Additional Rates & Notes
Medium SeasonApr 1, 2026 - Oct 31, 2030
From Inquire / week
Inclusive Charter · Caribbean Terms
Cruising Grounds: Caribbean Virgin Islands (BVI)
Gallery
Life Aboard HIGH 5
Layout & Floorplan
Length
55 feetGuests
8Cabins
4Crew
2Built / Refit
2023 / 2023Type
CatamaranCruising Speed
7 knotsMax Speed
10 knotsBeam
28.7Draft
4.8Overview
Charter HIGH 5
“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.
Pricing & Seasons
Charter Rates by Season
Winter 2026 to 2027
High SeasonNov 1, 2026 - Apr 30, 2027
From $28,000 / week
Inclusive Charter · Caribbean Terms
Cruising Grounds: Caribbean Virgin Islands (BVI)
Summer 2027
Low SeasonMay 1, 2027 - Oct 31, 2027
From $28,000 / week
Inclusive Charter · Caribbean Terms
Cruising Grounds: Caribbean Virgin Islands (BVI), Caribbean Windwards
Winter 2027 to 2028
High SeasonNov 1, 2027 - Apr 30, 2028
From $28,000 / week
Inclusive Charter · Caribbean Terms
Cruising Grounds: Caribbean Virgin Islands (BVI), Caribbean Windwards
Rate Details
Cruising Area
• Virgin Islands (USVI & BVI)
• St. Martin- Inquire
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
Relocation Fees & Availability
Saint Martin / Saint Barths
• Relocation fee: $4,000
• Minimum 72-hour turn required on either side of charter dates for boat transit
• Please inquire for availability
St. Thomas
• Drop-off fee: $500
Windward Islands
• Please inquire for availability and relocation fee
Rates & Terms
Minimum charter nights
• 4-night minimum
Rate Calculations
• For 6+ night charters: weekly rate ÷ 7 nights × (x)nights
• For 5 or less night charters: weekly rate ÷ 6 nights × (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
• $100 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
• $75 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
Contract Special Conditions
The charter fee includes British Virgin Islands (BVI) taxes, fees, permits and/or National Park fees and/or Customs and Immigration fees.
Onboard Wifi is included, however data rates cannot be guaranteed since the yacht is moving and on the ocean.
Should the Charterer have any complaints about the Yacht or the Crew they shall notify the captain in the first instance and, if the matter is not resolved within 12 hours, shall notify the Owner in writing through the Broker as soon as possible, who shall try to remedy the matter, the owner shall have no liability whatsoever in respect of any complaints which the Owner has not been notified within 48 hrs of the occurrence of the circumstances giving rise to the complaint.
Travel insurance and Cancellation/Curtailment insurance is highly recommended and should be sourced by the Charterer.
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.
Although every effort will be made to maintain the same crew throughout the season, with any crewed Yacht there is the possibility of a Crew change in the lead up to the Charter Period.
Any tandem charter involving multiple yachts requires the guests that paid for a specific yacht and are on that yachts manifest to be the only guests on that yacht during meal services, while underway, and overnight sleeping. This is due to safety and maritime requirements.
CHARTERER accepts responsibility for all guests they bring on the charter regarding any damages, accidents, or injuries in accordance with the contract as if those guests were listed as CHARTERERS on the contract.
Accommodation
4 Cabins, 8 Guests
4 Queen Cabins
1 Twin Cabins
5 Showers
5 Heads
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.
Specifications
Technical Details
Builder Bali Catamarans
Year Built 2023
Last Refit 2023
Length Overall 55 feet
Beam 28.7
Draft 4.8
Cruising Speed 7 knots
Maximum Speed 10 knots
Fuel Consumption 11 1
Water Capacity 349 L
Watermaker yes
Air Conditioning Full
Flag BVI
4JH80 Yanmar Engines x 2
Crew
Meet Your Crew
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.
Jake Schwarze
Captain
Captain Jake Schwarze
Captain Jake Schwarze grew up in North Carolina, where he developed an early love for sailing, fishing, and life on the ocean. That connection to the water grew into a professional yachting career that has now spanned nine years across a wide variety of vessels and cruising grounds.
