The past voyages from New York to Bermuda and Bermuda to the BVI were a resounding success! Everyone onboard said that it was the best trip ever! Voyages like this are hard to come by - don't miss out, book your cabin today!

Chesapeake Bay Pre Boat Show Tour

Annapolis, Cambridge, Solomons, Calvert Cliffs and more...

Chesapeake Bay Pre Boat Show Tour

Newport, Nantucket, Martha's Vineyard, Cuttyhunk and more...

The American Sailing Association and the Manhattan Yacht Club have partnered to invite you to join us on an amazing six day sailing vacation.

This fall the American Sailing Association and the Manhattan Yacht Club have partnered to bring you an opportunity to tour the Chesapeake Bay and go to the Annapolis Sailboat Show. You will board the 157-foot Sailing Yacht Arabella in Annapolis and tour the Chesapeake Bay for 6 days and upon your return, you will be ready to attend the Annapolis Sailboat Show.

Spring and fall are perfect times to visit the tranquil waters of the nation's most famous bay. From the Southern charm of Annapolis' history-soaked streets to the quiet eastern shore towns like St. Michaels, Oxford, and Baltimore's inner harbor, you'll enjoy the unique flair of this special region. 

Daytime activities include exploring quaint fishing villages, kayaking undisturbed creeks, visiting restored plantations, and experiencing beautiful passages under full sail! In the evenings, you'll find yourself sampling the cuisine of the region's fine restaurants, or licking your fingers at an authentic Chesapeake crab feast. At either end of your trip, consider staying an extra night in Annapolis - one of the most historic and exciting cities on the Eastern seaboard!' 

Your Arabella sailing vacation lets you intimately experience a variety of fascinating destinations. And unlike staying at a hotel, you'll get a new view from onboard each and every day. For activities, there's off-deck swimming, snorkeling, and kayaking. The Arabella's tender offers ship-to-shore transport so local cuisine, culture & historic landmarks, shopping and sightseeing are always yours to enjoy. Best of all, you can do it all... or, do nothing at all! Whatever activities you choose, a sailing vacation aboard Arabella is a unique adventure.

Join us on our Chesapeake Bay Pre Boat Show Tour...
...not as a tourist, but as an exclusive guest onboard a mega yacht!

This fall, Arabella visits Annapolis and tour the Chesapeake Bay. From the Southern charm of Annapolis' history-soaked streets to the quiet eastern shore towns like St. Michaels, Oxford, and Baltimore's inner harbor, you'll enjoy the unique flair of this special region.

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Everyone deserves this type of mega yacht sailing experience at some point in their lives, but few can afford it until now. As an ASA member you have the opportunity to join us on this unique, and unforgettable, sailing vacation.

Staterooms are available exclusively for ASA Members and start from $1,890 / person.

  • Arabella Testimonial Marge

    “Steering a 157 foot schooner under full canvas in 20-25 plus winds was exciting, with the wind tearing at my hair. With beautiful blue skies and turquoise seas in 80 degrees, what could be better?”

    Marge Benning, Denver CO

  • Arabella Testimonial Tracy Kosbau

    “Everything is taken care of. You don’t have to worry about anything. You just sit back and enjoy the beautiful scenery, fresh sea air and fantastic ports of call to explore. In a very short time, we all got to know each other and everyone felt like family to me. I learned a lot, and enjoyed sharing this brief moment in time and space on this lovely boat called the Arabella.”

    Tracy Kosbau

  • Arabella Testimonial Tim Shuman

    “What do a film producer, a tech consultant, a dad and his son have in common with a group of Puritans? They all boarded a boat named Arabella bound for Massachusetts, albeit 385 years apart. Unlike John Winthrop and crew the modern passengers sailed in comfort on an ASA sponsored voyage to Martha’s Vinyard, Nantucket and Cuttyhunk islands!”

    Tim Shuman

  • Arabella Testimonial Fred Wyckoff and Gerri Haan

    “Absolutely no better way to relax… A full day of sailing aboard the “melts my heart” Arabella, lobster for dinner and slow trip back to the schooner during golden hour. Fantastic!”

    Fred Wyckoff and Gerri Haan

  • Arabella Testimonial Marge

    “Steering a 157 foot schooner under full canvas in 20-25 plus winds was exciting, with the wind tearing at my hair. With beautiful blue skies and turquoise seas in 80 degrees, what could be better?”

    Marge Benning, Denver CO

  • Arabella Testimonial Tracy Kosbau

    “Everything is taken care of. You don’t have to worry about anything. You just sit back and enjoy the beautiful scenery, fresh sea air and fantastic ports of call to explore. In a very short time, we all got to know each other and everyone felt like family to me. I learned a lot, and enjoyed sharing this brief moment in time and space on this lovely boat called the Arabella.”

    Tracy Kosbau

  • Arabella Testimonial Tim Shuman

    “What do a film producer, a tech consultant, a dad and his son have in common with a group of Puritans? They all boarded a boat named Arabella bound for Massachusetts, albeit 385 years apart. Unlike John Winthrop and crew the modern passengers sailed in comfort on an ASA sponsored voyage to Martha’s Vinyard, Nantucket and Cuttyhunk islands!”

    Tim Shuman

  • Arabella Testimonial Fred Wyckoff and Gerri Haan

    “Absolutely no better way to relax… A full day of sailing aboard the “melts my heart” Arabella, lobster for dinner and slow trip back to the schooner during golden hour. Fantastic!”

    Fred Wyckoff and Gerri Haan

The Chesapeake Bay Pre Boat Show Tour Itinerary

This itinerary is only an example. All stops are subject to the captain’s discretion and may vary due to weather or unforeseen circumstances.

