Romance on the Bay: Private Sailing Adventures in San Diego
Difficulty
easy
Duration
3 hours
Fitness Level
Suitable for all fitness levels; no sailing experience required.
Overview
Set sail on San Diego Bay with a private 3-hour day or sunset cruise that blends serene waters, iconic views, and personalized service. Celebrate special moments with drinks, snacks, and the city skyline as your backdrop.
Romance on the Bay
3-Hour Private Sail • Engagements • Proposals
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About This Adventure
Experience an unforgettable private sailing adventure, perfect for celebrating special moments with loved ones. Choose between a serene 3-hour day sail or a breathtaking sunset sail. Enjoy complimentary drinks and snacks as you create lasting memories on the water, with the option to bring your own captain for added flexibility.
About
Celebrate your lives together on this private sailing experience. Set sail with just the two of you or include your friends, family & guests to join you.
Duration
3 Hours - Set sail on a 3-hour Day Sail or Sunset Sail. Our departure times are adjusted to seasonal sunset patterns.
Rates
Private Charter: 1–6 People - $595 (Comes with Captain)
Bareboat Charter: 7-12 People - $595 - $1,000 (Captain not Included)
Bareboat Charter Info: Following current Coast Guard regulations, your Bareboat Charter doesn't include a Captain. But don't worry, we have a list of skilled Licensed Captains familiar with our program and boats. Captains on our roster charge $50 an hour (or $75 for bank holidays), plus tips, payable directly to them after the trip.
More Info
- All beer, seltzers, non-alcoholic drinks and snacks are complimentary. We don’t give you just one and have you pay for more! 🥂
Adventure Tips
Book Your Preferred Time Early
Sunset sails fill up quickly—reserve your spot in advance to catch the perfect evening light.
Bring Layers
Even in summer, the bay breeze can get chilly after sunset—pack a light jacket.
Consider Your Captain Options
You can bring your own captain for a personalized sailing experience or use the provided crew.
Arrive Early for Check-In
Plan to arrive 15 minutes before departure to manage boarding smoothly and enjoy pre-sail views.
Local Insights
Wildlife
- California sea lions
- Occasional bottlenose dolphins
History
San Diego Bay has served as a vital naval and commercial harbor since the early 19th century, shaping the city’s maritime heritage.
Conservation
Operators follow strict regulations to protect marine habitats and encourage responsible boating practices to minimize environmental impact.
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Adventure Hotspots in San Diego
Frequently Asked Questions
Recommended Gear
Windbreaker Jacket
Protect against the cool bay breeze especially during evening sails.
summer specific
Sunscreen
Shield your skin from strong sun exposure while on open water.
summer specific
Motion Sickness Bands or Medication
Helpful if you’re prone to seasickness on the water.
Sunglasses
Reduce glare off the water and protect your eyes.
summer specific