Top Santa Monica Sailing Tours

Old Plank Sailing Adventures is a boutique luxury sailing charter and aquatic expedition company, delivering gourmet 5-star experiences on the sparkling waters of Santa Monica Bay and beyond. Founded by Captain & Chef Matthew Mancini—a USCG-licensed master mariner and culinary artist—we’re backed by a tight-knit crew of lifelong ocean lovers who live for the sea. We move with the currents, plan by the tides, and chase the sun across the SoCal Riviera. Deeply passionate about exceptional food and the profound harmony of the ocean Committed to sharing the transformative peace that comes from syncing with the rhythms of the waves Overjoyed to pass on our lifelong love for sailing, gourmet cuisine, and the healing magic of the water—turning every guest into part of the crew (and often lifelong friends)

If you’re looking for a relaxing way to take in the sights of Los Angeles without having to fight the traffic on land, this Los Angeles brunch cruise from Marina del Rey is an ideal pick. Set sail on the water and enjoy unlimited mimosas, Champagne, and sparkling cider, as you fully indulge in a delicious brunch, complete with starters, a main course, and dessert, too. Plus, your cruise provides live music to listen to as you sail.

On this small-group kayaking or paddleboard tour, you’ll hit the scenic coastlines of Marina del Ray for a hands-on nature immersion. Learn kayaking or paddleboard techniques from your guide, and get a chance to spot local wildlife like sea lions, dolphins, and different varieties of seabird. Tours are capped at only seven participants for a personalized experience.

Take an electric Duffy boat to explore Marina Del Rey, a laid-back coastal community with boats, beaches and cycle paths. Explore its water ways and look out for sea lions, coastal birds, boat houses and enormous luxury yachts. It’s a relaxing way to enjoy the water, get a sense of the community and connect with nature. This shared experience comes with a fine selection of meat, cheese, fruit and wine.

Live the Mediterranean dream in Southern California on a sailing adventure in the Santa Monica Bay. We are a boutique luxury sailing charter with gourmet cuisine and a love of the sea. We take our guests on a safe, fun and memorable sailing past the mountains of Malibu, the famous Santa Monica pier and Venice Beach boardwalk. Let us share the joy of sailing with you!