Guided Yacht Charters, Flotillas & Sailing Training

Let a professional take the helm.

SKIPPERED & CREWED YACHT CHARTERS

Charter a private yacht and leave the sailing, navigation and anchoring to people who know the waters. No sailing experience needed.

Skippered Yacht Charters

At the helm: Your Skipper

Best for: Groups without a qualified captain, or sailors new to the area.

Charter a private yacht with a professional skipper aboard. Your skipper handles navigation, docking, and anchoring and can share local knowledge of the best bays, harbors, and routes. Relax or get involved and learn along the way.

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Crewed Yacht Charters

At the helm: Your Skipper With Crew Assistance

Best for: Families, celebrations and hands-off luxury.

Choose a fully crewed yacht with a captain and additional crew, often including a cook or hostess. Meals, onboard service, and day-to-day logistics are handled for you so your group can focus on enjoying the destination.

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Sail with a group.

FLOTILLAS & INSTRUCTIONAL YACHT CHARTERS

Build sailing skills and documented experience while exploring a popular charter destination with support and expert guidance along the way.

Sailing Flotillas

At the helm: You - With A Lead Boat Nearby

Best for: Sailors who want independence plus a social, supported trip.

Join a group of yachts following a shared route with a lead boat nearby for support and local knowledge. Sail independently during the day, then meet up for planned activities, shared dinners, and social time ashore.

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GO NOW™ Instructional Charters

At the helm: You - Coached By An Instructor

Best for: Future bareboat skippers.

Charter with family or friends while an American National Standards NauticEd instructor coaches you aboard. Build practical skills, confidence, and documented experience in a real charter environment - ideal preparation for skippering a future bareboat charter.

Explore GO NOW™ Instructional Charter Destinations

Learn while you cruise.

SAIL TRAINING & RESUME BUILDING OPPORTUNITIES

Turn your vacation into real progress. Sail with a professional instructor and come home a more capable and confident sailor.

Sailing Training Adventures

At the helm: You & Your Crewmates - With A Pro Aboard

Best for: Sailors who want skills and a story.

Adventure-focused trips in remarkable sailing grounds, built around learning. Sharpen your skills on the water and log documented experience along the way.

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Mile & Resume Building

At the helm: You - Participating As Crew

Best for: Sailors working toward bigger certifications.

Cross an ocean, run the length of the Caribbean or sail country to country. Join passages that add offshore miles and night watches to your sailing resume.

Explore Resume & Mile Building Opportunities