Is this your business?

Claim Sail San Diego to manage your booking page, respond to reviews, and get more customers.

Claim Free

Sail San Diego

5.0(830 reviews)

Sail San Diego has been offering top-rated sailing experiences since 1988, establishing itself as a premier choice for anyone looking to explore the San Diego coast by water. The company specializes in a diverse range of sailing adventures, from intimate private charters to large group outings, each tailored to create memorable moments on the Pacific. Their signature experiences include morning sails for early risers, midday sails when the wind is strongest and the water conditions are ideal, and their most popular sunset sails where guests can enjoy San Diego's famous cotton-candy skies with drinks in hand. Beyond standard tours, Sail San Diego caters to special occasions with bachelorette sails, proposal sails, birthday parties, and corporate outings, making them a go-to for celebrating life's milestones on the water. The captains are local experts who know the coast intimately, ensuring guests experience the best of what San Diego's waters have to offer. With a laid-back, easy-going atmosphere and consistently high ratings including a 2024 Tripadvisor Travelers' Choice Award for Best of North America, the company has built a reputation for exceptional service. Whether you're a seasoned sailor or someone experiencing their first time on a sailboat, Sail San Diego welcomes everyone to discover the unique, totally laid-back way to see the city from the water.

2720 Shelter Island Dr, San Diego, CA 92106, USA, San Diego, California (619) 297-7426 Website

Services

Morning Sails

Calm waters and mild wind sailing experience lasting 2 hours. Perfect for those short on time with potential wildlife spotting.

$94120 min
Midday Sails

Peak San Diego sailing experience with good wind conditions and water. 3-hour sailing charter for 6-10 guests.

$115180 min
Sunset Sails

End your day on the water with drinks and views of San Diego's famous cotton-candy skies. Most popular sailing experience, 3 hours for 6-10 guests.

$126180 min
Private All-Day Sails

Six-hour private sailing experience including coastal sailing, wildlife viewing, and swimming opportunities. For up to 10 guests.

$750360 min
Large Group Sails

Premium sailing experience on a 50 ft private sailing yacht for groups up to 22 guests. Perfect for events with options for anchor and swim, Rady Shell concerts, and catering packages.

$0120 min
4th of July Sail

Special holiday sailing charter with drinks and open water sailing for 1-10 guests, lasting 2.5 hours.

$1007150 min
Corporate Outings

Team sailing experiences for groups of 2-100+ guests. Options include racing regattas, VIP executive sails, and team incentive outings for entertaining clients and team building.

$060 min
Bachelorette Sails

Special sailing charter experience for bachelorette parties with customizable options.

$060 min
Proposal Sails

Romantic sailing charter designed for marriage proposals and engagements.

$060 min
Birthday Parties

Sailing charter experience tailored for birthday celebrations with group customization.

$060 min

Ready to book?

Book directly with Sail San Diego. Secure payments, instant confirmation.

Book Now

Browse more businesses in San Diego · All categories · Addagio Marketplace