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Let’s be Real: You’re not truly a San Diegan until you’ve sailed with us. From spontaneous dolphin sightings to jaw-dropping sunsets, this is how locals do life on the water. So if you're looking to level up your coastal cred with a sailing experience that’s classy, cool, and all about the good times, then Sailing Vessel Maile is calling your name. Hourly Rates are Based on Group Size: - Groups of 1-12 Passengers: $525/hr - Groups of 15-22 passengers: $750/hr What's included? - Your Own Local Captain & Crew US Coast Guard certified, super fun, and always up for a great day. - Everything is Included Complimentary Non-Alcoholic Drinks & Snacks Included What's not included? - Alcohol BYOB Allowed (For Now) We're in the process of securing our liquor license. Until then, you're more than welcome to bring your own beer and wine. We have large ice chest to keep your drinks cold. Please Note No Red Wine Permitted. Itinerary You Call the Shots You pick the time, the length, and the activity. Sail the Bay or open ocean, drop anchor for a swim, or add catering and a bar package. Highlights Whether you're sipping local craft brews with friends, celebrating a special family moment, or just soaking up the SoCal sunshine, you’re getting a one-of-a-kind vibe that’s equal parts upscale and down-to-earth. Our Captains & Crew? The best in the biz. Our captains know these waters like the back of their hand and bring that signature charm that’s made us a local legend.
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Sailing San Diego Bay Since 1988. People come to San Diego – whether for a visit or for a lifetime – because they're looking for something special. That laid-back, unpretentious, SoCal lifestyle. When you sail with us, that's exactly what you'll find. As a locally-owned company with deep roots here, we love sharing the real San Diego – the one best seen from the water. With us, you're sailing with friends. Cal & the Sail San Diego Team
You’ll get directions to the departure location when you make a booking.
Full refund up to 3 days prior.
Cancellation Policy We understand things happen and plans change, that's why we have the most flexible cancellation policy in the industry. Reservations are 100% refundable if canceled outside of 72 hours of the date of the departure. Weather Policy Our company does not operate in unsafe weather conditions, but a light rain shower is not a deterrent. The Captain will assess the weather and should the Captain determine that the conditions are unsafe to run the charter, the charter may be rescheduled or it will be canceled. - If a trip is canceled by Sail San Diego for any reason, you will have the option of receiving store credit for a future trip or receiving a full refund.