Skip to primary navigation Skip to content Skip to footer

ABOUT US

OUR STORY | MEET THE TEAM | OUR FLEET

SAILING SAN DIEGO BAY SINCE 1988

TRIP ADVISOR’S #1 BOAT TOUR BUSINESS IN SAN DIEGO

Sail San Diego is a boutique, family-run sailing company and one of San Diego’s tenured operations. In 33 years, Sail San Diego has grown to become San Diego’s premier sailing provider, offering everything from Group and Private Charters, Whale Watching, Lessons, and Corporate Team Building Regattas.

 

 

33

YEARS IN BUSINESS

500, 000

SAILING GUESTS

8,000

5-STAR REVIEWS

6

SAILBOATS

OUR TEAM

YOU’RE IN GOOD HANDS

Our Captains and Crew are more than just skilled sailors; they’re dedicated ocean advocates and environmental stewards. With extensive experience navigating the high seas and a profound knowledge of marine ecosystems, our team is devoted to advancing sustainable sailing practices and safeguarding the ocean for tomorrow’s generations.

The amount of time that each of our team members have devoted to the business comes across in every sail given. Best of all, they are friendly, fun and excited to share their passion of sailing with you!


  • Captain
Started with the Company in 2013

Greg Tupaj

  • Years of Experience: 35
  • License: 100 Ton Master
  • Favorite Ocean Animal: Whale
  • CPR | First Aid | AED Certified
  • Alcohol and Drug Testing Compliance
  • Captain
Started with the Company in 2023

David Hobbs

  • Years of Experience: 27
  • License: 100 Ton Master
  • Favorite Ocean Animal: Dolphin
  • CPR | First Aid | AED Certified
  • Alcohol and Drug Testing Compliance
  • Captain
Started with the Company in 2023

Kenley Prober

  • Years of Experience: 10
  • License: OUPV
  • Favorite Ocean Animal: Sea Lion
  • CPR | First Aid | AED Certified
  • Alcohol and Drug Testing Compliance
  • Captain
Started with the Company in 2017

Frank Murphy

  • Years of Experience: 15
  • License: 100 Ton Master
  • Favorite Ocean Animal: Velella
  • CPR | First Aid | AED Certified
  • Alcohol and Drug Testing Compliance
Started with the Company in 2022

Zack Dirks

  • Years of Experience: 10
  • License: 100 Ton Master
  • Favorite Ocean Animal: Sea Otter
  • CPR | First Aid | AED Certified
  • Alcohol and Drug Testing Compliance
Started with the Company in 2022

Rhys Sanchez

  • Years of Experience: 7
  • License: 100 Ton Master
  • Favorite Ocean Animal: Whale
  • CPR | First Aid | AED Certified
  • Alcohol and Drug Testing Compliance
Started with the Company in 2014

John Fay

  • Years of Experience: 20
  • License: 100 Ton Master
  • Favorite Ocean Animal: Dolphins
  • CPR | First Aid | AED Certified
  • Alcohol and Drug Testing Compliance
Started with the Company in 2021

Kris Green

  • Years of Experience: 20
  • License: 100 Ton Master
  • Favorite Ocean Animal: Sea Lion
  • CPR | First Aid | AED Certified
  • Alcohol and Drug Testing Compliance
Started with the Company in 2022

Mike Shaw

  • Years of Experience: 10
  • License: 100 Ton Master
  • Favorite Ocean Animal: Dolphin
  • CPR | First Aid | AED Certified
  • Alcohol and Drug Testing Compliance
Started with the Company in 2017

Shon Kitchen

  • Years of Experience: 12
  • License: 100 Ton Master
  • Favorite Ocean Animal: Dolphin
  • CPR | First Aid | AED Certified
  • Alcohol and Drug Testing Compliance
Vessel Manager

Andrew Moran

Office Manager

Sacha Hanigan

  • Favorite Ocean Animal: Octopus
Marketing Manager

Anna Kauffman

Office Support

Kate Locke

OUR FLEET

YOU’LL BE PROUD TO SAIL ABOARD OUR BOATS!

After decades of cruising and racing aboard hundreds of types of boats, we have sought out specific boats that all have the same thing in common, extremely stable and maneuverable, safe, comfortable, modern and a blast to sail. We take great pride in the quality of our fleet and spend thousand of hours every year making sure they are mechanically safe and sound.

We shouldn’t need any of this equipment on your sail, but if we do, the following equipment is on board.

iconLife Jackets
icon Fire Extinguishers
icon Throwable Device
iconVhf Radio
  • Luxury Collection
2017 Bavaria Cruiser

S/V Sea La Vie

  • Length Overall: 46 Feet
  • Capacity: Up to 12 Guests
  • Bathrooms: 3
2014 Bavaria Vision

S/V T’Zen Michele

  • Length Overall: 42 Feet
  • Capacity: Up to 12 Guests
  • Bathrooms: 2
2000 Catalina 400 MKII

S/V ZenYatta

  • Length Overall: 40 Feet
  • Capacity: Up to 10 Guests
  • Bathrooms: 2
  • 100% Electric
1998 Catalina 400 MKII

S/V BreeZen

  • Length Overall: 40 Feet
  • Capacity: Up to 10 Guests
  • Bathrooms: 2
1995 Catalina 400 MKII

S/V CrewZen

  • Length Overall: 40 Feet
  • Capacity: Up to 10 Guests
  • Bathrooms: 2
1993 Catalina 42 MKII

S/V Ginger

  • Length Overall: 42 Feet
  • Capacity: Up to 6 Guests
  • Bathrooms: 1