
Soggy Doggy
Locations
Soggy Doggy Overview
SOGGY DOGGY is a 2019 Leopard 50 designed for open-air living, with the next-generation layout that helped make the Leopard line a fleet favorite. Her extra-spacious flybridge is a standout, offering lounge seating, a table, and a sunbed, along with generous headroom even under sail so guests can move comfortably without the boom overhead. Floating stairs connect the aft cockpit to the flybridge, while Leopard’s signature helm placement keeps the captain part of the social atmosphere.
Accommodating up to 6 guests, SOGGY DOGGY offers 1 master owner’s suite and 2 queen cabins. Water toys add plenty of fun between anchorages, while the yacht’s breezy layout and multiple gathering spaces make it easy to settle into island time. Social, comfortable, and thoughtfully designed, SOGGY DOGGY delivers relaxed Caribbean cruising with room to enjoy every moment.
Pricing
Meet The Crew

Kevin Baker
Captain
With a lifelong passion for the ocean, Captain Kevin Baker brings decades of maritime experience, leadership, and hospitality to every charter. Growing up in Hawaii, where sailing and surfing were a way of life, he developed an early connection to the sea that eventually led him to embrace life as a liveaboard sailor.
For four years, Kevin and his wife of more than 30 years made their sailboat their home, cruising extensively along the U.S. East Coast, throughout the Bahamas, the Caribbean, and Central America—from Guatemala in the west to Grenada in the south. These years of exploration deepened both his seamanship and his appreciation for the unique experiences that life on the water offers.
Kevin's professional background includes service as a boat operator in the U.S. Coast Guard, where he built a strong foundation in navigation, vessel operations, safety, and professionalism. Throughout his career, he has operated a wide variety of both sailing and power vessels in diverse cruising conditions. He also served as captain of a youth sailing program, leading multi-day adventures while inspiring confidence, teamwork, and a lifelong love of sailing in the next generation.
As a charter captain, Kevin is dedicated to creating safe, personalized, and unforgettable experiences for every guest. Whether introducing newcomers to sailing, exploring secluded anchorages, or simply enjoying a peaceful afternoon under sail, his calm demeanor, attention to detail, and genuine hospitality help guests feel welcome, comfortable, and completely at ease from the moment they step aboard.

Jennifer Baker
Chef/First Mate
Chef Jennifer Baker
Raised in California and shaped by 13 years living in Hawaii, Chef Jennifer Baker developed a lifelong connection to the ocean, an appreciation for diverse cultures, and a natural passion for hospitality. Her love of cooking has always centered on creating fresh, thoughtful meals that bring people together, whether ashore or at sea.
For the past four years, Jennifer has embraced the liveaboard lifestyle, cruising extensively aboard a sailboat with her husband of more than 30 years. This experience has strengthened her creativity, adaptability, and resourcefulness in the galley, allowing her to prepare high-quality meals while living and working on the water.
Jennifer further refined her culinary skills through a culinary boot camp with the Culinary Institute of America, building a strong foundation in professional techniques while developing a style focused on fresh ingredients, flavorful cuisine, and welcoming hospitality.
Her experience as first mate aboard a chartered youth sailing program reflects her hands-on approach to life at sea. From teaching young sailors the rhythms of living aboard to supporting daily vessel operations and safety, she is known for her calm presence, positive attitude, and ability to make others feel comfortable and confident.
Blending her coastal roots, culinary training, and years of sailing experience, Jennifer is dedicated to creating memorable dining experiences that elevate every charter. Her thoughtfully prepared meals, warm hospitality, and genuine care for her guests ensure that every voyage is as enjoyable around the table as it is under sail.
Captain Kevin Baker and Chef Jennifer Baker bring decades of shared adventure, seamanship, and hospitality to every charter. Having spent years cruising together aboard their own sailboat throughout the U.S. East Coast, the Bahamas, Caribbean, and Central America, they understand what it takes to create a relaxed, welcoming, and unforgettable experience on the water.
Kevin's extensive maritime background, calm leadership, and commitment to safety are perfectly complemented by Jennifer's creative cuisine, warm hospitality, and thoughtful attention to every guest. Together, they create an atmosphere where personalized service, memorable meals, and genuine connection come naturally.
Click each crew profile to learn more about their background, experience, and personal story.
Amenities
- VCR/DVD
- Salon Stereo
- iPod/MP3
- CDs
- DVDs
- Books
- Board Games
- Hammock
- BBQ
- Deck Shower
- Hair Dryer
- Ice Maker
- Generator
- Inverter
- Dining × 6
- Internet/WiFi — Onboard WIFI
Watersports & Toys
- Dinghy — size: 12' GODIAC ELITE 360, paxes: 6, engine: 30
- Kneeboard
- Tube
- Floating Mats
- Stand-up Paddle Boards
- Snorkel Gear
- Swim Platform — Scoop Steps
- Boarding Ladder — Stern Sugar Scoops
- Beach Games
- Fishing Gear — type: Trolling and Casting, rods: 2
- Deep Sea Fishing
- Fishing Permit # — USVI only