Jake’s experience includes work as a captain, mate, fishing guide, and deckhand aboard both sailing catamarans and motor yachts. His time on the water has taken him throughout the Caribbean, the Bahamas, the Great Lakes, and along the U.S. East Coast, giving him a well-rounded understanding of charter operations, navigation, and life aboard.
Known for his calm, safety-focused approach, Jake brings strong navigational and mechanical knowledge to every voyage. He enjoys creating smooth, comfortable charters where guests can relax, explore, and feel confident in capable hands.
An experienced fisherman, Jake especially enjoys helping guests discover new fishing grounds, land their first catch, or simply experience more of what the ocean has to offer. When he is not at the helm or casting a line, he enjoys scuba diving, golfing, and creating unforgettable adventures on the water.
Lelani Bright
Chef
Chef Lelani Bright
Chef Lelani's life has been shaped by the sea, travel, creativity, and a love for creating meaningful experiences. Raised around boating adventures in Mauritius, she later joined her high school sailing team in Southern Maryland and became involved with the Sea Scouts, building an early connection to sailing and life on the water.
After beginning her studies in broadcast journalism at American University, Lelani followed her passion for hospitality and transferred to the University of South Florida. There, she rowed on the university crew team and began working professionally in kitchens as a sous chef in the student dining program and at the Embassy Suites on campus.
Her culinary journey later took her to the Caribbean, where she cooked for weddings and events in Saint Croix and completed a culinary and assistant management internship at Scrub Island Resort in the British Virgin Islands. She has also sailed charters throughout Washington, D.C., the Bahamas, Key West, Puerto Rico, and the Virgin Islands.
Lelani’s cuisine blends influences from Hawai‘i, the Caribbean, and her Afrikaans heritage, creating food that is soulful, colorful, and globally inspired. Her menus are shaped by local ingredients, travel, creativity, and a deep belief that meals should bring people together.
Outside the galley, Lelani enjoys fishing, freediving, surfing, yoga, farming, sustainability, writing, film, and creative arts. Her broad interests, adventurous nature, and heartfelt approach to service bring energy, originality, and warmth to every charter.
Watersports & Toys
Play On & Off the Water
Beach Games Boarding Ladder Dinghy Fishing Gear Fishing Permit # Floating Mats Sea Scooters Snorkel Gear Stand-up Paddle Boards Swim Platform Tube Wakeboards
Onboard 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
Cuisine
Menu & Dining
Freshly prepared cuisine featuring relaxed breakfasts, flavorful midday favorites, plated dinners, sweet finishes, and cocktails crafted for life aboard. Sample menu selections are listed below and may vary based on guest preferences, provisioning, and chef creativity.
DAY BREAK
Papaya Star Yogurt Bowl
Fresh papaya, seasonal chopped fruit, and granola, served with toast, crisp bacon, and warm cinnamon rolls.
Chef's Flourless Muffin Quiches
Flourless muffin-style quiches presented on a bed of sunflower sprouts, served with maple sausage and an ornate fresh fruit platter.
Wagyu Eggs Benedict
Wagyu Eggs Benedict with crisp bacon, thyme-marinated avocado, and an ornate fresh fruit platter.
West End Herbed Scrambled Eggs
Fresh herbed cheesy scrambled eggs served family-style with pumpernickel toast, preserves, and an ornate fresh fruit platter.
Apple Cinnamon French Toast
Apple cinnamon French toast with homemade maple syrup, orange slices, and boerewors.
Walk in a Garden Avocado Toast
Avocado toast topped with butterflied cucumber and alfalfa sprouts.
Blueberry Pancakes
Blueberry pancakes served with bright lemon curd and creamy ricotta.
Sunday Brunch Lox & Bagel
Lox and bagel with homemade chive, cucumber, and tomato-infused cream cheese, accompanied by fresh rosemary breakfast potatoes.
