Upcoming Cruises and Flotillas

From the moment you board Arabella in Newport, Rhode Island, the tone is set for a sailing adventure. Your week aboard Arabella will be filled with full sails on the way to Martha’s Vineyard, Nantucket, and Cuttyhunk. This is more than a sailing vacation; it’s an adventure for the soul.

Embark on a 6-day luxury sailing adventure aboard Chronos Yacht, exploring Mallorca to Menorca with American Sailing. Enjoy personalized service, secluded coves, and stunning coastlines with a small, passionate group. This intimate voyage offers full-board luxury, breathtaking views, and unique experiences in the heart of the Balearic Islands. Set sail for an unforgettable journey this fall.

Sailing in the Grenadines allows you to experience a variety of landscapes and activities. You can anchor in a quiet cove for a day of swimming and snorkeling, visit lively markets and historic sites onshore, or enjoy a sunset from the deck of Chronos. The Tobago Cays, a protected marine park, is a highlight, offering some of the best snorkeling and diving in the Caribbean.

Sailing the waters around La Paz, Mexico, is a truly magical experience. Nestled in the Sea of Cortez, often referred to as the “Aquarium of the World,” La Paz offers crystal-clear turquoise waters, calm seas, and stunning, unspoiled islands just offshore. With no Pacific ground swell, the waters are as smooth as a lake, making for relaxed and enjoyable sailing conditions.

Join us for a week of sailing in paradise, as our late founder Lenny Shabes, set out to teach aspiring sailors to do. To pay tribute to all Lenny has done for the world of sailing, we are calling all sailors to partake in a week of festivities ranging from sundowners to regattas in the beautiful BVI’s.

Welcome aboard Cataleya a 30 meter luxury sailing yacht which will be your home for 8 days as you explore the Dalmation coast of Croatia. This trip will include stops in Split, Hvar, Korcula as well as a few anchorages that are the secrets of the captain and the crew. Join us on a once-in-a-lifetime sailing vacation.

Experience the enchanting allure of the Italian coast – from the picturesque Amalfi and Positano to the captivating islands of Capri and Ischia. Bask in the sun-drenched hillside villages, where the air is imbued with the tantalizing scent of citrus. Indulge in the delights of limoncello and embrace the charm of “Molto Bene.” Embark on a journey of luxury aboard a sailboat, as we navigate the azure waters of the Amalfi Coast in the summer of 2025.

Your journey begins in the glamorous port of St. Tropez, known for its luxury yachts, vibrant nightlife, and charming old town. As you set sail from this iconic French Riviera destination, the Mediterranean’s turquoise waters will guide you toward Marseille. Along the way, you can enjoy the stunning coastal landscapes, with opportunities for swimming in secluded coves or relaxing on deck.