Crewed charter Sailing catamaran Featured

ODYSSEY

From$84,000 / week
Caribbean Virgin Islands (US/BVI), Bahamas, Caribbean Virgin Islands (US), Caribbean Virgin Islands (BVI) · Lagoon
Year2022
Length77'
Guests8
CharterCrewed

Overview

WINTER MONTHS November 1st - April 20th Pick-up and Drop-off: BVI and 4 USVI pick-ups (for the season) Trellis Bay or Virgin Gorda Yacht Harbor There will be no West End or Nanny Cay Pick-ups SUMMER MONTHS May 1st - July 31st. Pick-up & Drop-off Legendary Marina, Nassau, Staniel Cay (relocation) and Marsh Harbor (relocation fee) FOR CHARTERS IN THE BAHAMAS ONLY: Included in the charter rate is Penelope, a 29-foot Highfield chase boat powered by twin 300hp engines. Guests have exclusive use of Penelope throughout their charter, allowing them to enjoy dedicated day excursions, island hopping, fishing trips, beach outings, or simply exploring the Exumas independently from the yacht. It’s a significant added value that sets Odyssey apart from many comparable yachts. ​BVI Customs & Cruising Permit Fees: Included T/A = N/A 15% max Sleep aboard commissionable PLEASE NOTE If there is a market related adjustment made to the rates during the season to stimulate more bookings for the remainder of the season, a charterer will not be compensated in arrears for this reduction in price once the contract has been signed. Similarly, the charterer is not expected to pay more, after the fact, if we increase the rate. CONTRACT INFO: BOAT: Odyssey OWNER: Apex Expeditions LLC ADDRESS: 3206 Evergreen Rd, Louisville, KY 40223 OFFICIAL/REG #: 755228 HOME PORT: White Bay FLAG: BVI CREW: bruce@andbeyondyachtcharters.com cassie@andbeyondyachtcharters.com pieter@andbeyondyachtcharters.com angelina@andbeyondyachtcharters.com charris@andbeyondyachtcharters.com SPECIAL CONDITIONS I. The Charterer and all guests are responsible

Accommodations

Odyssey has luxury accommodations for eight guests with an ensuite master stateroom including seating and walk-in closet. There are 3 additional ensuite queen cabins that are elegantly appointed. For additional flexibility, one cabin can be converted from a queen bed into 2 individual berths.

Yacht specifications

BuilderLagoon
ModelAvailable on request
Year2022
Length overall77 ft
Beam36 ft
Draft6.3 ft
Engines2 x John Deere 230hp engines 1 x 27kw Onan generator 1 x 19kw Onan generator
Guests8
Cabins4
HeadsAvailable on request
Charter styleCrewed
Crew4
Home portStaniel Cay/Virgin Gorda Yacht

Amenities & water toys

  • VCR/DVD
  • Salon Stereo
  • Satellite TV
  • iPod/MP3
  • Video
  • CDs
  • DVDs
  • Books
  • Board Games
  • Sun Awning
  • Hammock
  • Bimini
  • Hatches
  • BBQ
  • Deck Shower
  • Hair Dryer
  • Ice Maker
  • Generator (2)
  • Inverter
  • Dining (8)
  • Internet/WiFi: Onboard WIFI
  • Water Skis Adult
  • Dinghy: size: 16' Highfield, paxes: 10 pax, engine: Honda 100hp
  • Wakeboards
  • Tube
  • Floating Mats
  • Stand-up Paddle Boards (2)
  • Snorkel Gear
  • Sea Bobs
  • Under Water Camera
  • Under Water Video
  • Swim Platform
  • Boarding Ladder
  • Beach Games
  • Fishing Gear: type: Trolling & Casting, rods: 6
  • Fishing Permit #: Yes

