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    1. Local experiences
    2. /Things to do in San Diego…
    3. /Water Activities
    4. /Sailing
    5. /Sunset Sail on a Classic Yacht in San Diego Bay
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    Sunset Sail on a Classic Yacht in San Diego Bay

    A classic-yacht sunset sail with drinks and San Diego Bay views

    4.9 stars• 113 reviews

    Duration

    2.5 Hours

    Ideal For

    Up to 6 people

    Includes

    Craft beer, wine, snacks

    Highlights

    Sail San Diego Bay aboard Liberty, a replica 1904 gaff-rigged Friendship sloop. Take in waterfront landmarks as daylight fades and learn about the bay from an experienced captain.

    • Sail past historic ships, naval vessels, and the cruise ship terminal
    • View the Coronado Bridge and waterfront sights from the bay
    • Learn about San Diego Bay from a captain with more than 50 years of sailing experience
    • Watch for sea lions, dolphins, and pelicans along the way

    What's Included

    • Craft beer
    • White wine
    • Water
    • Packaged snacks
    • Bluetooth speaker
    • Blankets
    • Onboard restroom

    Important details

    • Arrive 15 minutes before departure
    • Sign a liability waiver before sailing
    • Wear rubber-soled shoes; high heels and black-soled shoes are not allowed
    • Bring sunglasses, a hat, and a jacket
    • No pets allowed
    • Bring your own snacks or drinks if you like; red wine is not allowed
    • Paid parking is not included in the listed price
    • Captain gratuity is not included in the listed price

    Cancellation Policy

    Cancel up to 24 hours before departure at no charge. Cancellations within 24 hours of departure or no-shows are responsible for the full charter or cruise amount. Weather cancellations are determined by the captain; if the trip cannot be rescheduled, you will not be charged.

    Product ID: YYBAD6

    FAQs

    Our Harbor Island location at Sunroad Resort Marina is within a 5-minute walk to three waterside restaurants; C-Level (bistro), Island Prime (steaks and seafood), and Coasterra (modern Mexican). Tom Ham's Lighthouse seafood restaurant is at the other end of Harbor Island (1 mile, 20 mins on foot). The Boathouse Restaurant (surf n' turf) at Harbor Island West Marina is a bit closer with marina-side views.

    You may cancel your reservation up to 24 hours prior to departure at no charge. If you cancel within the last 24 hours or fail to show up at boarding, you will be responsible for the full amount. Weather-related cancellations will be determined by the captain. If your cruise is canceled due to weather and we cannot reschedule to your satisfaction, you will not be charged.

    Yes, you may bring snacks and/or beverages, though red wine is not allowed as it can stain the vessel.

    Meeting details

    Safe Harbor Sunroad Marina, 953 Harbor Island Drive, San Diego, CA 92101, Gate #1, Docks A-D

    Experience provided by Sail Liberty

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text 1-877-GREET-WELL

    Report an issue

    Adult

    $125

    0

    Child

    $125

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    4.9
    Excellent
    113 reviews•Google Maps
    95
    0
    0
    0
    1

    Captain Phil is the real draw here, and it shows in nearly every review. Guests consistently rave about his warmth, humor, and deep knowledge of San Diego Bay, its naval history, and the boat itself. The vessel is a beautifully restored replica of a 1905 sloop, and Phil did much of the restoration work himself, which adds a genuinely interesting layer to the experience. The sunset cruise format lends itself to small, intimate groups, which most guests seem to appreciate. Snacks and complimentary drinks are included, and Phil has even been known to store luggage for guests catching flights. Wildlife sightings like dolphins and sea lions come up more than once, which is a nice bonus. Across the board, reviews reflect a relaxed, personal atmosphere that feels a world away from the typical tourist boat tour.

    What people are saying

    Review 1 of 5
    5/5

    My wife and I spent a wonderful evening on the water with Captain Philip, and were lucky enough to watch the full moon rising over downtown shortly after sunset. Sailing on the Liberty was a beautiful experience. Highly recommended. Thanks!

    Photo of Robert K. Brown

    Robert K. Brown

    August 30, 2026

    Review 1 of 1
    5/5

    My wife and I spent a wonderful evening on the water with Captain Philip, and were lucky enough to watch the full moon rising over downtown shortly after sunset. Sailing on the Liberty was a beautiful experience. Highly recommended. Thanks!

    Photo of Robert K. Brown

    Robert K. Brown

    August 30, 2026

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