DRAGONFLY
Overview
Accommodations
Dragonfly accommodates 8 guests in 3 Queen cabins, and one bunk cabin, each with en suite heads with dry shower. The starboard aft cabin is the VIP suite. The crew takes the port AFT cabin.
Yacht specifications
Amenities & water toys
- VCR/DVD
- Salon Stereo
- iPod/MP3
- Books
- Board Games
- Bimini
- Hatches
- BBQ
- Deck Shower
- Hair Dryer
- Ice Maker
- Generator: 21 kw Onan and a 15 kw Panda
- Inverter: 8,000 watts
- Smoking Allowed: Sugarscoops Only
- Sailing Instruction
- Gym
- Internet/WiFi: Onboard WIFI
- Dinghy: size: 15 Ft. Highfield Center Console, paxes: 8, engine: 70 HP
- Wakeboards
- Tube
- Floating Mats
- Stand-up Paddle Boards (2)
- Snorkel Gear
- Swim Platform
- Fishing Gear: type: Trolling, rods: 2
- Deep Sea Fishing
- Fishing Permit #: FF024
Crew information
Crew: Parker, Jake and Stef, Jake and Stef, Parker Both crew members hold BVI work permits Captain Jake Captain Jake’s affable good nature, easy-going personality, and caring demeanor have earned him lifelong friends and loyal returning guests. A USCG Master Captain (100-ton) and PADI Dive Instructor, Jake brings deep experience and boundless enthusiasm to every charter aboard SV Dragonfly. Before life at sea, he was a licensed General Contractor and Real Estate Broker in California, as well as a Master Carpenter, cabinetmaker, and boat builder, skills he put to good use volunteering in Sint Maarten after Hurricane Irma. A natural athlete and lifelong adventurer, Jake played championship rugby with the Highwaymen Rugby Club and still channels that same team spirit into his crew and guests. Born in Pittsburgh, PA, raised near Atlanta, GA, and later moving to California, Jake jokes that his “progressive spirit mixed with southern charm” makes him a captain who can fix, build, and laugh his way through anything. He loves sharing his passion for the Caribbean, especially underwater, and believes that kindness, curiosity, and connection make the best voyages. “We live on this boat and consider it our home. We want our guests to feel the same, to relax, to laugh, and to be part of our life for a while.” Welcome to paradise aboard SV Dragonfly! Chef Stef Chef Stef doesn’t just cook, she creates experiences. Her dishes celebrate the beauty of fresh, local ingredients and the joy of gathering around a shared table. To Stef, great food is about more than flavor, it’s about connection, comfort, and celebration. Raised on a farm in Santa Rosa, California, Stef grew up cooking alongside her Nona, parents, and siblings, learning the art of slow, heartfelt, farm-to-table meals. That passion now shines through every plate she serves on Dragonfly, from her braised beef short ribs in red-wine ragu with pimento-cheese grits to her famous Peruvian chicken with fragrant green rice and vibrant green sauce. Beyond the galley, Stef is an expert first mate, certified dive master, and warm, intuitive hostess. Whether guiding a guest through their first dive or sharing a favorite recipe, her energy fills Dragonfly with laughter and warmth. Come hungry, come happy, and let Chef Stef feed your soul, one unforgettable meal at a time. Jake & Stef Together for more than 16 years and married for 10, Jake and Stef bring an effortless partnership to every charter. They worked side-by-side in Northern California before following their shared dream to the Virgin Islands, where hospitality, kindness, and adventure now define their life aboard SV Dragonfly. They’ve been sailing and hosting in the Caribbean for more than seven years, and the 2025/2026 season marks their seventh year bringing unforgettable luxury charters to life. They have a blended family of three grown children—a daughter (29) in Seattle, a son (26) in Southern California, and the youngest son (23) in Northern California—and are proud grandparents to two grandsons, ages 7 and the newest addition born in May 2025. During their off-season, they travel the U.S. in their 5th-wheel RV, visiting family and friends. When they’re not hosting guests, you’ll find them diving, visiting fellow crews, or exploring hidden coves with Parker. Their favorite saying: “We’re happiest when we’re underwater.” Security & Cuddle Officer Parker Meet Parker, Dragonfly’s beloved 35-lb Portuguese Water Dog and “Security & Cuddle Officer.” At just five years old, Parker has already made more than 450 guest friends! With hair instead of fur, he’s hypoallergenic and non-shedding, the perfect onboard companion. Boat-trained since he was 9 weeks old, Parker never goes potty on the boat. He has scheduled dinghy rides to shore each day for potty breaks and loves the adventure. He also enjoys paddle-boarding, beach walks, and, of course, supervising snacks. Ever the vigilant “lifeguard,” he keeps a close eye on guests in the water and ensures everyone stays safe and smiling. His gentle nature and joyful spirit bring comfort and laughter to all who meet him. From Parker: “I love treats, kind people, kids of all ages, and other dogs. I hope to bring you as much happiness and comfort on charter as your pets do at home.” Whether lounging on deck or swimming by your side, Parker embodies the heart of Dragonfly: loyal, playful, and full of love. (Parker can be boarded upon request.) Parker Jake and Stef Jake and Stef Parker