Crew information

Captain: Matthew (Bruce) Whitehead Crew: Pieter Van Steenis, Cassie Pepin, Ashley Cook, Angelina Ready, Caydon Harris MEET YOUR CREW: CAPTAINS: Bruce Whitehead (Dec, Jan - April, May - Aug, Sept) Pieter Van Steenis (Oct, Nov - Feb, March - June, July) CHEFS: Cassie Peppin (Dec, Jan - April,May - Aug, Sept) Ashley Cook (Oct, Nov - Feb, March - June,July) STEWARDESS: Angelina Ready (Full time) FIRST MATE/SCUBA INSTRUCTOR: Caydon Harris (Full Time) Captain Bruce: Matthew "Bruce" Whitehead has over 15 years in the maritime industry and a lifetime of experience in, on, and around the water. Growing up in Florida, he spent his youth racing high performance sailboats, teaching and coaching sailing, and went on to campaign for the 2016 Olympics in the Sport of Sailing. Bruce then competed on several professional circuits such as the World Match Race Tour, the Red Bull Youth America's Cup, and the Extreme Sailing Series. Since a serious injury in 2018, Bruce shifted his focus from sailboat racing to working as a Yacht Captain. For the past 8 years he has captained charter and delivery yachts in various destinations in the Mediterranean, Caribbean, South Pacific, and Indian Oceans. Bruce has spent many winter seasons in the Bahamas and British Virgin Islands and loves the sailing, diving, and lifestyle of the islands. In his free time, Bruce enjoys traveling, hiking, and spending time with family and friends. -------------------------------------- Captain Pieter: Originally from the Netherlands, Pieter began his professional journey with Tesla during its pioneering years before making the conscious decision to turn his lifelong passion into his profession: sailing. Since then, he has built extensive experience across some of the world’s most diverse and demanding waters, including the North Sea, Mediterranean, Caribbean, and the Bahamas. Holding a Yachtmaster Ocean certification and working as an ASA Instructor, Pieter combines strong technical expertise with a calm, confident leadership style. He has sailed extensively throughout the Caribbean and knows its islands, anchorages, and conditions intimately. Pieter brings an energetic and adventurous spirit to life on board. When he’s not navigating, you’ll likely find him kitesurfing, wakeboarding, e-foiling or wing foiling, or exploring the underwater world through snorkeling. He also enjoys quieter moments with a good sudoku or a (relaxed) board game, as well as taking in nature—especially the rich marine life the Caribbean has to offer. Known for his positive attitude and team-oriented mindset, Pieter loves working with great crew to deliver exceptional charter experiences. His goal is simple: to create a safe, relaxed, and unforgettable time on the water for every guest. ---------------------------------------- Chef Cassie: Chef Cassie is a versatile and globally experienced Yacht Chef with a strong background in both sailing and motor yacht charters. Having served as Sole Chef aboard multiple Bali 5.4 catamarans and an 86ft motor yacht in the Caribbean, she specializes in full-board charters for up to 8–12 guests, delivering refined, globally inspired menus tailored to each guest’s preferences. Trained at the Institute of Culinary Education in New York, with advanced pastry studies from the Culinary Institute of America and Escoffier School of Culinary Arts, Cassie blends classical technique with creativity and presentation. Her diverse culinary style spans Mediterranean, Asian, Latin American, and modern coastal cuisine, complemented by strong provisioning, budgeting, and charter-hosting expertise. With additional experience in event management, floral design, and yacht hostess duties, Cassie brings a natural flair for tablescapes, guest experience, and seamless service. Energetic, adaptable, and passionate about life on the water, she combines culinary excellence with warmth and professionalism to elevate every charter she joins. ---------------------------------------- Chef Ashley: Born and raised in Louisiana, Ashley grew up on soul food and southern hospitality. With her grandparents being travel agents, she started traveling at a young age, which sparked her interest in other cultures and cuisines. After graduating University with a Bachelor of Science, Ashley became an au pair on the coast of Italy where she was introduced to the Yachting Industry. Over the past 9 years, she has been a chef on charters and deliveries in various places such as Croatia, Greece, Montenegro, Italy, French Polynesia and the Virgin Islands.Her love of travel has brought her to 60 countries, including England where she received her Culinary Certification from the Ashburton Chefs Academy, as well as attended The Galley Gang yacht chef workshops. Chef Ashley is also passionate about health and nutrition. She is a certified health coach and is currently studying to become a personal trainer and nutrition coach, so her dishes are guaranteed to be full of color and fresh ingredients. --------------------------------------- Stewardess Angelina: Angelina grew up in New York before moving to Florida to attend the University of Tampa. She spent a total of seven years in the Sunshine State, during which time she prioritized traveling as much as possible, backpacking around Europe and cultivating a global perspective and a love for adventure. Her career in hospitality began at age 14, and through years of serving and bartending, she developed a genuine passion for entertaining. As a natural people person, she thrives in fast-paced environments and takes great pride in providing a high level of service and connection with guests. In 2019, a sailing yacht charter with friends sparked her transition into the maritime industry. This passion led her to Australia, where she completed her Yachtmaster Offshore Sailing license while simultaneously working as a chef to broaden her professional capabilities on the water. More recently, she has expanded her expertise below the surface by pursuing a diving career and earning her PADI Advanced Open Water certification. Currently serving as a stewardess, Angelina combines her extensive service background with her technical maritime training to ensure an exceptional experience for everyone on board. ------------------------------------------- First Mate: Caydon Harris Born in Plettenberg Bay, Caydon grew up surrounded by the ocean, developing a natural love for adventure and life on the water. His passion led him to sailing in Cape Town before completing his diver training in Tofo, Mozambique, where he discovered a deeper connection with the underwater world. Now a qualified Scuba Instructor and experienced captain, Caydon combines his sailing and diving experience to create memorable experiences both above and below the water. Confident on deck and underwater, he enjoys everything from yacht operations and watersports to leading dives and snorkeling adventures. Friendly, energetic, and always ready for the next adventure, Caydon’s goal is simple: to help guests make the most of their time onboard and leave with memories that last long after the yacht disappears over the horizon. Captain: Matthew (Bruce) Whitehead Captain: Pieter Van Steenis Chef: Cassie Pepin Chef: Ashley Cook Stewardess: Angelina Ready First Mate/Dive Instructor: Caydon Harris

