Spend multiple days and nights on-board your private yacht, or just a few hours to watch the sunset. Bring your own snacks & drinks or have a meal delivered or catered on-board. Arrive in style at your favorite dock bar. Go for a swim or just relax and enjoy the view.
We want you to have your perfect day on the Bay, whatever that means to you. That's why we've come up with a variety of itinerary options to choose from. Have something specific in mind? Just ask!
Charter Itineraries
Annapolis Sunset Cruise
Catch the gorgeous Chesapeake Bay sunset aboard a luxury catamaran. Perfect for a romantic evening, cocktails with friends or a way to end a day exploring Annapolis.
Half Day Sail
Only have time for a shorter day on the water? No problem! Plenty of time to fit in a swim, take in amazing views or enjoy a cocktail on-board or at your favorite dock bar.
Full Day Sail
It’s the ultimate day on the water! Spend a full 8 hours exploring the northern Chesapeake Bay aboard one of our luxury catamarans.
Celebrate Your Special Event
Birthdays, anniversaries, bachelorette parties and other occasions are more fun on your own private yacht! We’ll tailor a cruise for your special day.
Annapolis Dinner Cruise
A romantic getaway or a casual evening with friends and family. We’ll serve dinner from a downtown restaurant or have your meal catered on-board.
Mid-Week “3 Hour Tour”
“Just sit right back and…” feel the wind in your hair, go for a swim or just enjoy the views. Great for office outings and happy hour hangs.
Chesapeake Overnight Sail
Get away for a night or two (or 5) and enjoy adventures on the water, excursions into nearby towns, sunset cocktails and sleeping under the stars.
Chesapeake Bareboat
Experience the freedom of a bareboat sailing charter where you’re the captain of your own adventure. Perfect for seasoned sailors!
Ready to sail with us?
Get in touch to book one of our itineraries or discuss something special for your cruise.