Jul 2027 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | 31 |
| Aug 2027 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | 31 |
| Sep 2027 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | |
| Oct 2027 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | 31 |
High 5 Reservations & Port Locations
| Start Date | End Date | Details (Holds can be challenged) |
|---|---|---|
| Aug 15, 2026 | Oct 31, 2026 | Unavailable: TBD - Grenadines to TBD - Virgins |
| Nov 05, 2026 | Nov 13, 2026 | Boat Show: Tortola, Nanny Cay, BVI to Tortola, Nanny Cay, BVI |
| Nov 21, 2026 | Nov 28, 2026 | Booked: Red Hook, St. Thomas, USVI to Red Hook, St. Thomas, USVI |
| Dec 20, 2026 | Dec 27, 2026 | Booked: Red Hook, St. Thomas, USVI to Red Hook, St. Thomas, USVI |
| Dec 28, 2026 | Jan 04, 2027 | Booked: Red Hook to Red Hook, St. Thomas, USVI |
| Feb 11, 2027 | Feb 18, 2027 | Booked: Red Hook, St. Thomas, USVI to Red Hook, St. Thomas, USVI |
| Feb 20, 2027 | Feb 27, 2027 | Booked: Tortola, Road Town to Tortola, Road Town |
| Mar 15, 2027 | Mar 22, 2027 | Booked: Tortola, West End, BVI to Tortola, West End, BVI |
| Mar 26, 2027 | Apr 02, 2027 | Booked: Tortola - Nanny Cay to Tortola - Nanny Cay |
High 5 Rates / week
The prices shown are for the entire yacht for a week-long (7 nights) charter.Low price: $28,000
(normal rate)High price: $34,000
(normal rate)High 5 Special Offer!
Discount: $1,500!
Offer: Save $1,500 on an all-inclusive 7-night charter aboard High 5! Only the first five charters booked qualify, so don't wait to secure the savings. Excludes Christmas & New Year holiday charters. Cannot be combined with other promotions.
Old price: $28,000 - $34,000 / week
New price: $26,500 - $32,500 / week
Minimum nights: 7
| Season | 2 Pax | 3 Pax | 4 Pax | 5 Pax | 6 Pax | 7 Pax | 8 Pax |
|---|---|---|---|---|---|---|---|
| 2026/27 Winter | $28,000 | $29,000 | $30,000 | $31,000 | $32,000 | $33,000 | $34,000 |
| 2027 Summer | $28,000 | $29,000 | $30,000 | $31,000 | $32,000 | $33,000 | $34,000 |
| 2027/28 Winter | $28,000 | $29,000 | $30,000 | $31,000 | $32,000 | $33,000 | $34,000 |
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
RELOCATION FEES
Pickups outside of the BVI have a relocation fee.
SAINT MARTIN / SAINT BARTHS RELOCATION FEE
Relocation fee of $4,000, minimum 72 hour turn required on either side of charter dates for boat transit. Please inquire for availability.
Drop off on St Thomas is $500.
Windward Islands inquire for availability and relocation fee.
MINIMUM NIGHTS: 4
LESS THAN 7 NIGHT CHARTER RATES: For 6-night charters, divide the weekly rate by 7 nights X 6 nights.
SLEEP ABOARD: 1/2 the daily rate. Dinner ashore at client´s expense. Includes; boarding after 4pm, welcome cocktail and breakfast the next morning and early start. For 6+ nights divide by 7 and 5 or less divide by 6.
HALF-BOARD OPTION: $100 discount per person
Includes 7 breakfasts, 4 lunches, & 3 dinners, all other meals to be eaten ashore at the client´s expense.
LOCAL FARE OPTION: $75 discount per person
Includes 7 breakfasts, 5 lunches & 6 dinners, all other meals to be eaten ashore at client´s expense.
CHILDREN DISCOUNT: $100 discount per child under 12 for 7 night charters, pro rated for shorter charters.
HOLIDAY RATES
2026 Christmas: Flat rate of $37,400 for 2-8 guests and a 7-night minimum. Must end no later than Dec 26th.
2026 NEW YEARS: Flat rate of $47,000 for 2-8 guests and a 7-night minimum. Must begin no sooner than Dec 28th.
EMBARKATION / DISEMBARKATION
Embarkation 12PM
Disembarkation 12PM
TURN AROUNDS
48-hour turn arounds required - inquire for 24-hour turns
WINTER RATES: New Winter Season Rates begin when the new seasons starts on November 1 each year.
ALL-INCLUSIVE RATE INCLUDES
• Meals & Beverages onboard
• Fuel
• Mooring fees
• Private Yacht & Service of the crew (captain, chef/mate)
• Insurance for the yacht and the passengers (civil liability)
• Accommodation in private air-conditioned cabins each with an ensuite bathroom and bedding, towels, and beach towels.
TOYS ONBOARD
• Tube
• Stand Up Paddle Boards
• Snorkel gear
• Floating Mats
• Wakeboard
ALL-INCLUSIVE RATE DOES NOT INCLUDE
• Special provisioning requests (inquire for further details)
• Cancellation insurance and private insurance
• Airport transfers to/from yacht base
• Personal Expenses
BVI TAXES & FEES
The charter fee includes British Virgin Islands (BVI) taxes, fees, permits and/or National Park fees and/or Customs and Immigration fees.
LOCATION
Summer Base Port: BVI
Summer Operating Area: BVI / USVI / SXM
Winter Base Port: BVI
Winter Operating Area: BVI / USVI / SXM
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.
