Gemini Sailing Charters

Gemini Sailing Charters - 64' Luxury Catamaran Tours
Local Expert's Rating:
4 / 5
The Bottom Line:

Gemini Sailing Charters is a family-owned and operated company serving the Kaanapali area for over 35-years. They offer snorkeling, sunset, and whale watching tours. The Gemini is a 64' long catamaran that is well-maintained, luxurious, and comfortable. 

- The Local Expert Team

With so many sailing charters to choose from, what makes Gemini Sailing Charters special? First, it is a family-owned and operated business whose goal is to share “…the Gemini Experience with all our guests.” Next is the Captain and Crew. Unlike many Hawaiian charters, this team has been working together for years. Their combined knowledge and teamwork make Gemini Sailing Charters a unique experience. Last but not least is that Gemini has been serving the Kaanapali area for over 35-years. 

Gemini Sailing Charters has one boat, the Gemini, that is highly maintained and offers luxurious accommodations for guests. The twin-engine catamaran is 64′ x 32.5′ and can use its 1,750 square foot sail when conditions warrant. The vessel can carry 49 people and a crew. But is it comfortable? We think so! Here are some of the catamaran’s features:

  • Glass bottom viewports
  • Airy and shaded central cabin
  • Cushioned seating
  • Large central galley
  • Catered by chefs from Westin Maui Resort & Spa

The crew is trained in CPR, First Aid, and is AED certified. A medical kit and oxygen are onboard. 

Gemini Sailing Charters offers:

  • Morning Snorkel Adventure
  • Snorkel Sail Adventure
  • Premier Sunset Sail 
  • Morning Whale Watches
  • Afternoon Whale Watches
  • Exclusive Private Charters
  • 4th of July Fireworks Cruise

Morning Snorkel Adventure

  • June-August; Sunday through Friday
  • 8:00 AM-10:30 AM (7:30 AM check-in)
  • Continental breakfast & assorted drinks
  • Complimentary bar

You’ll board from the Kaanapali Beach and dine on egg frittatas, homemade cinnamon rolls, and seasonal fruit while heading to your snorkeling location. Once anchored, the crew will provide snorkeling gear and instructions. In the water, you may see hawk and butterflyfish and various types of coral. 

Premier Sunset Cruise

  • Depart times vary with seasons; check the website for specifics
  • 2-hour tour
  • Dinner with assorted drinks
  • Complimentary bar 

Your sunset adventure starts at the Kaanapali Beach, where you’ll board the Gemini from shore. The trade winds fill the sail for a calm evening of sailing and watching the sunset. Your dinner will include Island Style BBQ Chicken, Vegetarian Summer Rolls with Sweet Thai Chili Sauce, Freshly Baked Rolls, Island Fresh Crudités Tray with Chef’s Ranch Dip, Domestic Cheese and Cracker Platter, Tortilla Chips with Salsa Fresco and Guacamole. Sip a mixed drink or Hawaiian beer as you watch the sun slip beyond the horizon. 

Whale Watching Tours

  • December 15-April 15
  • Morning Tour: 8:00 AM-10:00 AM
  • Afternoon Tour: 4:00 PM-6:00 PM
  • Continental breakfast (morning) Pupus (afternoon)
  • Assorted beverages
  • Marine Naturalist
  • Hydrophone onboard
  • Complimentary bar

Both whale tours depart from Kaanapali Beach and will get guests close to the humpback whales. While whale watching, your onboard naturalist will share their vast knowledge of the whales, and you’ll hear whale calls sounding from the hydrophone.

Federal law dictates that boats may only get within 100 yards of whales. While whales sometimes breach close to boats, Gemini Sailing Charters cannot predict nor control these mammals’ behaviors. 

Based upon Gemini Sailing Charters’ years of experience and the glowing reviews on travel websites, we believe you’ll have an amazing adventure sailing the waters of Maui.

Insider Tips:
All Gemini Sailing Charters board from the beach, so you’ll be wading in shallow water to get on board. For this reason, wear shorts or pants you can roll up.