MIDDAY
Cajun Shrimp Wraps
Fresh lime-and-mint sauced Cajun shrimp wraps served with crisp potato chips.
Fisherman's Mahi-Mahi Tacos
Mahi-mahi tacos with carrot-marinated slaw, fresh mango, cilantro, and avocado-lime salsa, served with chips and homemade salsa.
Sesame-Seared Ahi Tuna Salad
Sesame-seared ahi tuna with Parmesan stir-fried baby corn, wasabi-dusted mushrooms, mandoline radishes, sliced carrots, mandarin orange, and wasabi-pea croutons, finished with homemade ginger-orange sesame dressing.
Waldorf Chicken Salad Artisan Sandwich
Toasted artisan sandwich filled with Waldorf chicken salad, served with sweet potato fries and homemade Caribbean honey-mustard sauce.
Sea Scallop Scampi
Plated sea scallops in homemade garlic-butter scampi sauce with asparagus, served with an oven-baked artisan baguette.
Fisherman's Mahi-Mahi Sandwich
Mahi-mahi with seared pineapple and homemade Caribbean Cajun sauce on a buttered bun, served with seasoned curly fries.
Cheeseburger in Paradise
Seared-pineapple cheeseburger with homemade ribeye patties on a toasted brioche bun, served with a choice of summer salad or handmade potato chips finished with herbs and balsamic vinaigrette.
HORS D’OEUVRES
Italian Caprese
A classic Italian Caprese presentation.
Portobello, Macadamia & Rosemary
Toasted open-faced portobello mushroom with macadamia nut and rosemary, pear, and a balsamic drizzle.
Jost Van Dyke Salad
Blueberry goat cheese, homemade herbed croutons, cherry tomatoes, cucumber half-moons, toasted pumpkin and almond seeds, finished with fresh homemade blueberry vinaigrette.
Phyllo Pear, Brie & Honey Cubes
Crisp phyllo parcels layered with pear, Brie, and honey.
Homemade Caesar Salad
Fresh Caesar salad with grated Parmesan wedges and heirloom tomatoes, finished with lemon and crisp fried-cheese crouton webs.
Caramelized Date, Pecan & Cranberry Kale Salad
Caramelized dates, pecans, and dried cranberry crumble over kale, served with homemade poppy-seed dressing and toasted chickpea croutons.
MAIN
Rosemary Wagyu Roast
Rosemary Wagyu roast served over homemade garlic mash with truffle-oil asparagus.
Alaskan Salmon
Alaskan salmon under a caper, garlic, and fresh dill sauce, served on raisin and allspice rice pilaf with lemon-pepper squash.
Mama Leone's Never-Done-Before Pasta Night
A chef-led pasta evening served with homemade garlic bread.
Fresh Caribbean Roti
Caribbean roti with homemade mango-guava chutney and a Caribbean salad finished with homemade pineapple dressing.
Fisherman's Grouper
Fresh grouper under coconut-lime sauce, served with pineapple rice and a sautéed medley of peppered squash.
Mediterranean Chicken Roulade
Chicken roulade infused with feta, olives, sun-dried tomatoes, olive spread, and Dragon Welsh sausage, served with mashed sweet potatoes and seasonal fresh vegetables.
Fisherman's Steak Fish
Steak fish under a red-and-yellow pepper guava sauce, served with forbidden rice and almond-panko-dusted broccolini.
South African Bobotie
Homemade bobotie with peach chutney, served with yellow rice and feta-creamed spinach.
DESSERT
Cinnamon Melt Tart
A warm, cinnamon-forward tart.
Chocolate Turtle Brownie à la Mode
Rich chocolate turtle brownie served à la mode.
Lychee Custard
Delicate lychee custard.
Homemade Key Lime Pie
Classic homemade key lime pie.
Blueberry Merveilles
A blueberry-led sweet finish.
Lemon Meringue Pie
Lemon meringue pie with homemade lemon curd.
Banana Flambé
Warm caramelized banana flambé.
