Arabella Vacations
Week Long Luxury Sailing Trips
Set sail on the adventure of a lifetime with Arabella Vacations, a luxury experience aboard our stunning 157-foot, three-masted sailing yacht. With a maximum of just 36 guests, we offer an intimate and bespoke sailing experience to some of the most breathtaking destinations, including Newport, Nantucket, Martha’s Vineyard, Maine, the Chesapeake Bay, and the British and U.S. Virgin Islands. Over the course of a week, immerse yourself in the joys of sailing, relax in elegant accommodations, and indulge in the unmatched serenity of the cruising lifestyle. Reserve your cabin today and let Arabella whisk you away to paradise!
America’s 250th Birthday Celebration
July 1-7, 2026
In 2026, the United States celebrates its 250th Birthday and there will be no place on earth more spectacular than the centerpiece on July 4th in New York Harbor. During the day, the largest fleet of Tall Ships and Naval vessels ever assembled will sail past the Statue of Liberty in a once-in-a-generation Parade of Ships. Then after dark, there will be a fireworks display that will redefine what is possible in the night sky. Millions will watch from afar, but only a select few will experience it live from the water. And fewer still will be onboard Arabella, our beautiful 157-foot schooner, having an unrivaled, front-row seat to this historic moment.
The Yacht Club Tour with Monaco – SOLD OUT!!
July 11 – 18, 2026
For Manhattan Yacht Club Members Only – The Yacht Club Tour is a rare and privileged experience, available only to members of the Manhattan Yacht Club. In the days following the July 4th celebration, Arabella will escort the two yachts from Yacht Club de Monaco, “Tuiga” and “Viola,” on a spectacular passage from New York to Newport. We will also be joined by our two 1987 America’s Cup 12 Meters. Along the way, the fleet will visit some of the most distinguished yacht clubs on the East Coast, creating a moving gathering of maritime heritage, international camaraderie, and refined hospitality. This is an exclusive, behind-the-scenes experience reserved for a select group of Manhattan Yacht Club members, offering experiences that simply cannot be replicated.
Classic Maine – Penobscot Bay to Mount Desert Island
July 24 – 30, 2026
Set sail on an unforgettable week-long adventure aboard the stunning schooner Arabella with our “Classic Maine” sailing vacation! Begin and end your journey in the charming harbor town of Camden as we explore the breathtaking beauty of Penobscot Bay. Experience the rugged coastlines, iconic lighthouses, and quaint seaside villages as we make our way to Mount Desert Island, home to the enchanting Acadia National Park. Don’t miss this chance to embark on the sailing trip of a lifetime—reserve your spot today! Starting at $2,600 per person.
Annapolis Sailboat Show on Arabella
October 14-19, 2026
Stay aboard Arabella during the Annapolis Sailboat Show and experience the event in a way few ever will. Instead of fighting crowds and searching for parking, you’ll wake up on the water, step off the yacht directly into the heart of the show, and return each evening to the comfort of a 157-foot schooner, your private retreat amid the excitement. By day, explore the latest boats, gear, and innovations; by night, enjoy cocktails on deck and the quiet elegance of life at anchor. It’s not just attending the show, it’s living it, surrounded by the style, camaraderie, and effortless luxury that define the Arabella lifestyle. Starting at $1,200 per person
The British Virgin Islands
January 16 – 22, 2027
Set sail for an unforgettable cruise in the stunning British Virgin Islands, where crystal-clear waters, white sandy beaches, and vibrant island culture await! As a bonus, this special voyage coincides with the Manhattan Yacht Club’s “De Caribbean Regatta,” allowing you to sail alongside an exciting fleet of yachts and sailors as we explore this tropical paradise. Each day brings a new adventure as we visit iconic destinations like Jost Van Dyke, Virgin Gorda, and Norman Island, with stops at some of the best beach bars and restaurants in the Caribbean. Sip cocktails with your toes in the sand, and soak up the lively atmosphere at legendary spots like Foxy’s and the Soggy Dollar Bar. Whether you’re here for the thrill of sailing or the laid-back island vibes, this vacation promises a perfect blend of adventure, relaxation, and camaraderie! Starting at $2,200 per person.
St Maarten & St Barths
March 1 – 7, 2027
Join Arabella for an extraordinary week of sailing through the French-Caribbean elegance of St. Maarten and St. Barths, timed perfectly to coincide with the world-famous Heineken Regatta. We’ll explore turquoise bays, anchor off quiet crescent beaches, wander vibrant harbors, and enjoy sunset cocktails beneath warm island skies. Days bring swimming, snorkeling, and optional small-boat sailing; evenings invite relaxed dinners, lively waterfront cafés, and the effortless camaraderie that forms among sailors at sea. We’ll sail into glamorous Gustavia, find serenity at Anse de Colombier, and spend a peaceful night beneath the stars at Ile Fourchue. On race day, we’ll have front-row views of some of the most beautiful yachts in the world as they compete across the bay, followed by the legendary Heineken Regatta party ashore. It’s a week of adventure, elegance, friendship, and pure Caribbean joy — all from the comfort and grace of Arabella. Starting at $2,600.
The Grand Tour – Newport, Nantucket & Martha’s Vineyard
TBA
Embark on the ultimate sailing adventure aboard Arabella with “The Grand Tour.” This exclusive week-long vacation takes you on a breathtaking journey through the East Coast’s most iconic summer playgrounds. Starting in picturesque Newport, RI, you’ll experience the historic charm of Nantucket, the timeless allure of Martha’s Vineyard, and the serene beauty of Cuttyhunk. Join us for “The Grand Tour” and discover why these islands are the crown jewels of the New England coast. Starting at $2,200 per person.
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