A private two-hour sunset sail for two on San Diego Bay aboard a 36-foot classic mahogany boat. Expect skyline views, a complimentary drink, light snacks, and knowledgeable local commentary as you cruise past Coronado and Point Loma.
A private two-hour sunset sail for two on San Diego Bay aboard a 36-foot classic mahogany boat. Expect skyline views, a complimentary drink, light snacks, and knowledgeable local commentary as you cruise past Coronado and Point Loma.
The sun leans low over San Diego Bay and the city skyline becomes a band of light as a 36-foot mahogany sailboat slips from the marina. Onboard for two, the wind takes the lead and the captain trims the sails—each gust nudging you toward Coronado’s silhouette and the dark curve of Point Loma.
Verified experiences and guided adventures in the surrounding area.
Operated by San Diego Sailing Tours · San Diego, California
The sun leans low over San Diego Bay and the city skyline becomes a band of light as a 36-foot mahogany sailboat slips from the marina. Onboard for two, the wind takes the lead and the captain trims the sails—each gust nudging you toward Coronado’s silhouette and the dark curve of Point Loma.
San Diego Bay is a working harbor with centuries of layers: Tongva and Kumeyaay people first paddled these waters, Spanish galleons later charted the coast, and the U.S. Navy shaped the waterfront into the deep natural harbor it is today. From the deck you’ll pass downtown’s waterfront, the aircraft carrier museum at the pier, and low coastal bluffs that frame the harbor’s mouth—reminders that this is both a cultural crossroads and a protected maritime landscape.
Expect an intimate, two-hour cruise that focuses on atmosphere and view rather than long-distance sailing. The vessel’s classic lines and warm woodwork make for comfortable circulation and unobstructed sightlines. Captains offer light snacks, bottled water and one complimentary beer, glass of wine, or champagne; service animals are permitted.
Practical notes: meet at the Marina near the Amazon locker left of the marina office; arrivals 10–15 minutes early simplify boarding. Dress in layers and bring non-slip shoes—the wind cools quickly once the sun drops. If you’re prone to seasickness, take medication beforehand and sit mid-boat where motion is steadier. Photography is straightforward from the deck, but be mindful of other guests and the crew’s instructions during maneuvers. With a calm sea and good light, this sail is a concise, high-impact way to experience San Diego’s harbor at sunset.
Yes. The listing is for a private sail reserved for two passengers with a dedicated captain and crew.
You meet at the marina by the Amazon locker located directly to the left of the Marina office—look for the meeting instructions on your booking confirmation.
You can receive a full refund if you cancel at least 24 hours before the scheduled departure time; no refund for cancellations within 24 hours.
Service animals are allowed; for other pets check with the operator ahead of time as space and policies vary.
San Diego Sailing Tours operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




The sun leans low over San Diego Bay and the city skyline becomes a band of light as a 36-foot mahogany sailboat slips from the marina. Onboard for two, the wind takes the lead and the captain trims the sails—each gust nudging you toward Coronado’s silhouette and the dark curve of Point Loma.
The sun leans low over San Diego Bay and the city skyline becomes a band of light as a 36-foot mahogany sailboat slips from the marina. Onboard for two, the wind takes the lead and the captain trims the sails—each gust nudging you toward Coronado’s silhouette and the dark curve of Point Loma.
San Diego Bay is a working harbor with centuries of layers: Tongva and Kumeyaay people first paddled these waters, Spanish galleons later charted the coast, and the U.S. Navy shaped the waterfront into the deep natural harbor it is today. From the deck you’ll pass downtown’s waterfront, the aircraft carrier museum at the pier, and low coastal bluffs that frame the harbor’s mouth—reminders that this is both a cultural crossroads and a protected maritime landscape.
Expect an intimate, two-hour cruise that focuses on atmosphere and view rather than long-distance sailing. The vessel’s classic lines and warm woodwork make for comfortable circulation and unobstructed sightlines. Captains offer light snacks, bottled water and one complimentary beer, glass of wine, or champagne; service animals are permitted.
Practical notes: meet at the Marina near the Amazon locker left of the marina office; arrivals 10–15 minutes early simplify boarding. Dress in layers and bring non-slip shoes—the wind cools quickly once the sun drops. If you’re prone to seasickness, take medication beforehand and sit mid-boat where motion is steadier. Photography is straightforward from the deck, but be mindful of other guests and the crew’s instructions during maneuvers. With a calm sea and good light, this sail is a concise, high-impact way to experience San Diego’s harbor at sunset.