Set sail on a private evening adventure with cocktails and coastal views along San Diego’s stunning shoreline. Discover why the Sunset Sail Soiree is the perfect blend of relaxation and fun!
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
2–3 hours
Fitness Level
Suitable for most fitness levels as little physical exertion is required; participants should be comfortable sitting and moving on a boat.
Wildlife
History
San Diego’s coastal waters have been historically used by the Kumeyaay people and were later central to the city's maritime development.
Conservation
Sail San Diego practices sustainable boating by minimizing waste and protecting marine habitats during each trip.
Sail San Diego
Set sail on a private evening adventure with cocktails and coastal views along San Diego’s stunning shoreline. Discover why the Sunset Sail Soiree is the perfect blend of relaxation and fun!
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.
Arrive Early for the Best Boarding Experience
Plan to arrive at least 15 minutes before departure to ensure a smooth check-in and a chance to settle on the boat.
Dress in Layers
Evenings on the water can get cool and breezy, so wear layers to stay comfortable throughout the sail.
Bring a Camera or Smartphone
Capture the stunning sunset and coastline views to remember your special evening.
Motion Sickness Precautions
If you’re prone to seasickness, consider taking medication before the trip to ensure a comfortable experience.
Light Jacket or Windbreaker
Keeps you warm against cool ocean breezes during evening sails.
fall
Sunscreen
Protects your skin from sun exposure during the daylight portion of the trip.
summer
Comfortable Footwear
Provides good grip and comfort while moving around the boat.
Camera or Smartphone
Captures the beautiful sunset and scenic views.