AC Sail Expert…… reflects on my “America’s Cup” yacht charter experience. AC also means “All Categories” yacht & sailboat charter. I am not just a ‘broker’! I am Director of Sales / Marketing for the famous Harbor Island Yacht Club in San Diego, & AcsailingSF with the USA76 America’s Cup experiences in San Francisco. This site is about using my experience to get you the best possible sailboat charter for your need, whether it be 25 smaller regatta vessels on San Diego Bay, team building yachts in San Francisco, casual cocktail cruises with business associates at a convention, for dinner, San Diego whale watching tours or sunsets, single luxury yachts for just 10 guests or a ‘bucket list’ afternoon sail on awesome America’s Cup yachts with VIP America’s Cup sailors in San Diego & San Francisco!

Let me assist you with your requirement for private yacht charter in San Diego, San Francisco & beyond with quality boat rental services. There is no ‘premium’ for my 22 years San Diego & San Francisco corporate Yacht Charter experience…..just comfort knowing that you’re in good hands.

Team building yachts San Diego San Diego Examples

Sailboat charter for Day & Evening Tours

Unique & Famous “America’s Cup” Performance Race Yachts

  • Luxury 79 Ft  America’s Cup race yachts for up to 36 guests
  • Sail & participate on famous “Stars & Stripes”
  • Race on ‘Stars & Stripes’ against 1992 rival Italian AC yacht ‘IL MORO’
  • A VIP experience of comfort, history & Atmosphere
  • Performance America’s Cup race yachts
  • Groups to 24 or 36….hands-on team-building experience
  • Souvenir photos & video at no additional cost
  • Add legendary America’s Cup sailor Dennis Conner as your celebrity VIP
  • Unique to San Diego
Boat rental - Team Regatta Events Up To 150 Guests

Corporate Team Building Regatta Events Up To 120 Guests

  • Put your group to work with a fun sailing regatta on San Diego Bay
  • No experience necessary for this lightweight competition or serious team building
  • In San Diego we can accommodate up to 120 guests on 20 late model sail yachts
  • Mid-bay action on calm waters with user-friendly conditions – NO seasick guarantee
  • Beyond a traditional regatta, we have designed 3 custom events unique to San Diego – Mystery Race Regatta, Match-race Regatta & Relay Regatta
  • Lots of identical yachts so guests are “all in the same boat”…as such
  • Professional race management & handicapping where applicable
  • I’ve conducted over 970 of these events for over 66,000 corporate visitors
  • FREE photo album of your regatta event…..a $1,000 value-added bonus
  • For smaller groups just take 2 yachts for up to 20 guests or single yacht for 12
Unique & Famous “America’s Cup” Luxury Schooner - Performance Race Yachts

Day & Evening, Sailing & Dining & Whale & Dolphin Adventures

  • Lovely Weddings
  • Dinner & Cocktail sails
  • Motor Yachts & Sailing Yachts
  • Corporate entertaining of any manner Vessels like the Aolani for up to 48 guests
  • Or 2 vessels like this for 96 guests
  • Daylight voyages to see Blue & Gray Whales
  • Pleasant spousal lunch sails on San Diego Bay
For a complete listing of San Diego Yacht Charter options


San Diego has the most user-friendly bay in the country. It is picturesque, has a unique & interesting Military presence and calm waters for pleasant experiences.

There are dozens of vessels to choose from. Let me place you in the hands of the very best operators in this beautiful city.

March 9, 2016

Warren When I think of San Diego and water I think of you. You are synonymous with ‘that’! ‘Maritime’ is your middle name. Let me know whatever I can do to help you in your business?

Bill Matheny Director Of National Sales, Hotel Del Coronado 1500 Orange Avenue, Coronado, CA 92118

April 24, 2015

Warren, I just wanted to send a huge THANK YOU for the amazing sailing excursion for our guests. Everyone had the best time and it was the highlight of the entire trip for most. I sure appreciate everything you did to make it a fun, unique and memorable experience for all! You were so much fun to work with.

