DRAGONFLY
Accommodation: 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 FWD cabin.
Other Entertainment: Yoga Mats and Hand Weights
Other Toys: Bote Hang out pad
EFoil
Communicate: STARLINK
Dive Info: Jake - Dive Instructor
Stephanie - Dive Master
3 Dives are included for Certified divers. Additional 3 dives max at $50 pp (IE: 3 dives included, 6 dives (total) $150 more per person) max 9 dives)
Gear rental at guest cost $250 pp per week
Dive Costs: We are offering 3 group dives with each charter. Additional dives are $50 per person available in packages of 3.
IE. 3 dives included, 6 dives (total) $150 more per person) max 9 dives.
Gear rental $250 per set (complete) per week.
Instruction: Discover Scuba $200pp (includes gear) Max 4 divers.
Instruction: Open water referral instruction (e-learning and confined dives done at home prior to charter) $395pp
Generator: 21 kw Onan and a 15 kw Panda
Inverter: 8,000 watts
Watermaker: Parker
Ice Maker: Yes
Bimini: Yes
Dinghy: 15 Ft. Highfield Center Console
Dinghy Pax: 8
Dinghy HP: 70 HP
Helipad: No
Jacuzzi: No
Gym: Yes
Stabilizers: No
Elevators: No
Wheel Chair Access: No
AC: Full
AC Night: Yes
AC SurCharge: No
Internet: Onboard WIFI
Salon Stereo: Yes
Sat TV: No
Ipod: Yes
Board Games: Yes
Deck Shower: Yes
Special Diets: Yes
Kosher: Inq
BBQ: Yes
Gay Charters: Yes
Nude Charters: Yes
Hair Dryer: Yes
Guest Smoke: Sugarscoops Only
Guest Pet: No
Children Allowed: Yes
Stand Up Paddle: 2
Gear Snorkel: Yes
Tube: Yes
Wake Board: Yes
1 Man Kayak: No
Sea Bob: No
Sea Scooter: Yes
Kite Boarding: No
Fish Permit: FF024
Fishing Gear: Yes
Fishing Gear Type: Trolling
Num Fish Rods: 2
Float Mats: Yes
Swim Platform: Yes
Scuba Onboard: Onboard
Games Beach: Yes
Green Make Water: Yes
Green Reuse Bottle: Yes
Green Other: We prioritize sustainability and ocean conservation in every aspect of our charter experience. Whenever possible, we source organic and locally grown produce to support the community and provide the freshest ingredients. Guests receive reef-friendly sunscreen and eco-conscious bath products, ensuring minimal impact on marine life. To reduce single-use plastics, we offer filtered water and gift each guest a reusable water bottle. Additionally, we provide reusable beverage tumblers to limit disposable cup waste. Our goal is to inspire guests to appreciate and protect the beautiful oceans and islands we explore. With an ample battery bank, we can run the AC 24/7 while keeping generator use to an efficient average of just 11 hours per day."
Resort Course: $200 per person
Full Course: NA
Compressor: Not Onboard
Num Divers: 8
Num Dives: 3 Included
Minimum charter length:
5 NIGHT MINIMUM
BVI based
⚓SPECIAL⚓
DRAGONFLY is offering 10% discount for any new charters booked and taken in April, May or June 2025.
BVI Only | 7 night Min | Full Board
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: 7 nights over Christmas $51,000 and New Year’s flat rate $53,000 for 2-8 guests. New Year’s charters must start December 28th or later.
Permits and cruising fees are included in the BVI ONLY. Other locations fees will be extra if applicable.
A 48 hour turn is required between charters.
Additional Rates:
HALF-BOARD RATES: Discount of $150 per person
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
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.
Crew are fully vaccinated.
Nation: USA
Nation: USA
Both crew members hold BVI work permits until 10/10/2025. Crew is COVID vaccinated
Jake’s affable good nature, easy-going personality and caring demeanor have made him many, lifelong friends. He is an excellent captain and holds a USCG Master Captain 100-ton certification. He is also a true Renaissance man with an astonishing array of skills and talents. As an adult, Jake won many tournaments playing rugby for years with the Highwaymen Rugby Club. He was a licensed General Contractor and Real Estate Broker in California. Always good with his hands, he is a Master Carpenter/cabinetmaker/furniture maker/boat builder. (He put these skills to great use as a volunteer rebuilding after IRMA in Sint Maarten.)
He can play the guitar, ukulele and piano, and build giant, 6-foot sandcastles. Jake is also a PADI Dive Instructor and SV Dragonfly is stocked with brand new dive gear. He loves showing people the wonders of the underwater environment here in the Caribbean. The fun factor on an interactive charter aboard SV Dragonfly is tremendous!