Available destinations

Summer: Caribbean Virgin Islands (US/BVI), Bahamas, Caribbean Virgin Islands (US), Caribbean Virgin Islands (BVI)

Seasonal rates

Summer 2026

$84,000

BAHAMIAN TAXES RATES ARE PLUS 14% TAX (4% Bahamian tax and 10%VAT. Not subject to commission) **** Relocation fees $2,000 one way, $4,000 return to Staniel Cay ***BOAT Prefers 72 HOUR TURNS ***5 night minimum charter. CHILD DISCOUNTS: Discount Applied First $250 FOR EACH CHILD ***must be 15 or under at the time of charter*** 6 NIGHT CHARTERS: Rate divided by 7x 6nights 5 NIGHT CHARTERS: Rate divided by 6 x 5 nights HOLIDAYS 2026 Christmas Week 2025 $95,000 New Years Week 2025 $100,000

Inclusive

Winter 2026 to 2027

$84,000

BAHAMIAN TAXES RATES ARE PLUS 14% TAX (4% Bahamian tax and 10%VAT. Not subject to commission) **** Relocation fees $2,000 one way, $4,000 return to Staniel Cay ***BOAT Prefers 72 HOUR TURNS ***5 night minimum charter. CHILD DISCOUNTS: Discount Applied First $250 FOR EACH CHILD ***must be 15 or under at the time of charter*** 6 NIGHT CHARTERS: Rate divided by 7x 6nights 5 NIGHT CHARTERS: Rate divided by 6 x 5 nights HOLIDAYS 2026 Christmas Week 2025 $95,000 New Years Week 2025 $100,000

Inclusive

Summer 2027

$84,000

BAHAMIAN TAXES RATES ARE PLUS 14% TAX (4% Bahamian tax and 10%VAT. Not subject to commission) **** Relocation fees $2,000 one way, $4,000 return to Staniel Cay ***BOAT Prefers 72 HOUR TURNS ***5 night minimum charter. CHILD DISCOUNTS: Discount Applied First $250 FOR EACH CHILD ***must be 15 or under at the time of charter*** 6 NIGHT CHARTERS: Rate divided by 7x 6nights 5 NIGHT CHARTERS: Rate divided by 6 x 5 nights HOLIDAYS 2026 Christmas Week 2025 $95,000 New Years Week 2025 $100,000

