Luxury Sail Charter in the Hawaiian Islands
One of the most special ways to experience the Hawaiian Islands is by luxury sailing yacht and Maile, an exquisite 50-foot GulfStar sloop, sets the standard for gracious comfort at sea in the spectacular Pacific. Home-based at Kawaihae Harbor on Hawaii Island’s renowned Kohala Coast, Maile caters to discriminating travelers, seasoned sailors and novices alike.
Reserved strictly for private charters, Maile and crew are exclusively yours – and up to five of your friends – for morning, afternoon, day or multi-day, interisland excursions. No need to share this special “toy” with others!
Captain and crew provide pampered, professional service and gourmet meals. Guests are encouraged to sit back and enjoy the Islands legendary trade winds, stunning scenery and plentiful sea life – whales, spinner dolphins, flying fish and much, much more. Or take the wheel, hoist a sail, snag a mooring and enjoy the joy of handling a fine-tuned sailing yacht.
New this year, Maile is offering a limited number of annual memberships for passionate sailors, frequent visitors and Island residents. Enjoy the benefits of owning a private yacht, without the expense and responsibility of ownership. Annual memberships are offered on a tier-system tailored to the number of days you anticipate sailing each year. For more details on the membership program, or to arrange your private charter, email [email protected] or visit on-line at www.adventuressailing.com.
Like Haute Living Hawaii? Join our Facebook page or follow us on Twitter @HauteLivingHI. Want Haute Living Hawaii delivered to your inbox once a week? Sign up for our newsletter.
Related Articles
Ralph Lauren Becomes the First American Designer Highlighted in the Catwalk Book Series
Ralph Lauren Catwalk by Thames & Hudson lands May 7, 2026—the first American designer in the Catwalk series.
How PARAISO Continues to Elevate Miami as a Global Luxury Fashion Destination
Returning May 28-31, 2026 for its 22nd edition, PARAISO Miami Swim Week makes its strongest case yet for Miami Beach as a fashion capital in its own right. There are cities that host fashion, and there are cities that define it. For more than two decades, PARAISO Miami Swim Week has quietly — and then […]
Jonathan Anderson’s First Dior Cruise Show Brought Hollywood’s Golden Age Back to Los Angeles
For me, the city of Los Angeles is teeming with energy—both past and present. As I stood at the Charlie Chaplin Studio for the Dior Cruise welcome party, I realized it was the old Hollywood lore (where you truly wish the walls could talk) that makes Los Angeles almost feel ghostly. It’s hard to capture […]
Burberry Takes Over Hôtel Belles Rives on the French Riviera This Summer
Burberry arrives at Hôtel Belles Rives in Antibes for summer 2026—check prints, beach club takeovers, and the Riviera through a British lens.
Step Into the Incredibly Lavish Dior Suite for the 79th Cannes Film Festival
Dior transforms its suite at the Majestic Hotel for the 79th Cannes Film Festival, May 12–23, 2026—beauty, couture motifs, and the Riviera.
Squat Smart Is the Fitness Mat Changing At Home Glute Workouts This Summer
Squat Smart helps improve squat form, glute activation, and lower body workouts with a smarter at home fitness mat.
Latest Stories
Trending Articles
Related Articles
Ralph Lauren Becomes the First American Designer Highlighted in the Catwalk Book Series
Ralph Lauren Catwalk by Thames & Hudson lands May 7, 2026—the first American designer in the Catwalk series.
How PARAISO Continues to Elevate Miami as a Global Luxury Fashion Destination
Returning May 28-31, 2026 for its 22nd edition, PARAISO Miami Swim Week makes its strongest case yet for Miami Beach as a fashion capital in its own right. There are cities that host fashion, and there are cities that define it. For more than two decades, PARAISO Miami Swim Week has quietly — and then […]
Jonathan Anderson’s First Dior Cruise Show Brought Hollywood’s Golden Age Back to Los Angeles
For me, the city of Los Angeles is teeming with energy—both past and present. As I stood at the Charlie Chaplin Studio for the Dior Cruise welcome party, I realized it was the old Hollywood lore (where you truly wish the walls could talk) that makes Los Angeles almost feel ghostly. It’s hard to capture […]
Burberry Takes Over Hôtel Belles Rives on the French Riviera This Summer
Burberry arrives at Hôtel Belles Rives in Antibes for summer 2026—check prints, beach club takeovers, and the Riviera through a British lens.
Step Into the Incredibly Lavish Dior Suite for the 79th Cannes Film Festival
Dior transforms its suite at the Majestic Hotel for the 79th Cannes Film Festival, May 12–23, 2026—beauty, couture motifs, and the Riviera.
Squat Smart Is the Fitness Mat Changing At Home Glute Workouts This Summer
Squat Smart helps improve squat form, glute activation, and lower body workouts with a smarter at home fitness mat.
Subscribe to Haute Living
Receive Our Magazine Directly at Your Doorstep
Embark on a journey of luxury and elegance with Haute Living magazine. Subscribe now and have every issue conveniently delivered to your home. Experience the pinnacle of lifestyle, culture, and sophistication through our pages.
Haute Black Membership
Your Gateway to Extraordinary Experiences
Join Haute Black and unlock access to the world's most prestigious luxury events