Brigette Gross Meeting & Event Planner, Marketing & Communications Stewart Title Guaranty Company, 55 Madison Street, Suite 400, Denver, CO 80206

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Corporate yacht charter San Francisco

The Only America's Cup Yacht in San Francisco

  • 84 Ft of pure adrenaline
  • Perfect & Unique team-building & off-site fun
  • The ‘fastest’ sailing charter yacht on the bay
  • The ‘most modern’ AC yacht available in the world
  • Take your turn on the wheel of an authentic America’s Cup yacht
  • Easy Pier 39 location
  • Corporate entertaining of any manner
  • Outdoor sailing clothing for all guests
Book sailboat charter San Francisco

'Big Boat' Yacht Racing for up to 50 guests

  • Put your team to work on the 2 largest, fastest yachts in San Francisco
  • Bring some lunch, snacks, beers….and champagne for the ‘toast’.
  • Multi-yacht regattas with these two & other large yachts for up to 200 guests.
  • No experience necessary for this exciting competition or serious team building
  • Bring the camera….and hold on!
Affordable boat rental San Francisco

Hands-on & Casual Sailing & Dining on Yachts 50 to 100 Ft

  • Take a larger group for a dinner or cocktail sail….a number of fine sailing options for up to 75 guests
  • Are you a small group on a budget….I know quality yachts to suit all needs
  • Motor yachts or sailing yachts available from Sausalito.
  • San Francisco chartering has some ‘quirks’….let me guide you.
  • Ask me about our “Extreme” Catamaran Racing Experience
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For more details of San Francisco Yacht Charter options


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San Francisco is one of the planets most iconic sailing venues with its traditional good breezes, Alcatraz to sail around and the mighty Golden Gate Bridge to sail under.

Like San Diego this is another city where a water activity for your group is a must-do! America’s Cup yacht thrills, racing & team building for up to 200 guests, casual dinner cruises and exciting afternoon adventures. There is so much to choose from…..let me save you time & guide you accordingly.

August 19, 2015

We had a terrific time on our sailing voyage. The crew could not have been better, and it was a great team building experience. Thank you for your efforts in working with us to make this happen. We will definitely recommend you and AC Sailing to anyone in the future. Thank you again.

Regards, Patrick Patrick G. McGarry | Manager | Financial Services Office Ernst & Young LLP

March 1, 2016

It was such a great event. I cannot thank you & the crew enough for providing our guests with such an amazing experience. One of our guests said this is the best event he has ever been in the past ten years of the conference. You guys totally rocked! Also, big kudos to Brad Webb for being a great host. Everyone really enjoyed his presence and knowledge. USA 76 is an amazing boat and I certainly look forward to getting on it myself.

Rita Shen, Shape Security

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Boat rental services provider

America's Greatest Sailor

  • Dennis was awarded this honor in 2012, voted by the sailing world in a US Sailing Association magazine & on-line survey. Dennis sails competitively in San Diego every week, & in elite events around the world on a regular basis.
Special Offers on Boat rental services

Speaker & Celebrity Guest

  • Whether a dinner or speaking guest for a convention group in San Diego, a trip to San Francisco, Puerto Rico or Monte Carlo…..Dennis is still in demand for his business acumen and historical accounts of 2 generations of helming multi-million dollar America’s Cup teams. Attendees still rush to shake his hand!
Sports illustrated

No Sailor More Famous!

  • For photo op’s & added bragging, Dennis owns one of only 2 copies of the America’s Cup ever made. Crafted by Tiffany’s over 110 years ago, this near perfect Silver replica is available at any of Dennis’s contracted engagements. When you want to impress…..let the photo’s do the talking!
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A number of other America's Cup sailors are also available to speak at and / or sail at your next conference function


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For photo opportunities and added “bragging rights”, Dennis Conner owns one of only two America’s Cup replica trophies ever to be commissioned. Crafted by Tiffany’s in London over 110 years ago, this near perfect Silver replica is available for a fee at any of Dennis’s contracted engagements.

If you want to impress…..let the photos do the talking!

Stars Stripes Boats

Dennis Conner….A Sports Legend at your next conference!

Dennis lives in San Diego where you’ll find him between his yachts, his racing, and his San Diego Yacht Club. Add some authentic local flavor to your next conference by having Dennis Conner as your guest speaker, business & motivational expert and crowd-pleaser for your audience. Take your select achievers or Board of Directors for a sail on one of Dennis’s beautifully-restored sailing yachts…..with Mr. America’s Cup as your own personal captain of course.

If you have any questions, Please feel free to contact us I'll reply within 24 hours!

Contact No: 619-630-6383

Email Id: warren@acsailexpert.com

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