Meet our Team!

Gemini Sailing Crew

Ming Owner Promo

Ming Shipp

Ming grew up in England & Switzerland and learnt to sail around the islands of Greece, Italy & Spain.  She moved to Maui in 1980, met her husband Gary Shipp, and began a charter business with their boat, SuperStar. When the Westin Maui Resort & Spa opened in 1991, the Gemini Story began…

Anita Business Manager

Business Manager

Anita joined our team as Business Manager in 2015.  Anita grew up in Philadelphia and graduated with a degree in International Business. Anita has travelled to over 170 countries before settling in Maui in 2006.  Anita has worked in many aspects of the hospitability business before joining Gemini’s Team in 2015.

Rosemary - Office Coordinator

Rosemary Cummings
Office Coordinator

Rosemary grew up in New York and Minnesota. After traveling for several years, Rosemary sailed to the islands and joined Gemini’s Crew in 1992. Rosemary was soon known as the ‘Gem of Gemini’. In 2006, Rosemary retired as Crew and joined us behind the scenes as Office Coordinator.

Captain J Operations Manager

Captain J
Operations Manager

Operations Manager & Master Captain J grew up in the islands.  He earned a degree in Biology. J stepped onboard Gemini in 1991 as videographer and soon became part of the crew, quickly becoming Captain in 1995. After a sojourn in Colorado, J returned becoming Operations Manager in 2015.

Captain Andrew - Mantainance Manager

Captain Andrew
Maintenance Manager

Captain Andrew grew up in Ontario, Canada where he graduated with a degree in Marine Biology.  Andrew worked in Belize, New Zealand and Alaska before moving to Maui working as a Naturalist.  Andrew joined Gemini as crew in 2006, becoming Captain & Maintenance Manager in 2015.

Capt. Olie

Captain Olie grew up in Maui, the middle son of the Gemini Family, working onboard during his summer vacations.  Olie graduated from King Kekaulike and soon became captain for a Maui parasail company. At 11, Olie became a sponsored Skateboarder; he is a North Shore surfer & free diver and does ‘Jaws Big Wave Jet Ski Rescue’ in the winters.

David - Cruise Director

Cruise Director

Cruise Director David joined us in 1983 on our original boat SuperStar. David grew up in Indiana graduating Princeton with a degree in psychology. After teaching sailing at Club Med in Kauai, Europe & the Caribbean, David moved to Maui to teach at the new Ka’anapali Alii and soon joined our team.

Jennifer - Naturalist


Jennifer grew up in the Bay Area and after high school, packed her bags and travelled throughout Europe, Australia, Asia and Africa arriving in Maui in 1990. Jennifer joined the crew in 1991 as videographer with Ocean Life, filmed Humpbacks with researchers becoming Crew & Naturalist in 2000



Dave was born and raised in LA, graduating university with a degree in Business.  Always a musician, Dave played in bands in Georgia, Oregon and Florida where he began working on boats. He moved to Maui, played with a rock ‘n roll band named ‘Beck Weathers’ and joined Gemini’s crew in 2008.


Sammy grew up in Florida where she lived on a beach sailing & fishing with her dad.  She arrived at the University of Hawaii on Oahu earning a degree in Art & History and a Masters in Teaching.  Sammy sailed to Maui, loved it and moved here in 2010.  She earned her 6-pack Captain’s License and joined Gemini’s Crew in 2016.  Sammy loves Sailing & Spearfishing.


Russell grew up in California, studying Bio-Chemistry and Molecular Biology at the University of California.  He worked for the State of California as a Lifeguard and discovered he loved working around the water – he moved to Maui in 2014.  Russell started working in West Maui Restaurants, but the ocean called him and he joined Gemini’s Crew in 2015.


Bradley grew up in Lahaina where he graduated Lahainaluna High school, the oldest school west of the Rocky Mountains.  Gemini was one of the first boats he sailed on as a Kid with his family!  Bradley began working in West Maui Restaurants for several years before joining Gemini’s Crew in 2015.  He loves Fishing, Diving, Surfing and Skateboarding.


Rhianna grew up in Arizona and moved to Alaska to attend University where she earned a degree in Marine Biology.  During the summer seasons, Rhianna worked as a Marine Naturalist in Alaska and in the winter of 2015 migrated with the Humpback Whales to Maui.  This is Rhianna’s 1st winter on board the Gemini…

Beach Support

Andy joined our Beach Team in 2015 – he grew up in Alameda, California where he swam competitively from Kindergarten through college. He moved to Maui in 1986 and worked as a chef for 25 years.  In 1992 he moved from Kitchen to Ka’anapali Beach where he has been working ever since!

Beach Support

Bio Coming Soon!




Gemini Sailing Charters’ Story

This “one of a kind”, family owned and operated sailing company based out of the Westin Maui is celebrating 30 years in Ka‘anapali!
Gary & Ming Shipp, a young 28-year old couple began chartering out of the newly opened Ka‘anapali Alii in 1983 with their 50’ Gulfstar, SuperStar, and later with their 73’ schooner, Crystal Anna. They offered day charters and week-long sailing adventures around the islands.

Superstar Maui Sailboat


Gary and Ming Shipp

Founders Ming & Gary Shipp
Captain Gary Shipp 1956-1992

Crystal Ana Maui

Crystal Anna

As their family grew, so did their fleet and when the Westin Maui Resort & Spa opened, the Shipps purchased their 64’ luxury beach catamaran and with an expanded crew, Gemini was launched into Ka‘anapali’s Sailing fleet and Gemini has been the Shipp’s only boat since 1992.

Gemini is unique in the industry by having Captains and Crew, who have stayed together for years and it is this legendary crew, along with an efficient and creative management and office team who bring our guests back year after year. Gemini now has repeat guests on every sail…

Gemini is meticulously maintained and as Gemini’s legendary Cruise Director David Foellinger sums it up, “it’s about sharing the Gemini Experience with all our Guests”.

Established 1983