Inclusive

Winter 2027 to 2028

$84,000

BAHAMIAN TAXES RATES ARE PLUS 14% TAX (4% Bahamian tax and 10%VAT. Not subject to commission) **** Relocation fees $2,000 one way, $4,000 return to Staniel Cay ***BOAT Prefers 72 HOUR TURNS ***5 night minimum charter. CHILD DISCOUNTS: Discount Applied First $250 FOR EACH CHILD ***must be 15 or under at the time of charter*** 6 NIGHT CHARTERS: Rate divided by 7x 6nights 5 NIGHT CHARTERS: Rate divided by 6 x 5 nights HOLIDAYS 2026 Christmas Week 2025 $95,000 New Years Week 2025 $100,000

Inclusive

BAHAMIAN TAXES RATES ARE PLUS 14% TAX (4% Bahamian tax and 10%VAT. Not subject to commission) **** Relocation fees $2,000 one way, $4,000 return to Staniel Cay ***BOAT Prefers 72 HOUR TURNS ***5 night minimum charter. CHILD DISCOUNTS: Discount Applied First $250 FOR EACH CHILD ***must be 15 or under at the time of charter*** 6 NIGHT CHARTERS: Rate divided by 7x 6nights 5 NIGHT CHARTERS: Rate divided by 6 x 5 nights HOLIDAYS 2026 Christmas Week 2025 $95,000 New Years Week 2025 $100,000 BAHAMIAN TAXES RATES ARE PLUS 14% TAX (4% Bahamian tax and 10%VAT. Not subject to commission) **** Relocation fees $2,000 one way, $4,000 return to Staniel Cay ***BOAT Prefers 72 HOUR TURNS ***5 night minimum charter. CHILD DISCOUNTS: Discount Applied First $250 FOR EACH CHILD ***must be 15 or under at the time of charter*** 6 NIGHT CHARTERS: Rate divided by 7x 6nights 5 NIGHT CHARTERS: Rate divided by 6 x 5 nights HOLIDAYS 2026 Christmas Week 2025 $95,000 New Years Week 2025 $100,000 BAHAMIAN TAXES RATES ARE PLUS 14% TAX (4% Bahamian tax and 10%VAT. Not subject to commission) **** Relocation fees $2,000 one way, $4,000 return to Staniel Cay ***BOAT Prefers 72 HOUR TURNS ***5 night minimum charter. CHILD DISCOUNTS: Discount Applied First $250 FOR EACH CHILD ***must be 15 or under at the time of charter*** 6 NIGHT CHARTERS: Rate divided by 7x 6nights 5 NIGHT CHARTERS: Rate divided by 6 x 5 nights HOLIDAYS 2026 Christmas Week 2025 $95,000 New Years Week 2025 $100,000 BAHAMIAN TAXES RATES ARE PLUS 14% TAX (4% Bahamian tax and 10%VAT. Not subject to commission) **** Relocation fees $2,000 one way, $4,000 return to Staniel Cay ***BOAT Prefers 72 HOUR TURNS ***5 night minimum charter. CHILD DISCOUNTS: Discount Applied First $250 FOR EACH CHILD ***must be 15 or under at the time of charter*** 6 NIGHT CHARTERS: Rate divided by 7x 6nights 5 NIGHT CHARTERS: Rate divided by 6 x 5 nights HOLIDAYS 2026 Christmas Week 2025 $95,000 New Years Week 2025 $100,000

Caribbean Terms

Availability

2026-07-112026-09-18unavailable
2026-11-072026-11-14boat_show
2026-11-232026-11-28booked
2026-12-282027-01-04booked
2027-01-232027-01-30booked
2027-04-202027-04-30transit
2027-06-012027-06-30booked

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