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    1. Local experiences
    2. /Things to do in San Diego…
    3. /Water Activities
    4. /Sailing
    5. /San Diego 4-Hour Sail & Swim Charter
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    San Diego 4-Hour Sail & Swim Charter

    Cruise San Diego Bay, swim in Glorietta Bay, and explore your preferred route

    5.0 stars• 323 reviews

    Duration

    4 hrs

    Ideal For

    Up to 12 people

    Includes

    Captain, drinks, snacks

    Highlights

    Set your own course on a private sail through San Diego Bay. Cruise past waterfront landmarks, anchor in Glorietta Bay for a swim, and enjoy time on the water with your group.

    • Cruise past Seaport Village, the downtown coastline, the Rady Shell, and Coronado
    • Anchor in Glorietta Bay for a swim at the designated anchorage
    • Explore options such as sea lion viewing or passing beneath the Coronado Bridge
    • Relax with a flexible route shaped around what you want to do

    What's Included

    • Warm windproof blankets
    • Coconut water, ginger ale, juices, and water
    • Snacks
    • Life jackets

    Important details

    • Arrive 20 minutes before departure; late departures shorten your time on the water
    • Sign the bareboat contract, captain's agreement, and waiver before departure
    • Life jackets are required for everyone age 12 and under
    • Expect the boat to lean slightly if sails are raised; sailing depends on conditions
    • Bring warm layers, a hat, sunscreen, and removable shoes; barefoot, non-slip socks, or clean boat shoes are recommended
    • Bring food and soft drinks if you like; light alcohol is allowed in moderation, but hard liquor and red wine are not allowed
    • Bareboat charters do not automatically include a captain; the captain option includes a $200 captain fee in the total booking price

    Cancellation Policy

    Receive a full refund when you cancel at least 48 hours before your booking. Sailings operate rain or shine; rescheduling is available if weather is unpleasant.

    Product ID: CFZPSH

    FAQs

    No. Bareboat charters do not automatically include a captain. You can choose a USCG-licensed captain familiar with the program.

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

    Bring your own food and soft drinks. Light alcohol is allowed in moderation; hard liquor and red wine are not allowed.

    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

    Private: 2 Guests

    $795

    Bareboat

    0

    Private: 3 Guests

    $795

    Bareboat

    0

    Private: 4 Guests

    $795

    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
    323 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

    We couldn’t have asked for a better experience and would absolutely recommend this company to anyone looking for a beautiful, relaxing, and unforgettable sail. And a huge thank you to Captain Gus for taking us out on sail!😊

    Photo of Alondra

    Alondra

    August 27, 2026

    Review 1 of 1
    5/5

    We couldn’t have asked for a better experience and would absolutely recommend this company to anyone looking for a beautiful, relaxing, and unforgettable sail. And a huge thank you to Captain Gus for taking us out on sail!😊

    Photo of Alondra

    Alondra

    August 27, 2026

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