Stay on a clean & comfortable Catalina 42. Come for a sail, snorkel, have a great meal, then relax.

A sailboat named Perla floating on water under a clear blue sky, with a kayak on top of the boat.
Interior of a boat with wood paneling, a gray cushioned seating area, a wooden table, a small rug, a TV, and Christmas decorations including a Santa hat on a plush monkey, tinsel, and string lights.
A view from the deck of a boat showing metal railings, a small door, some wooden flooring, a white wall, and a water body. Part of the boat's motor and a small dinghy are visible.
A white sailboat named Perla sailing on blue water under clear sky.
A beach with light-colored sand, turquoise water, and a view of distant islands or peninsulas with green vegetation. Two sailboats are floating in the water, and the sky is cloudy with dark clouds.
View of a tropical beach with turquoise water, a small green island, and a blue sky with scattered clouds, seen through a window frame with lace curtains.
Beach with rocks, calm water, sailboats, and a colorful sunset sky with clouds.
View from a sailboat showing a person's feet and legs stretched out on the boat's deck, blue and white ropes, a red towel, a white bucket, a small dinghy boat raised above on a rack, and a bright blue sky with some clouds over the ocean in the background.
A black acoustic guitar resting on a wooden surface with a wood-paneled wall and cabinet in the background.
A young woman with long dark hair sitting on a gray couch in a room with wooden walls, holding a mug in her left hand. She's wearing a white tank top and patterned shorts, with her feet resting on the couch armrest. A television is mounted on the wall above, and a plush toy of Stitch wearing a Santa hat is perched on top of the TV. A window is visible on the upper left side of the image.
View of a cozy interior room on a boat, featuring wooden paneling, a small hatch window allowing natural light, a guitar placed on the bed or seat, and various storage compartments.
A close-up image of a speckled granite surface with black, white, and gray mineral grains.
A woman in a green bikini standing barefoot on a boat, holding a paddle, with a sailboard and a sailboat in the background on the water under a partly cloudy sky.
Scenic view of a turquoise lake surrounded by lush green hills and mountains, with several sailboats anchored in the water. In the foreground, there are old stone ruins with overgrown vegetation.
Small bathroom with a toilet, sink, mirror, and window with a beige shade. A towel hangs on a hook, and a flower pot and a colorful container are next to the sink.
A small bathroom with a skylight, a shower with a curtain featuring sea shells and starfish, a mirror with a small cactus in a yellow pot, a white sink with a beige basin, and a wooden cabinet. There are also a few personal items on the counter including hand soap, lotion, and a small decorative frog.
Close-up photo of a textured, weathered rock surface with white chalk markings in a spiral pattern.
View from a boat showing the sunset over the ocean, with small islands in the distance. The photo includes parts of the boat's structure, a small inflatable dinghy, and a motor mounted on the boat. There is a partly cloudy sky with the sun setting near the horizon.
A natural scene with a deep hole surrounded by rocks and surrounded by greenery and vines.
Scenic view of a bay with water, surrounded by green hills and some industrial structures, under a partly cloudy sky.
A man sitting indoors at a table, holding a guitar, wearing sunglasses, a hat, a black T-shirt, shorts, and Adidas slides, with a kitchen in the background.
A scenic view of a sunset over a body of water, with hills and mountains in the background and clouds illuminated by the setting sun.
A man wearing glasses and an orange cap with a bear on it, smiling, standing on a boat during sunset over a body of water with a cloudy sky.

Meet Captain Clay Mills - USCG 50 Ton

Sailpony Charters is led by a captain whose life has been shaped by the sea for more than five decades. His sailing experience began in 1972 along the California coast and the Channel Islands, where he lived aboard a 40-foot wooden sailing sloop with his father. Those formative years—anchoring at Anacapa and Santa Cruz Islands and learning seamanship through daily life afloat—laid the foundation for a lifelong career under sail. In 1981, he began working for a charter sailing club, regularly sailing to the Channel Islands. By 1984, he owned and sailed a 30-foot Blanchard sloop in Long Island, New York, navigating Long Island Sound and the Hudson River. Following service in the U.S. Army, he attended a one-year boatbuilding school in Washington State while sailing throughout Puget Sound, combining hands-on construction knowledge with practical offshore experience. His career then expanded into the Caribbean, where he built, delivered, raced, and sailed large catamarans throughout the U.S. Virgin Islands, British Virgin Islands, and beyond. He delivered Gold Coast Yacht Catamarans to destinations throughout the Caribbean and the Bahamas, helped build a charter catamaran in Puerto La Cruz, Venezuela, crewed aboard the large trimaran Wanderlust, and captained private and crewed charters aboard vessels including a Morgan 50. Among his most meaningful voyages was helping to build and sail a traditional dugout canoe in Dominica, followed by a journey deep into the Orinoco River system from Venezuela to Guyana, reconnecting Dominican Carib Indians with their ancestral roots. Returning to the United States, he managed a sailing club in Redondo Beach, California, teaching ASA sailing courses and leading voyages throughout Southern California and to Catalina and the northern Channel Islands. He later moved to the San Francisco Bay Area, where he taught U.S. Sailing courses out of Sausalito, managed and lived aboard a 75-foot schooner, sailed a Pearson Ariel, sold boats for McGrath Yachts, and repaired, restored, and delivered vessels along the California coast from San Diego to San Francisco. In Marblehead, Massachusetts, he restored multiple fishing and sailing vessels before restoring a 30-foot sloop and sailing from New England to Hilton Head, South Carolina, and onward to Key West, Florida. For seven years, he served as a Scouting America captain at Sea Base in Islamorada, leading sailing, fishing, and snorkeling expeditions throughout the Florida Keys, from Key West to Key Largo. During this time, he also captained private charters throughout the Lower Keys, including voyages to Dry Tortugas and Marathon. Most recently, he purchased and restored a Catalina 42 in Northern Lake Champlain, Vermont, sailed her back to Key West, and now the Virgin Islands—Bringing together inland waters, offshore passages, and decades of accumulated seamanship. Clay reflects a lifetime of global sailing, vessel restoration, instruction, and exploration. Guests are guided by deep experience, calm professionalism, and a genuine respect for the sea—offering everyone a full marine experience.

Perla's World