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!
The British Virgin Islands – SOLD OUT!!
January 24 – Feb 1, 2026
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 2- 8, 2026
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.
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.
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.
Relaxing New England
TBA
Leave the hustle and bustle behind and step into a world of serenity with Arabella’s Relaxing New England cruise. Designed for those seeking peace and quiet, this week-long journey takes you away from crowded tourist destinations and into the heart of New England’s most tranquil anchorages. It’s a retreat for those who prefer the beauty and grandeur of Arabella to the distractions ashore. Starting at $2,800 per person.
British Virgin Islands – Quiet and Serene
TBA
Escape the hustle and bustle of everyday life with our “Quiet & Serene” weeklong cruise in the British Virgin Islands, designed for those seeking total relaxation and tranquility. Unlike traditional itineraries, this journey takes you to the hidden gems and secluded anchorages of the BVI, far from the crowds and tourist hotspots. Each evening, you’ll savor exquisite meals prepared by our gourmet chef, dining al fresco under the stars aboard the luxurious mega yacht Arabella. With breathtaking views, peaceful surroundings, and the gentle sound of the sea, this is the perfect opportunity to unplug, unwind, and immerse yourself in the beauty of the Caribbean. Whether lounging on deck, swimming in pristine waters, or simply enjoying the serenity, this experience promises a restorative getaway like no other. Starting at $2,600 per person
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