Available destinations
Summer: Caribbean Leewards, Caribbean Virgin Islands (BVI), Caribbean Windwards
Seasonal rates
Summer 2026
$39,500
Minimum charter length: 5 NIGHT MINIMUM BVI based LESS THAN 7 NIGHT CHARTERS: For 6 nights divide by 7N X 6N. For less than 6 nights, divide by 6N X number of nights. In Addition STT Ports Now available May - July 15 2026 | 48 Hr turns only XMAS/NEW YEAR’S 2026/27: 7 nights over Christmas $53,000 and New Year’s flat rate $55,000 for 2-8 guests. New Year’s charters must start December 28th or later. New Year BVI Ports a must Permits and cruising fees are included in the BVI ONLY. In general, no fees, port dues, nor taxes are included in the charter fee for any charter outside the British Virgin Islands unless otherwise agreed. A 48 hour turn is required between charters. Additional Rates: HALF-BOARD RATES: Discount of $150 per person based on 7 nights Includes: 7 breakfasts, 4 lunches & 3 dinners. Requires 3 lunches and 4 dinners ashore at client expense. LOCAL FARE MEAL PLAN: Discount of $75 per person based on 7 nights Includes: 7 breakfasts, 5 lunches & 6 dinners. Requires 2 lunches and 1 dinner ashore at client expense. SLEEPABOARD RATE: Half of the daily rate. Includes boarding at 4pm or later with welcome cocktail. Client takes dinner on shore at client expense. Includes continental breakfast the next morning and depart at 12noon unless otherwise agreed upon with Captain. Port for Sleepaboard is to be Nanny Cay unless otherwise agreed upon. Crew are fully vaccinated.
Inclusive
Winter 2026 to 2027
$43,000
Minimum charter length: 5 NIGHT MINIMUM BVI based LESS THAN 7 NIGHT CHARTERS: For 6 nights divide by 7N X 6N. For less than 6 nights, divide by 6N X number of nights. In Addition STT Ports Now available May - July 15 2026 | 48 Hr turns only XMAS/NEW YEAR’S 2026/27: 7 nights over Christmas $53,000 and New Year’s flat rate $55,000 for 2-8 guests. New Year’s charters must start December 28th or later. New Year BVI Ports a must Permits and cruising fees are included in the BVI ONLY. In general, no fees, port dues, nor taxes are included in the charter fee for any charter outside the British Virgin Islands unless otherwise agreed. A 48 hour turn is required between charters. Additional Rates: HALF-BOARD RATES: Discount of $150 per person based on 7 nights Includes: 7 breakfasts, 4 lunches & 3 dinners. Requires 3 lunches and 4 dinners ashore at client expense. LOCAL FARE MEAL PLAN: Discount of $75 per person based on 7 nights Includes: 7 breakfasts, 5 lunches & 6 dinners. Requires 2 lunches and 1 dinner ashore at client expense. SLEEPABOARD RATE: Half of the daily rate. Includes boarding at 4pm or later with welcome cocktail. Client takes dinner on shore at client expense. Includes continental breakfast the next morning and depart at 12noon unless otherwise agreed upon with Captain. Port for Sleepaboard is to be Nanny Cay unless otherwise agreed upon. Crew are fully vaccinated.
Inclusive
Summer 2027
$43,000
Minimum charter length: 5 NIGHT MINIMUM BVI based LESS THAN 7 NIGHT CHARTERS: For 6 nights divide by 7N X 6N. For less than 6 nights, divide by 6N X number of nights. XMAS/NEW YEAR’S 2027/28: 7 nights over Christmas $56,000 and New Year’s flat rate $59,000 for 2-8 guests. New Year’s charters must start December 28th or later. BVI Ports Permits and cruising fees are included in the BVI ONLY. In general, no fees, port dues, nor taxes are included in the charter fee for any charter outside the British Virgin Islands unless otherwise agreed. A 48 hour turn is required between charters. Additional Rates: HALF-BOARD RATES: Discount of $150 per person based on 7 nights Includes: 7 breakfasts, 4 lunches & 3 dinners. Requires 3 lunches and 4 dinners ashore at client expense. LOCAL FARE MEAL PLAN: Discount of $75 per person based on 7 nights Includes: 7 breakfasts, 5 lunches & 6 dinners. Requires 2 lunches and 1 dinner ashore at client expense. SLEEPABOARD RATE: Half of the daily rate. Includes boarding at 4pm or later with welcome cocktail. Client takes dinner on shore at client expense. Includes continental breakfast the next morning and depart at 12noon unless otherwise agreed upon with Captain. Port for Sleepaboard is to be Nanny Cay unless otherwise agreed upon. Crew are fully vaccinated.
