Bareboat Charters & Day Rentals

Sailing since 1988

If you’d like to sail in the finest waters of the Chesapeake Bay, look no farther than Sail Solomons!  The Middle Bay offers exceptional cruising opportunities, protected anchorages, world-class marinas, classic fishing villages and spectacular wildlife.

Sail Solomons offers a fleet of world-class modern sailboats for bareboat or captained charters. Our yachts are meticulously maintained and equipped for performance, safety, comfort and fun! All you’ll need to bring is your personal gear and provisions – the rest is onboard. Flexible scheduling allows you to begin or conclude your cruising charter any day of the week. Skipper the boat yourself, or bring a Captain or Instructor to show you the ropes!

Our exclusive base in Solomons is homeported at the fabulously-appointed Safe Harbor Zahnisers, featuring pool, bar, captain’s lounge, marine store, free wifi, bikes, ensuite restrooms/showers, laundry, picnic areas, BBQs and the award-winning La Vela Italian Restaurant. See for yourself why SHZ is voted “Best on the Bay” by Chesapeake Bay magazine!  The slip and facilities are yours to enjoy throughout your charter.  A terrific destination in itself, Solomons is also your gateway to exceptional cruising opportunities on the Middle and Southern Bay.

Day Rentals

Sail Solomons’ fleet of Catalina daysailers is available for full or half-day rentals. Choose from the Catalina Capri 22 or the Catalina 22 Sport for a great sailing outing on the Patuxent River.  All daysailers are tiller-steered for responsive handling and are equipped with roller-furling jibs, classic mainsails, and outboard engines.  Available with or without a Captain.

Bareboat Charters

Interested in a new sailing area? Let Sail Solomons arrange a magical vacation charter in the Chesapeake, Caribbean, or Mediterranean. Skipper the boat yourself, or arrange for a captain and cook – the choice is yours. Our professional Charter Specialist has global experience and can wade through the myriad options to find the perfect charter yacht for you. Experience the world – one sailing destination at a time!


Just inside the mouth of the Patuxent River, Solomons Island, Maryland is not only one of the top cruising destinations on the Chesapeake Bay, but truly the gateway to cruising the Middle Bay. Whether you’re looking for a daysail or full week’s cruising, we recommend several itineraries to consider in your planning. Most are very “do-able” in a mid-size cruising sailboat with 4-6’ draft. View our recommended itineraries on our website now!


Join Sail Solomons for a fantastic flotilla week this winter! A flotilla allows you to “Cruise in Company” – you’ll sail as captain or crew on a beautiful, well-equipped charter yacht, escorted by a lead boat/flotilla leader who is a local area expert. Flotillas give you the freedom to do as you please, with the security of knowing that there is help readily on hand. It’s a great balance of independence and support for new and seasoned sailors alike.

Charter Fleet

Sailing Club

Our ever-popular Sailing Club gives members access to the daysailer or cruising fleet for low cost and stress-free sailing. Members enjoy social events, crew networking, discounts on courses, Caribbean flotillas and much more!

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