Please call our convenient 'live' reservation center 24/7 to reserve and book your date for your upcoming
Sunset Cruise, Private Yacht Party, or other Classic Yacht Sailing Adventure @ (619) 841-8413

Hello and welcome to our Cruises, Private Party, and Wedding section

Classic Yacht Sailing offers a 2 hour Day Cruise on the Bay and, our most popular, the 2-1/2 hour Sunset Cruise, and seasonally we offer a 3 hour Whale Watching Cruise.

You can book a Navigator's Cruise where you tell the Captain your sailing itinerary during a 4 hour extended private yachting tour - head off-shore ocean or stay within San Diego Harbor during your sailing experience.

If there is something that you do not see on offered on our website: baccalaureate/bachelor party, or other request that you would like to reserve, please feel free to call us directly - advanced reservations are strongly recommended, or send us an email with your request. We are here to help you have fun.

We are the 'only' local sailing charter that offers gratis beverages on all of our sailing cruises.

You can book with us on a per person basis, or you can also reserve the entire yacht.

We offer the following tour and sailing cruise packages:

Classic Yacht Private Wedding
Complete 4 Hour Wedding Packge for just $2,995

Gratis Catering and Beverages Included

Classic Yacht Sailing offers an all inclusive wedding package price "Complete Yacht Wedding" package for just $2,995

This is a complete and all inclusive wedding package price.

Our 65' Sailing Yacht has a beautifully restored and classic "all teak'" interior, with plenty of deck space and room, we offer two bathrooms, three state rooms, two large table areas for drinks and catering, we can also supply a great wedding photographer and live music for a very reasonable cost, in addition to our package price.

This yacht offers plenty of outside deck space for you and all of your guest to mingle and enjoy your wedding day both on the teak deck or hanging out inside the yacht.

Our 1920's style retro sailing vessel creates a dramatic photographic back drop, while sailing and having your wedding ceremony in front of the beautiful downtown San Diego skyline, or anchored and having your ceremony and reception in front of the "Hotel Del Coronado."

If your planning your first wedding, subsequent wedding, or are renewing your vows - Then we propose to offer you a very beautiful way, to have your wedding on our restored Sailing Yacht - Outside and on the beautiful San Diego Bay.

Please give us a call if you need additional information regarding this great package!

Your Private Yacht Wedding includes all of the following:

  • Full access to the Yacht during the Wedding Bay Cruise
  • Bottle of 'Moet' Champagne
  • Full Access to the Yacht during the Wedding Bay Cruise
  • Invite up to 12 guest total, have up to an additional 67 guest total with our additional reserved vessel
  • Ordained Minister will perform your Ceremony
  • 75 minutes of 1080P H.D. tripod mounted high quality video of your Wedding
  • Selection of both alcoholic and non-alcoholic beverages and catering for all guest is included
  • Have your ceremony on the warm San Diego Bay in front of the beautiful downtown San Diego Skyline - or you chose the location anywhere within the San Diego Bay to perform your Ceremony i.e. in front of "Hotel Del Coronado"
  • Always a USCG Captain and Ordained Minister present and available at your services during your Ceremony
  • Framed '‘Wedding at Sea” Certificate with your names, date, location, and name of S/V Vanessa
  • This is a complete price - professionally conducted - Wedding at Sea Ceremony - with no hidden cost!
  • We offer additional wedding planning services and can add: An additional low cost 65' M/Y Motor Yacht - to carry an additional (67) guest, music, wedding cakes, floral arrangements, custom made cupcakes, professional photographer, and specialized catering
  • Just call (619) 841-8413 to reserve and plan your beautiful Private Yacht 4 hour all inclusive Wedding!


  • Classic Yacht Sailing
    3 Hour Whale Watching
    $89 per Person
    $49 per Child 12 and under

    Gratis Beverages Included

    You'll be sailing in a 65' trans-ocean sailing yacht following the whales (silently) with a total group size of 12 guest maximum.

