Sail San Diego
4.9(849)
About
Sail San Diego offers a distinctive way to host business events with private charters on the Maile, a beautifully restored 50-foot sailing yacht. Ideal for groups up to 22, the vessel provides a relaxed yet polished setting for client entertainment, team outings, or executive retreats against the backdrop of San Diego Bay’s stunning coastline.
Each charter includes a US Coast Guard-certified captain and a full service experience with included snacks, beverages, and attentive crew. The venue’s seamless blend of casual luxury and local character makes it a memorable choice for corporate gatherings looking to escape the ordinary conference room.
Best for
- Client entertaining with sunset views
- Team-building sails & group outings
- Executive offsites on the water
Standout features
Vessel Quality
Lovingly restored 50-foot sailing yacht
The Maile is a stunning, well-maintained classic yacht that offers a premium sailing experience with beautiful design and ample space for groups up to 22 guests.
Scenic Experience
Sunset sails with panoramic water views
Guests enjoy magical sunsets over San Diego from the water, combining relaxing and elevated vibes with spectacular city and bay vistas.
Hospitality
Inclusive snacks, beverages, and cozy amenities
All sails include beer, soda, snacks, and blankets, enhancing comfort and convenience so guests can focus on the experience without extra planning.
At a glance
Location & hours
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Hours
Sunday9am – 5pm
Monday9am – 5pm
Tuesday9am – 5pm
Wednesday9am – 5pm
Thursday9am – 5pm
Friday9am – 5pm
Saturday9am – 5pm
Rated 4.9 on Google · 849 reviews