Breakfast
DAY BREAK
Papaya Star Yogurt Bowl
Fresh papaya, seasonal chopped fruit, and granola, served with toast, crisp bacon, and warm cinnamon rolls.
Chef's Flourless Muffin Quiches
Flourless muffin-style quiches presented on a bed of sunflower sprouts, served with maple sausage and an ornate fresh fruit platter.
Wagyu Eggs Benedict
Wagyu Eggs Benedict with crisp bacon, thyme-marinated avocado, and an ornate fresh fruit platter.
West End Herbed Scrambled Eggs
Fresh herbed cheesy scrambled eggs served family-style with pumpernickel toast, preserves, and an ornate fresh fruit platter.
Apple Cinnamon French Toast
Apple cinnamon French toast with homemade maple syrup, orange slices, and boerewors.
Walk in a Garden Avocado Toast
Avocado toast topped with butterflied cucumber and alfalfa sprouts.
Blueberry Pancakes
Blueberry pancakes served with bright lemon curd and creamy ricotta.
Sunday Brunch Lox & Bagel
Lox and bagel with homemade chive, cucumber, and tomato-infused cream cheese, accompanied by fresh rosemary breakfast potatoes.
Lunch
MIDDAY
Cajun Shrimp Wraps
Fresh lime-and-mint sauced Cajun shrimp wraps served with crisp potato chips.
Fisherman's Mahi-Mahi Tacos
Mahi-mahi tacos with carrot-marinated slaw, fresh mango, cilantro, and avocado-lime salsa, served with chips and homemade salsa.
Sesame-Seared Ahi Tuna Salad
Sesame-seared ahi tuna with Parmesan stir-fried baby corn, wasabi-dusted mushrooms, mandoline radishes, sliced carrots, mandarin orange, and wasabi-pea croutons, finished with homemade ginger-orange sesame dressing.
Waldorf Chicken Salad Artisan Sandwich
Toasted artisan sandwich filled with Waldorf chicken salad, served with sweet potato fries and homemade Caribbean honey-mustard sauce.
Sea Scallop Scampi
Plated sea scallops in homemade garlic-butter scampi sauce with asparagus, served with an oven-baked artisan baguette.
Fisherman's Mahi-Mahi Sandwich
Mahi-mahi with seared pineapple and homemade Caribbean Cajun sauce on a buttered bun, served with seasoned curly fries.
Cheeseburger in Paradise
Seared-pineapple cheeseburger with homemade ribeye patties on a toasted brioche bun, served with a choice of summer salad or handmade potato chips finished with herbs and balsamic vinaigrette.
Dinner
HORS D’OEUVRES
Italian Caprese
A classic Italian Caprese presentation.
Portobello, Macadamia & Rosemary
Toasted open-faced portobello mushroom with macadamia nut and rosemary, pear, and a balsamic drizzle.
Jost Van Dyke Salad
Blueberry goat cheese, homemade herbed croutons, cherry tomatoes, cucumber half-moons, toasted pumpkin and almond seeds, finished with fresh homemade blueberry vinaigrette.
Phyllo Pear, Brie & Honey Cubes
Crisp phyllo parcels layered with pear, Brie, and honey.
Homemade Caesar Salad
Fresh Caesar salad with grated Parmesan wedges and heirloom tomatoes, finished with lemon and crisp fried-cheese crouton webs.
Caramelized Date, Pecan & Cranberry Kale Salad
Caramelized dates, pecans, and dried cranberry crumble over kale, served with homemade poppy-seed dressing and toasted chickpea croutons.
Dinner
MAIN
Rosemary Wagyu Roast
Rosemary Wagyu roast served over homemade garlic mash with truffle-oil asparagus.
Alaskan Salmon
Alaskan salmon under a caper, garlic, and fresh dill sauce, served on raisin and allspice rice pilaf with lemon-pepper squash.
Mama Leone's Never-Done-Before Pasta Night
A chef-led pasta evening served with homemade garlic bread.
Fresh Caribbean Roti
Caribbean roti with homemade mango-guava chutney and a Caribbean salad finished with homemade pineapple dressing.
