Custom trips from a half day to a full week.

Private Charters

Bucket List offers private sailing charters tailored to your group, schedule, and destination. Day cruises can accommodate up to six guests, while overnight and multi-day charters offer comfortable sleeping accommodations for up to four guests plus crew. From relaxed half-day sails to multi-day coastal adventures, each trip is planned around your interests, the weather, and the experience you want aboard.

Bucket List

Bucket List is a spacious 50-foot Jeanneau Sun Odyssey DS50 designed for comfortable coastal cruising. With a large cockpit, roomy salon, and stable offshore-capable sailing platform, she is well suited for private day sails, destination trips, overnight charters, and multi-day New England cruising.

Flexible Itineraries

Half-day, full-day, overnight, multi-day, one-way, or round-trip.

Sail Your Way

Food and drinks, destination cruising, or pure sailing.

Destinations

Popular charter areas include Provincetown, Martha’s Vineyard, Nantucket, Block Island, Long Island Sound, Plymouth, Cuttyhunk, and other coastal New England destinations by arrangement. Trips are planned around weather, schedule, and guest preferences.

Meet Your Captains

Captain Craig and Captain Heidi are both USCG Licensed Master Captains, 100 Gross Tons Near Coastal, with Sailing Endorsements. Bucket List charters operate with two licensed captains aboard for a safe, flexible, and enjoyable private sailing experience.