Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    1. Local experiences
    2. /Things to do in Gardnerville…
    3. /Water Activities
    4. /Sailing
    5. /4-Hour Sailing Charter in San Diego
    Why travelers choose Greetwell

    Curated by our team

    Every experience is hand selected and approved by Greetwell.

    Personal concierge

    Real humans available to help before, during, and after your booking.

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else.

    Easy booking & cancellation

    Reserve in minutes with free cancellation on most experiences.

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners
    • For Developers

    Resources

    • Travel Guides
    • Help Center
    [email protected]1-877-GREET-WELL

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Product image 1
    Product image 2
    Product image 3
    Product image 4
    Product image 5
    Gallery image
    Gallery image 1
    Gallery image 2
    Gallery image 3
    Gallery image 5

    4-Hour Sailing Charter in San Diego

    Sail the coastline, swim in a calm bay, and relax on the water

    From$1,478incl. taxes and fees

    Duration

    4 hours

    Ideal For

    Up to 6 people

    Includes

    Yacht charter, toast, sailing

    Highlights

    Settle into a private yacht charter with time to sail, swim, and take in coastal views. Bring your own food and beverages to enjoy on board.
    • Explore the coastline from the water
    • Raise the sails and experience hands-on sailing
    • Anchor in a calm bay to relax and swim
    • Enjoy a 7x7 floating dock and premium floatables with the Deluxe Swim Package
    • Capture moments with available Polaroid film

    What's Included

    • Complimentary toast with wine, champagne, or a six-pack of beer

    Know before you go

    • A preferred beverage type is required for the complimentary toast

    Cancellation Policy

    Full refund 7+ days before departure; 50% refund 3–6 days before. No refunds within 72 hours. Full refund or reschedule if the operator cancels due to unsafe weather or mechanical issues. Late arrivals and no-shows are non-refundable.

    FAQs

    One complimentary reschedule is available with at least 72 hours' notice, subject to availability.

    Meeting details

    2803 Emerson Street, San Diego, CA 92106

    Experience provided by Cerulean Sea Charters
    Experience provided by Cerulean Sea Charters

    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 #B5DC68

    Private Sail

    $1,478.70

    Up to 6 Guests

    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

    Great for groups

    Thumbnail
    Boat RentalsUp to 6

    18' Boat Rental in South Lake Tahoe

    From$444/ boat
    Thumbnail
    Boat RentalsUp to 13

    Shaded Pontoon Rental in South Lake Tahoe

    From$1,714/ boat
    Thumbnail
    Boat RentalsUp to 8

    South Lake Tahoe 20' Open-Bow Boat Rental

    From$478/ boat

    Nearby activities

    Thumbnail
    SailingUp to 6

    2.5-Hour Private Sailing Charter in San Diego Bay

    $1,018.06
    Thumbnail
    SailingUp to 6

    San Diego 2.5-Hour Sailing Charter

    $253.34/ person
    Thumbnail
    Water SkiingUp to 6

    23' Wake Surf Charter on South Lake Tahoe

    From$848
    Thumbnail
    Boat ToursUp to 12

    Tiki Boat Charter on Lake Tahoe

    From$795
    Thumbnail
    Sailing

    Sunset Sailing Cruise in South Lake Tahoe

    $148.40/ person
    Thumbnail
    Sailing

    Take a Morning Mimosa Sailing Cruise in Lake Tahoe

    $148.40/ person