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    1. Local experiences
    2. /Things to do in San Diego…
    3. /Water Activities
    4. /Sailing
    5. /San Diego 2.5-Hour Private Day Sail
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    San Diego 2.5-Hour Private Day Sail

    Take the helm on a private sail past San Diego landmarks

    5.0 stars• 307 reviews
    From$524incl. taxes and fees

    Duration

    2.5 hours

    Ideal For

    Up to 12 people

    Includes

    Sailboat rental, captain, drinks

    Highlights

    Explore San Diego Bay on a private sail with views of downtown and Coronado. Take the helm with your captain's help or relax as you cruise.
    • Choose a route toward Coronado Bridge or the seals
    • View landmarks including USS Midway, Seaport Village, and the Rady Shell
    • Feel the boat tilt when sails are raised in suitable conditions
    • Bring food and soft drinks for the sail
    • Enjoy light alcohol in moderation; hard liquor and red wine are not allowed

    What's Included

    • Warm windproof blankets
    • Life jackets
    • Coconut water, ginger ale, juices, and water
    • Chocolate cookies and potato chips

    Know before you go

    • Arrive 20 minutes before departure to allow time to navigate the marina
    • Complete the Wherewolf waiver before departure
    • Sign a bareboat contract and captain's agreement on the day of your sail
    • Wear a life jacket if you are age 12 or under
    • Expect cooler conditions on the water and bring warm layers

    Cancellation Policy

    Full refund when you cancel at least 24 hours before your sail. Sailings operate rain or shine; rescheduling is available if weather is unpleasant.

    FAQs

    Complete the Wherewolf waiver before departure. Sign the bareboat contract and captain's agreement on the day of your sail.

    Bring a hat, sunscreen, removable shoes, and warm layers. Go barefoot for stability, or bring non-slip socks or a clean pair of boat shoes.

    Choose a route toward Coronado Bridge to see downtown landmarks, or take a morning route to circle the seals before sailing back.

    Experience provided by Sea Monkey Adventures
    Experience provided by Sea Monkey Adventures

    Related locations

    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

    Reference #6U9358

    Private: 2 Guests

    $524.70

    Bareboat

    0

    Private: 3 Guests

    $524.70

    Bareboat

    0

    Private: 4 Guests

    $524.70

    Bareboat

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    Private: 5 Guests

    $524.70

    Bareboat

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    Private: 6 Guests

    $524.70

    Bareboat

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    Private: 7 Guests

    $736.70

    Bareboat

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    Private: 8 Guests

    $736.70

    Bareboat

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    Private: 9 Guests

    $736.70

    Bareboat

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    Private: 10 Guests

    $736.70

    Bareboat

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    Private: 11 Guests

    $842.70

    Bareboat

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    Private: 12 Guests

    $842.70

    Bareboat

    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

    5.0
    Excellent
    307 reviews•Google Maps
    302
    3
    0
    0
    1

    Sailing San Diego Bay with this crew is a genuinely special experience, and the reviews make that pretty clear. Captains Paul, Beau, and Gus all earn high praise for being knowledgeable, welcoming, and great at pointing out landmarks along the way without turning it into a lecture. The boat itself is consistently described as clean, roomy, and comfortable, with thoughtful extras like snacks, drinks, and blankets already on board. Groups tend to keep things on the smaller side, around six people, which seems to be the sweet spot for feeling like a private outing rather than a crowded tour. Routes typically take in iconic spots like the Coronado Bridge, the Midway, and the Unconditional Surrender statue, offering a perspective of the city that you simply can't get from shore. Communication ahead of the trip is solid too, with clear instructions on parking and where to meet, which takes the stress out of arrival. Whether it's a sunset sail, an anniversary, or just a fun Friday afternoon with friends, this seems like one of those San Diego experiences that consistently delivers. With a near-perfect rating across hundreds of reviews, it's hard to find a reason not to book.

    What people are saying

    Review 1 of 5
    5/5

    Absolutely incredible experience with Sea Monkey Adventures. We celebrated our anniversary cruising through the San Diego Bay and it could not have been more perfect. Captain Paul was outstanding, professional, friendly, knowledgeable, and made us feel comfortable from the moment we stepped on board. You can tell he truly cares about giving people an unforgettable experience. The sailboat was spotless, beautiful, and fully equipped with everything you need to relax and enjoy the ride. The views, the atmosphere, and the attention to detail made this one of the best experiences we’ve had in San Diego. If you’re looking for a private, relaxing, and memorable adventure on the water, this is it. Highly recommend to couples, families, or anyone wanting to experience San Diego Bay the right way. 100% recommended and we will definitely be back.

    Photo of Enrique AM

    Enrique AM

    May 18, 2026

    Review 1 of 1
    5/5

    Absolutely incredible experience with Sea Monkey Adventures. We celebrated our anniversary cruising through the San Diego Bay and it could not have been more perfect. Captain Paul was outstanding, professional, friendly, knowledgeable, and made us feel comfortable from the moment we stepped on board. You can tell he truly cares about giving people an unforgettable experience. The sailboat was spotless, beautiful, and fully equipped with everything you need to relax and enjoy the ride. The views, the atmosphere, and the attention to detail made this one of the best experiences we’ve had in San Diego. If you’re looking for a private, relaxing, and memorable adventure on the water, this is it. Highly recommend to couples, families, or anyone wanting to experience San Diego Bay the right way. 100% recommended and we will definitely be back.

    Photo of Enrique AM

    Enrique AM

    May 18, 2026

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