Join an exclusive investor tour of the historic Fiddlers Green in San Diego followed by a stylish 2-hour yacht sail. Network, explore innovative designs, and enjoy coastal views with Sail San Diego.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
3–4 hours total
Fitness Level
Suitable for all fitness levels; mostly standing and walking during the tour with relaxed seating on the yacht.
Wildlife
History
Fiddlers Green has long been a beloved San Diego waterfront venue with a rich maritime heritage tied to the area’s fishing and boating culture.
Conservation
Sail San Diego promotes responsible boating practices to protect marine habitats and minimize waste during events.
Sail San Diego
Join an exclusive investor tour of the historic Fiddlers Green in San Diego followed by a stylish 2-hour yacht sail. Network, explore innovative designs, and enjoy coastal views with Sail San Diego.
Sail San Diego operates a fleet of premium sailboat charters in San Diego Bay and the Pacific Ocean. They offer private and ticketed sails tailored to small groups, bachelorette and bachelor parties, wildlife watching, and full-day charters. Trips include private morning, midday, sunset and all-day sails, ticketed morning, midday and sunset cruises, themed bachelor and bachelorette sails, an Easter Sunday special, and a dedicated whale-watching sail for migrating Grey Whales. Charters accommodate up to twelve guests on private sails and smaller ticketed departures for groups of six or fewer. Options include bareboat charters for experienced sailors or a licensed captain for guests who prefer to relax. Complimentary drinks and snacks are provided on every trip. Safety is prioritized with well maintained vessels, experienced captains, and local knowledge of weather and marine conditions. Sail San Diego emphasizes personalized itineraries, respectful wildlife viewing practices, and clear booking policies, including transparent pricing and duration details. Reviews highlight friendly crews, clean boats, and memorable coastal views. Reservations are available for single tickets or private charters and include flexible time slots for morning, midday, sunset and all-day adventures. Sail San Diego is licensed to operate in San Diego waters and follows local regulations and marine guidelines. Whether guests seek a short family outing, a romantic sunset, a lively celebration, or a focused wildlife experience, Sail San Diego delivers professional service, comfortable boats, and reliable scheduling for memorable time on the water.
Experienced crews provide local commentary, navigation, and attentive service throughout each sailing experience daily.
Max Guests
Up to 12
Private sails seat up to 12 guests
Trips Offered
10 Trips
Morning, midday, sunset, all-day, specials
Duration
2–6 hours
Morning two hour to six hour options
Included
Drinks & Snacks
Complimentary on every trip
Book a private charter or join a ticketed cruise for morning, midday, sunset, or whale watching adventures.
Dress in layers
San Diego's coastal weather can shift quickly, so bring a light jacket or sweater for the yacht sail.
Arrive early for check-in
Plan to arrive at least 15 minutes before the tour starts to ensure a smooth check-in and boarding process.
Stay hydrated
Although refreshments are provided, bring a water bottle to stay hydrated during the sail, especially in spring and summer.
Wear non-slip shoes
Yacht decks can be slippery; comfortable non-slip footwear is recommended for safety.
Light jacket or windbreaker
Protects against cool breezes and early morning fog on the water.
spring
Non-slip shoes
Ensures safety while boarding and moving around the yacht.
Sunglasses
Shields your eyes from bright sun glare on the bay.
summer
Reusable water bottle
Keeps you hydrated throughout the sail and tour.