Jake was born in Pittsburgh, Penn, raised with his brother outside of Atlanta, GA. and moved to California at age 15. With typical humor he says that this tri-state upbringing “resulted in a progressive spirit mixed with southern charm.” The Pacific Ocean inspired his first dreams of sailing and living on the sea. He was 16 and his best friend in high school lived on a sailboat in Sausalito, CA. This playful introduction to seamanship quickly became a lifetime passion.
Jake lives by the motto “Be the random acts of kindness you wish to see in the world.” He cares deeply about the people that come into his life and goes out of his way for them. He wants new friends coming aboard to know; “We live on the boat and consider it our home. We want our guests to feel like it is their home as well while they are with us. We want to welcome them into our lives so they can enjoy what we get to see and do every day.” Welcome to paradise aboard SV Dragonfly!
Chef Stef doesn’t just cook—she creates magic on a plate. Her passion for food is woven into every dish, from the first sizzle in the pan to the final, artful drizzle of sauce. She believes that great food isn’t just about flavors; it’s about connection, comfort, and celebration. And aboard SV Dragonfly, every meal is a love letter to her guests.
Born and raised on a farm in Santa Rosa, California, Stef’s culinary roots run deep. As soon as she could hold a spoon, she was in the kitchen, standing on tiptoes beside her Nona, Mom, and Dad, learning the art of scratch-made meals. Fresh pastas, slow-simmered sauces, garden-picked vegetables—these weren’t just ingredients; they were a way of life. Her childhood was filled with rolling green fields, homegrown produce, and family feasts that stretched into the evening.
That same passion and authenticity now shine in every dish she serves on Dragonfly. Stef doesn’t just cook meals—she curates experiences. Her guests swoon over dishes like braised beef short ribs in rich red wine ragu with pimento cheese grits and her famous Peruvian chicken over fragrant green rice, paired with crispy tostones, sweet plantains, and a vibrant green sauce that keeps people coming back for more. Every bite tells a story, every plate is made with love, and every meal feels like home.
And Stef’s magic doesn’t stop in the galley. She’s a warm and welcoming hostess, an expert first mate, and a patient dive master, always ready to guide guests through their next underwater adventure or help them master the paddleboards. Whether she’s sharing cooking tips, swapping recipes, or just making sure everyone has exactly what they need, Stef’s goal is simple: to make sure her guests aren’t just having a great time—they’re living their best lives.
So come hungry, come happy, and get ready for a culinary journey you’ll never forget. Chef Stef is here to feed your soul—one incredible meal at a time.
Jake and Stef have been together for 15 years and married for 9. They worked together for several years in Northern California before starting their adventure together in the Virgin Islands. The kindness and love they share with each other and those around them is palpable.
They have a blended family consisting of three grown children. A daughter (28) in Seattle Wa, a son (25) in Southern Ca and the youngest son (22) in Northern Ca. They purchased a 5th wheel in the spring of 2023 so they could travel the states during their off time and visit family on the West coast. They are extremely proud of their children and will happily talk about them and share stories.
When they have time off together you can often find them underwater exploring a new or favorite dive site. They often say "I'm the happiest when underwater". They also love to visit with other boat crews, take Parker on adventures, or hang out and recoup while watching a movie.
Security/Cuddle Officer "Parker”
Parker is a well-behaved, adorable 35#, 4-year-old Portuguese Water Dog. He has hair rather than fur, so he does not shed and is hypoallergenic! He has dedicated his entire life to cuddling, swimming, paddle boarding, and being charming. He enjoys dingy rides to shore for potty breaks (he is boat-trained), naps on guests' feet, long walks on the beach, and picking up food that has fallen on the floor. Parker has never met a stranger and he might just be your favorite crew member! He is a Mama’s boy and follows Chef Stef whenever possible.
Parker has been on a charter boat since he was 9 weeks old. He has made over 400 guest friends in his first 3.5 years of duty! He loves going to the dock to visit his friends from other boats, they always have LOTS of love to share. Parker is a great comfort companion, he has a knack for making sure everyone is smiling, happy, and enjoying their vacation. Parker believes he is a lifeguard; he keeps a close eye on water activities and prefers a hand to touch a float at all times. Your safety is his #1 priority!
Parker’s playful and affectionate nature has connected him to everyone he meets. He has become integral to Captain Jake & Chef Stef’s sailing crew. Whether lounging on deck or splashing in the water, Parker's presence brings a sense of joy and companionship to all those around 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.”
Join Parker on his sailing adventure and watch the bond between humans and animals that eclipses all boundaries.
**Parker can be boarded upon request**
