Discover the magic of the sea | Westsail 43' Private Sailing Tours

A Sailing Experience That’s More Than a Boat Ride” Step aboard our beautifully restored locally built 45'+, a world-class ocean voyager offering a smooth, stable, and unforgettable sailing experience on San Diego Bay. Our platform goes far beyond a basic boat rental—we deliver a true maritime escape with comfort, class, and decades of expertise. Why Choose Our Experience Over the Rest? A Yacht Built for Crossing Oceans, and yet Perfect for the Bay… Our Westsail-43 is a heavy-displacement, full-keel bluewater cruiser—designed to cross oceans, yet incredibly comfortable in local harbor conditions. Unlike lighter, bouncy boats or cramped modern hulls, our yacht cuts through chop and wakes with grace—offering a ride that's smooth, quiet, and relaxing for all guests. Decades of Charter Experience With years of on-ocean, sailing and charter experience in San Diego and abroad, we know the waters—and what makes a charter exceptional. You're not just booking a boat; you're booking with seasoned professionals who anticipate your needs and deliver a five-star experience. Comfort Without Compromise - Spacious cockpit, flat cabin top areas, salon cabin areas with large table area for spreading out snacks, beverages, or catered meals - a full galley, and a traditional head - Full-size fridge(s) for use upon request - Thoughtfully designed seating areas—everyone gets a good view and a comfortable seat. - A one of a kind ‘stand over water’ experience ‘bow-sprit’, this unique feature is not offered by any other San Diego tour Company! A True Sailing Adventure When there’s wind, we sail. Period. Our traditional rig is one of a kind, and we love to share the experience of real, quiet sailing powered only by the wind. It’s peaceful, inspiring, and refreshingly unplugged. Smooth Ride = Happy Guests The Westsail 43’s solid construction provides an unmatched level of stability—perfect for families, seniors, or guests prone to motion sensitivity. You’ll feel the difference from the moment we leave the dock. Safe, Clean, & Private High railings, wide decks, and a deep cockpit make for a safe and secure trip. We sanitize thoroughly before every trip, and we only offer private charters—no sharing space with strangers. Rates: - 3 Hours: $99 per person (6-person minimum) - 6 Hours: $165 per person (7-person minimum) Private tours only. BYOB welcome. Ask about catering options. More Than Just a Boat — It’s a Platform for Memorable Moments We don’t just put you on a boat—we deliver a complete experience curated with care. Whether it’s a romantic escape, family outing, or celebration with friends, we tailor each sail to your pace and your preferences. Location: Conveniently located near downtown San Diego across from major hotels and the airport with easy access to all major marinas and waterfront attractions. Parking available. Tell us your PARTY preferences and we’ll do the rest. You’ll get to enjoy both an incredible and a relaxing experience, with lots of space for your group to settle in, stretch out, and feel comfortably right at home while away from home, but with the added adventure happening all around as you seas the day.