Day 1

Arrive in Annapolis

Guests can board Arabella along the vibrant Annapolis (the first capital of the United States) waterfront at 4 p.m. Famous for its stunning period architecture and lively seaport culture, Annapolis is a mecca for history buffs and adventure seekers. Check out the scene at the US Naval Academy just steps from the dock, then discover the sights, epicurean adventures and charming stops that this city has to offer. After a "welcome aboard" cocktail on Arabella's aft deck, you have a chance to enjoy the wealth of dining opportunities for which Annapolis is so well-known.


Day 2

Sail to Cambridge


This morning we set sail for Cambridge, whose sheltered waters and bountiful fisheries of America's greatest estuary have attracted people for centuries. As we cruise past wooded shores, you'll see crabbers hauling their catch, sailing oyster dredges dragging the shallows for these succulent shellfish, while sea life of all types teem about.

Day 3

Back to the Bay to sail down to Solomons

Back out into the Bay today for a brisk sail down to Solomons, at the mouth of the Patuxet River on the west shore of the Bay. This delightful port offers many attractions, including a restored 1934 seafood packing house, but a short cruise upriver shows a very different culture than seen so far. Nestled amongst the heavily treed bluffs along the river are plantations and manor houses that are survivors of the Antebellum South. Many of these are now restored and open to the public. Our visit to this unique area would not be complete, however, without a visit to the Calvert Marine Museum, where we can learn more about the ecology and natural resources of the Bay. Dinner is on your own tonight in town.


Day 4

Calvert Cliffs


Sunrise finds us slipping past the red clay Calvert Cliffs, remnants of an ancient seabed and laden with fossils. The crew shakes the morning dew from the sails, then directs our course northwest back to the Maryland Eastern Shore. By lunchtime, we're dropping anchor off the Eastern Shore seaport of St. Michaels, where we'll spend the day ashore exploring this historic seaport. The Chesapeake Bay Maritime Museum is a must-see, with a collection of 85 vessels and the restored Hooper Strait Lighthouse on display. Take in St. Michaels bustling Main Street, with many delightful shops, while the narrow streets lined with 17th and 18th century houses make for an enjoyable stroll including the Inn at Perry Cabin that was once home to Laura Ashley. Be sure to work up an appetite, because tonight we'll be treated to a Chesapeake tradition - the Crab Feast - where we'll get to enjoy the local harvest of the sea as it's been prepared for generations. This dinner is included in your fare.

Day 5

Final destination, Baltimore

This morning we'll sail past the wooded shores of Kent Island, where we'll pass under the majestic span of the Chesapeake Bay Bridge, which has joined the Eastern and Western shore of the Bay since its construction in 1952. Our final destination is Baltimore, a city steeped in history. From Fort McHenry, home of our national anthem, looming over the Harbor, to the towering spans of the 18th Century warship USS Constellation, to the magnificent Baltimore Aquarium, the largest marine aquarium in the country, Baltimore offers something for everyone. After an afternoon soaking up the attractions on the harbor front, we suggest venturing off to the old settlement of Fells Point. Then we will raise a final toast to fair winds and calm seas at our cocktail party on board...after which you are free to explore Baltimore's many unique restaurants for dinner.


Day 6

Return to Annapolis


Our final sail down the broad waters of the Chesapeake, a cloud of canvas overhead, seabirds skimming low over the blue water, finds us sailing back into the bustling harbor of Annapolis. After breakfast, you'll still have time to stroll the waterfront for one last look at the tranquil waters of the Chesapeake Bay.

Staterooms on Arabella

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Owners Stateroom

 

The Owners Staterooms (#15 and #16) are Arabella's largest and most luxurious. They are located amidships in the most stable part of the boat. These staterooms feature a queen bed, private shower and head, individual climate control, and plenty of room for you to spread out and relax.

Pricing is $3,450 / person, based on double occupancy.

 

Premier Stateroom

 

These spacious Premier Staterooms (#7, #8, #9, #10) are located amidships of the yacht and feature a queen bed, private shower, head, individual climate control, and all the amenities a sailor could ask for.

Pricing is $2,950 / person, based on double occupancy.

 

Deluxe Stateroom

 

These Deluxe Staterooms are located in the forward section of the yacht and feature a double bed, private shower, head, and individual climate control.

Deluxe Staterooms #3 and #4 have an over/under single/double bed configuration.

Pricing is $2,650 / person, based on double occupancy.

 

Double Stateroom

 

These staterooms are located in the aft section of the yacht and feature a pair of over/under single berths, private shower, head, and individual climate control.

Pricing is $1,890 / person, based on double occupancy.

 

Single Stateroom

 

These staterooms are located in the aft section of the yacht and feature a single berth, private shower, head, and individual climate control.

Pricing is $2,500 / person, based on SINGLE occupancy.

 

Frequently Asked Questions

What Are You Waiting For?

This kind of sailing vacation is a once in a lifetime opportunity and everyone knows it!
Staterooms will sell out fast, so don't delay - reserve your berth today!

September 25th

Chesapeake Bay Pre Boat Show Tour
September 25th - October 1st, 2022

Chesapeake Bay Pre Boat Show Tour
October 8th - 13th, 2021

  SOLD OUT
BOOK NOWfrom $1,890/person

   Only 2 Staterooms Left!

October 18th

Chesapeake Bay Pre Boat Show Tour
October 2nd - 8th, 2022

Chesapeake Bay Pre Boat Show Tour
October 2nd - 8th, 2022

  SOLD OUT
BOOK NOWfrom $1,890/person

   Only 2 Staterooms Left!