+1 345.326.1516 blueskysailing.ky@gmail.com

About Blue Sky Sailing

Start Your Experience

Private Cayman Island Boat Charters Created Just for You

Blue Sky Sailing is all about giving you more ways to enjoy an unforgettable sailing adventure.

The choice is yours.

Choose one of our all-inclusive Cayman yacht charter packages and let us do the rest. Or tell us where you want to go; what you want to experience; the adventure you want to have – we’ll make it happen.

Check out our Sailing Charter Packages

“He took care of so many details, most of which we didn’t expect or request, and it was so much fun for us…. I’m still unsure if he knows how amazing it was for us but he really has a knack for setting a high standard.”

Trip Advisory Review

Captain Orneil Galbraith

Owner/Captain 

Captain Orneil is a native of the Cayman Islands, and he combines his extensive knowledge of local history, culture, and marine life with over 30 years of sailing experience to provide his guests with an exceptional private sailing experience. Coming from a family with a strong seafaring background, sailing runs in his blood and is a true passion for him.

He has served as captain and crew on various boats both at home and abroad, including working in the British Virgin Islands and spending time on the Red Sea. His experience encompasses a wide range of vessels, such as an 80-foot square rigger galleon, a 60-foot sailing catamaran, a 27-foot power boat, and more. Captain Orneil has been at the helm of the “Splendour in the Wind” since its arrival in Grand Cayman in 2014. In 2018, he and his wife realized a lifelong dream when they purchased the sailboat and founded Blue Sky Sailing.

When he’s not out on the water, Captain Orneil also leads the Las Tortugas Pirates, a local pirate group that participates in the National Cayman Islands Pirate’s Week Festival, in addition to spending time with his family.

 

“Captain Orneil is the absolute BEST!! Amazing host! Very experienced in sailing! Awesome local knowledge of Cayman! He does it all! You can’t go wrong with Blue Sky Sailing and Captain Orneil!!!

Trip Advisor Review

Captain Orneil Galbraith

James Taggart – Captain 

Captain James is the youngest of eight in a family that bought a Sunfish sailboat when he was ten years old. His interest in sailing began much earlier than that and was influenced from reading books about Magellan, Vasco Da Gama and Balboa. Those explorers inspired him to decide, at that tender age, that his future would be spent living on a sailboat.

He brings that passion for sailing and the sea to Blue Sky Sailing which you will feel from the moment you step aboard H2 007, a 2019 Lagoon 380 sailing catamaran. Captain James has spent a lifetime serving others with immense joy, a journey that began with the family paper route at age seven and continued through roles as a bartender, a martial arts instructor, a mortgage consultant, and an international James Bond impersonator.

He started his own sailing charter business abroad, but found the idea of sailing the extraordinary waters of the Caribbean Sea irresistible. This led to an 1800 mile sail through international waters to arrive in Grand Cayman.

His most important mission, however, was raising his son, Liam, who is now in his twenties. By age seventeen, Liam had visited seventeen countries with his dad to foster a worldly education and a global stewardship. 
Captain James derives incredible satisfaction and happiness from providing opportunities to absorb the amazing gift that nature, the ocean, marine life and sailing provide, to all who wish to capture it. 
Nino Dilbert - Crew

Nino Dilbert – Crew 

Nino is a proud native of Grand Cayman, Cayman Islands, where his love for the water was nurtured from a young age. Whether fishing, sailing on a Laser as a child, or simply enjoying the serene beauty of the sea, Nino finds joy and tranquillity in every wave.

A devoted father to two beautiful kids, he balances family life with his passion for sports. While he enjoys all forms of athletics, football holds a special place in his heart, with Manchester United being his favourite team. For Nino, life is best spent on or near the water, making cherished memories with loved ones and embracing the vibrant spirit of the islands.

 

Start Your Experience aboard either our monohull Splendour in the Wind or our sailing catamaran H2 007

It’s like having your own private yacht and crew to indulge yourself in an authentic sailing experience on the Caribbean Sea.
Both boats offer…
  • Ample space to relax in the sun on deck, or below deck
  • Lounge in comfortable bean bag chairs 
  • Listen to your favorite playlist on Bluetooth speakers
  • Snorkels, masks, fins, noodle floaties and snorkel vests available

Start Your Experience aboard
Splendour in the Wind

It’s like having your own private yacht and crew to indulge yourself in an authentic sailing experience on the Caribbean Sea.

Designed and built in France by Beneteau, one of the oldest and largest sailboat builders in the world, Splendour in the Wind is a fully-equipped, ocean-going 47′ sailing yacht.

  • Comfortably accommodates up to 15 guests 
  • Ample space to relax in the sun on deck, or below deck
  • Lounge in comfortable bean bag chairs 
  • Three staterooms, three heads (bathrooms), and a sitting area below deck
  • Listen to your favorite playlist on Bluetooth speakers
  • Wi-Fi is available
  • Snorkels, masks, fins, noodle floaties and snorkel vests available

“Relax and enjoy” are Captain’s orders when you’re aboard
Splendour in the Wind!

“The boat is beautifully appointed with plenty of room. The snorkeling equipment was plentiful and well taken care of. Everything was top notch. Don’t miss out on this
once in a lifetime experience.”

Trip Advisor Review

Start your experience aboard H2 007

Step aboard your very own ocean sailing sanctuary and prepare for an unparalleled escape on the Cayman waters. With its stable platform and spacious layout, H2 007 offers the ideal blend of adventure and relaxation for your Caribbean getaway.

Designed and built in France by Lagoon, one of the largest sailboat builders in the world, the 2019 38-foot 380 model is a truly exceptional vessel. With one of the longest production runs in maritime history, this renowned 380 is a fully-equipped, ocean-tested sailing catamaran that features a spectacular forward lounge net, offering guests the perfect retreat to soak up the sun and enjoy the passing waves. 

  • Comfortably accommodates up to 20 guests
  • Spacious living areas spanning the interior salon and sheltered cockpit, plus the ultimate relaxation on the forward lounge net
  • The cockpit comes equipped with customizable, canvas shade options
  • Three staterooms and two heads (bathrooms)
  • Listen to your favorite playlist on a Bluetooth sound system or a portable JBL Bluetooth speaker
  • Snorkels, masks, fins, snorkel vests, flotation noodles, and a paddle board
    are available
  • Generator-powered air conditioning is available

Leave the noise of the world behind. Come on board H2 007 and let the beauty of the Cayman waters and the tranquility of sailing feed your soul!

Blue Sky Sailing Contact

Call: 1 (345) 326-1516
Email: blueskysailing.ky@gmail.com

Location

Blue Sky Sailing (Cayman) Ltd
Cayman Islands Yacht Club – Dock D15
West Bay, Grand Cayman.

 

Graze Girl

Charcuterie & Events
Call: 1 (345) 917 1295
Email: grazegirlcayman@gmail.com

Taxi: Book in advance

Contact Carol Schrock
Call: 1 (345) 916-6247
Email: stingraycab@candw.ky or cschrock@candw.ky

Mission Statement

Sailing, sharing Cayman’s history and culture, and protecting our marine life.