Our Sailing Fleet
The Nicest Sailboats on the Southern Chesapeake Bay
View Our Sailboat Fleet
SailTime Virginia offers a diverse and modern fleet that delivers a premium sailing experience right from the heart of Norfolk. Whether you’re a casual cruiser or a confident skipper, our sailboats are hand-selected for performance, comfort, and ease of use—making sailing on the Southern Chesapeake Bay more enjoyable than ever.
At this location, members can sail vessels ranging from 30 to 41 feet, including well-equipped monohulls and a spacious 37-foot catamaran. Each yacht is professionally maintained, cleaned, and updated regularly to ensure safety, reliability, and top-tier condition throughout the year.
Monohulls in the fleet offer classic sailing dynamics and responsive handling, perfect for solo sailors, couples, or small crews. These boats provide cozy yet functional interiors, ideal for overnight trips or extended weekend getaways. They’re also great for building sailing skills or simply enjoying a peaceful day on the water.
The fleet’s catamaran—a standout feature—adds another layer of luxury and stability. With multiple cabins, large lounging spaces, and exceptional balance, it’s well-suited for group outings, family adventures, or entertaining guests aboard.
Every boat is outfitted with modern navigation, safety systems, and creature comforts, such as full galleys, heads, and cushioned cockpit seating.
The SailTime model also ensures that boats see controlled usage—with predictable schedules and limited members per vessel—preserving the quality and cleanliness of every yacht. For those considering ownership, these same boats are part of the Owner-Member program, delivering both enjoyment and income potential.
In short, the SailTime Virginia fleet is not just a list of boats—it’s a thoughtfully curated lineup built to maximize your sailing lifestyle on the Southern Chesapeake Bay.