Inclusive
Minimum charter length: 5 NIGHT MINIMUM BVI based LESS THAN 7 NIGHT CHARTERS: For 6 nights divide by 7N X 6N. For less than 6 nights, divide by 6N X number of nights. In Addition STT Ports Now available May - July 15 2026 | 48 Hr turns only XMAS/NEW YEAR’S 2026/27: 7 nights over Christmas $53,000 and New Year’s flat rate $55,000 for 2-8 guests. New Year’s charters must start December 28th or later. New Year BVI Ports a must Permits and cruising fees are included in the BVI ONLY. In general, no fees, port dues, nor taxes are included in the charter fee for any charter outside the British Virgin Islands unless otherwise agreed. A 48 hour turn is required between charters. Additional Rates: HALF-BOARD RATES: Discount of $150 per person based on 7 nights Includes: 7 breakfasts, 4 lunches & 3 dinners. Requires 3 lunches and 4 dinners ashore at client expense. LOCAL FARE MEAL PLAN: Discount of $75 per person based on 7 nights Includes: 7 breakfasts, 5 lunches & 6 dinners. Requires 2 lunches and 1 dinner ashore at client expense. SLEEPABOARD RATE: Half of the daily rate. Includes boarding at 4pm or later with welcome cocktail. Client takes dinner on shore at client expense. Includes continental breakfast the next morning and depart at 12noon unless otherwise agreed upon with Captain. Port for Sleepaboard is to be Nanny Cay unless otherwise agreed upon. Crew are fully vaccinated. Minimum charter length: 5 NIGHT MINIMUM BVI based LESS THAN 7 NIGHT CHARTERS: For 6 nights divide by 7N X 6N. For less than 6 nights, divide by 6N X number of nights. In Addition STT Ports Now available May - July 15 2026 | 48 Hr turns only XMAS/NEW YEAR’S 2026/27: 7 nights over Christmas $53,000 and New Year’s flat rate $55,000 for 2-8 guests. New Year’s charters must start December 28th or later. New Year BVI Ports a must Permits and cruising fees are included in the BVI ONLY. In general, no fees, port dues, nor taxes are included in the charter fee for any charter outside the British Virgin Islands unless otherwise agreed. A 48 hour turn is required between charters. Additional Rates: HALF-BOARD RATES: Discount of $150 per person based on 7 nights Includes: 7 breakfasts, 4 lunches & 3 dinners. Requires 3 lunches and 4 dinners ashore at client expense. LOCAL FARE MEAL PLAN: Discount of $75 per person based on 7 nights Includes: 7 breakfasts, 5 lunches & 6 dinners. Requires 2 lunches and 1 dinner ashore at client expense. SLEEPABOARD RATE: Half of the daily rate. Includes boarding at 4pm or later with welcome cocktail. Client takes dinner on shore at client expense. Includes continental breakfast the next morning and depart at 12noon unless otherwise agreed upon with Captain. Port for Sleepaboard is to be Nanny Cay unless otherwise agreed upon. Crew are fully vaccinated. Minimum charter length: 5 NIGHT MINIMUM BVI based LESS THAN 7 NIGHT CHARTERS: For 6 nights divide by 7N X 6N. For less than 6 nights, divide by 6N X number of nights. XMAS/NEW YEAR’S 2027/28: 7 nights over Christmas $56,000 and New Year’s flat rate $59,000 for 2-8 guests. New Year’s charters must start December 28th or later. BVI Ports Permits and cruising fees are included in the BVI ONLY. In general, no fees, port dues, nor taxes are included in the charter fee for any charter outside the British Virgin Islands unless otherwise agreed. A 48 hour turn is required between charters. Additional Rates: HALF-BOARD RATES: Discount of $150 per person based on 7 nights Includes: 7 breakfasts, 4 lunches & 3 dinners. Requires 3 lunches and 4 dinners ashore at client expense. LOCAL FARE MEAL PLAN: Discount of $75 per person based on 7 nights Includes: 7 breakfasts, 5 lunches & 6 dinners. Requires 2 lunches and 1 dinner ashore at client expense. SLEEPABOARD RATE: Half of the daily rate. Includes boarding at 4pm or later with welcome cocktail. Client takes dinner on shore at client expense. Includes continental breakfast the next morning and depart at 12noon unless otherwise agreed upon with Captain. Port for Sleepaboard is to be Nanny Cay unless otherwise agreed upon. Crew are fully vaccinated.
Caribbean Terms