    Relax and get some good pictures from the classic and conveniently positioned teak steamer chairs, located towards the bow of the vessel - all while ocean sailing.

    * Seasonal *
    We sail this excellent cruise during the height of the Grey Whale migration between December through March every year.

    Please call our convenient 'live' reservation center 24/7 to reserve and book your date for an upcoming Classic Yacht Sailing " Whale Watching" Adventure @ (619) 841-8413


    Classic Yacht Sailing
    2.5 Hour Sunset Cruise
    $199 per Person
    $99 per Child 12 and under

    Gratis Beverages Included

    What you'll see: Many types of both sea and wildlife: Seals, dolphins, sea birds, and qiute possibly some flying fish.

    Further, you'll be sailing and see the beautiful San Diego Skyline, Coronado bridge, America's Cup Harbor, and a beautiful setting sun over Point Loma and the juxtaposed downtown skyline reflecting the setting sun.

    You'll also be offered a variety of beverages.

    Please call our convenient 'live' reservation center 24/7 to reserve and book your date for an upcoming Classic Yacht Sailing "Sunset Cruise" Adventure @ (619) 841-8413


    Classic Yacht Sailing
    2 Hour Day Cruise on the Bay
    $199 per Person
    $99 per Child 12 and under

    Gratis Beverages Included

    What you'll see: Many types of both sea and wildlife: Seals, dolphins, sea birds, and qiute possibly some flying fish.

    Further, you'll be sailing and see the beautiful San Diego Skyline, Coronado bridge, America's Cup Harbor, and a beautiful setting sun over Point Loma and the juxtaposed downtown skyline reflecting the sunlight.

    You'll also be offered a variety of beverages.

    Please call our convenient 'live' reservation center 24/7 to reserve and book your date for an upcoming Classic Yacht Sailing "Day Cruise on the Bay" Adventure @ (619) 841-8413


    Classic Yacht Sailing
    4 Hour Navigator's Cruise
    $1,195 up to 12 Guests

    Gratis Beverages Included

    You'll tell the Captain your sailing itinerary during a 4 hour extended private yachting tour - head off-shore to sail in the open ocean or stay within San Diego Harbor and Bay during your sailing experience.

    Additionally, many of out past party guest have chosen this great party boat option to sail down to "Glorietta Bay" and anchor in front of the Hotel Del Coronado, to have a great yacht party location.

    Please call our convenient 'live' reservation center 24/7 to reserve and book your date for your personalized Classic Yacht Sailing "Navigator's Cruise" Adventure @ (619) 841-8413


    Classic Yacht Sailing
    2 Hour Proposal Cruise
    $795 for you & your future Fiancé / Bride

    Gratis Catering and Beverages Included

    You'll tell the Captain your sailing itinerary - Usually we will depart as a covert Sunset or Bay Cruise - but the rest of your guest/party did not show up on time, so we will depart with just the 2 of you.

    So far we have a 100% "YES" rating where the present-tense girlfriend has become the present-tense fiancé!

    Please call our convenient 'live' reservation center 24/7 to reserve and book your date for your personalized Classic Yacht Sailing "Proposal Cruise" Adventure @ (619) 841-8413


    Classic Yacht Sailing
    2 Hour Memorial at Sea Service
    $995 for up to 12 Family & Friends

    Gratis Beverages Included

    Closure for a loved one is affordability priced for this "At Sea Memorial."

    Please call us directly to arrange for our Captain/Pastor to deliver selected passages or quotations - that you would like to have presented during the memorial service.

    We can also arrange: Specialized floral arrangements, catering, and a really good classical guitar player to personalize your service.

    Please call our convenient 'live' reservation center 24/7 to reserve and book your date for your personalized Classic Yacht Sailing "Memorial at Sea" Service @ (619) 841-8413


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    Contact Us

    Address:
    Marina Cortez
    1880 Harbor Island Drive
    San Diego, CA. 92106
    Email:
    ClassicYachtSailing@GMX.com
    Booking:
    Call our "Live" 24/7 Reservation Center at (619) 841-8413