Private Sailboat Cruise & Wine Tasting in San Diego

Bring your group together for a private San Diego outing suited to celebrations and relaxed time on the water. Enjoy personalized hosting and time to take in the waterfront atmosphere.

• Celebrate a date night, birthday, proposal, or group outing
• Travel with a professional captain or host
• Capture photos along San Diego's waterfront
• Pack a jacket or sweater for the sea breeze
• Wear comfortable footwear

Itinerary

3:00 PM – Meet & Welcome at San Diego Marina Meet your guide or captain at the boarding point. Brief introduction and safety overview.

3:15 PM – Private Sailing Experience in San Diego Bay Board a private sailboat for a 90-minute scenic cruise. Enjoy panoramic views of Downtown San Diego, the Coronado Bridge, USS Midway, and the Pacific coastline.

4:45 PM – Disembark & Transfer to Urban Winery After the cruise, you will be comfortably transferred to a local urban winery to continue the experience.

5:00 PM – Wine Tasting with Light Pairing Enjoy a guided tasting of local wines paired with a cheese or charcuterie board (subject to availability). This is a private and personalized experience.

6:30 PM – Free Time to Explore or Purchase Wines Take time to shop, capture photos, or relax with an additional glass of wine (optional).

7:00 PM – Return Transfer or Hotel Drop-Off (if arranged) Conclude the experience with a comfortable transfer back to the starting point or continue your evening in the city.

8:00 PM – End of Tour

What's Included

• Professional host or guide
• Bottled water
• All taxes and port fees

Important details

• Arrive at least 10 minutes before departure for check-in
• Wine tasting is for ages 21+ only; bring valid photo ID
• No outside alcohol is allowed
• Light snacks are allowed with prior notice
• No swimming is allowed during the sailing portion