Fisherman's Grouper
Fresh grouper under coconut-lime sauce, served with pineapple rice and a sautéed medley of peppered squash.
Mediterranean Chicken Roulade
Chicken roulade infused with feta, olives, sun-dried tomatoes, olive spread, and Dragon Welsh sausage, served with mashed sweet potatoes and seasonal fresh vegetables.
Fisherman's Steak Fish
Steak fish under a red-and-yellow pepper guava sauce, served with forbidden rice and almond-panko-dusted broccolini.
South African Bobotie
Homemade bobotie with peach chutney, served with yellow rice and feta-creamed spinach.
Sweets
DESSERT
Cinnamon Melt Tart
A warm, cinnamon-forward tart.
Chocolate Turtle Brownie à la Mode
Rich chocolate turtle brownie served à la mode.
Lychee Custard
Delicate lychee custard.
Homemade Key Lime Pie
Classic homemade key lime pie.
Blueberry Merveilles
A blueberry-led sweet finish.
Lemon Meringue Pie
Lemon meringue pie with homemade lemon curd.
Banana Flambé
Warm caramelized banana flambé.
Amenities
Everything Onboard
BBQ
Bimini
Board Games
Deck Shower
Dining
Generator
Smoking Allowed
Hair Dryer
Ice Maker
Inverter
iPod/MP3
Sailing Instruction
Internet/WiFi
Salon Stereo
VCR/DVD
Charter Preferences
Kosher: Inq Special Diets: Yes Gay Charters: Yes Nude Charters: Inq Crew Smoke: No
Green Initiatives
Caribbean-made eco-friendly and reef-safe toiletries.
Availability
Check Open Dates
October 2026
Available On Hold Booked
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Availability is updated in real time — contact us to confirm exact dates for your travel window.
Guest Reviews
27 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.
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Planning Help
Why Charter With Us
Based on her specifications and charter profile, HIGH 5 is well suited for groups of up to 8 guests seeking a comfortable crewed charter in Caribbean Virgin Islands (BVI). The combination of 4 cabins, 55 feet of living space, and a proven charter layout makes her a practical choice for families and groups who value both comfort and privacy.
Before recommending any yacht, our charter brokers review availability, charter rates, seasonal demand, crew feedback, onboard amenities, and destination suitability. If HIGH 5 isn't the perfect fit, we'll recommend comparable yachts to ensure you book the best option for your travel dates and preferences.
How do I check if this yacht is available?
Availability changes daily. Submit your preferred travel dates and our charter specialists will confirm availability and provide the latest pricing. If this yacht is unavailable, we'll recommend similar alternatives.
Is the displayed price final?
The weekly charter rate is a starting price. Final pricing depends on your travel dates, destination, season, applicable taxes, and additional expenses such as APA, fuel, dockage, and gratuities where applicable.
What is included in a yacht charter?
Most yacht charters include the yacht, professional crew (if crewed), onboard accommodations, standard water toys, and insurance. Additional expenses vary depending on the yacht and itinerary.
Can I customize my itinerary?
Yes. Every yacht charter itinerary is customized around your preferred destinations, travel dates, weather conditions, and interests.
How far in advance should I book?
Luxury yachts are often reserved several months in advance, especially during peak seasons. Early booking provides the best selection and pricing.
Do I need sailing experience?
No. Most luxury yacht charters include an experienced captain and professional crew who handle navigation and daily operations.
Can you recommend similar yachts?
Absolutely. If this yacht isn't the perfect match, our charter experts can recommend similar yachts based on your budget, group size, destination, and preferred amenities.
Which destinations can this yacht visit?
Cruising areas depend on the yacht's seasonal location. Our charter team will recommend the best itinerary based on your travel dates.
Can I book this yacht online?
Availability and pricing change frequently, so we recommend submitting an inquiry. A charter specialist will prepare a personalized proposal.
Why should I book through BVI Sail?
Our charter specialists compare hundreds of verified yachts, provide independent recommendations, and help you choose the best option for your vacation without additional booking fees.
