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Italy, Montenegro & Croatia cruise on the Royal Clipper

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Experience small ship cruise that will bring you around the world from the Greek & Italian Mediterranean to the Bahamas to Morocco and the Canary Islands, the Grenadines, and the Caribbean. Snorkeling, kayaking, visiting archaeological sites, and simply relaxing on a sailing cruise ship. Be part of a classic sailing cruise aboard a luxurious schooner with multiple restaurants, bars, lounges, and social areas, plus comfortable rooms. Our small ship cruises capture the essence of elegance on the high seas and are also perfect for couples looking for a honeymoon sailing cruise, a solo cruise trip, or a family cruise trip . Let us know when you're ready to start planning your sailing adventure!

Top 10 Sailing Schooner Cruises & Tours for 2025-2026

Best Sailing Schooner Trips in the Mediterranean for 2025-2026

Trip Name From Days Summary
Antiquity to Byzantium $2,000 8 Set sail on an 8-day cruise aboard the Galileo to explore Greece's historic landmarks, starting in Ancient Epidaurus and visiting iconic sites like Olympia and Delphi. Enjoy guided excursions and stunning coastlines before concluding your journey in Marina Zea.
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Jewels of the Cyclades $3,090 8 Set sail on an 8-day cruise aboard the Galileo, exploring the beautiful Cyclades from Athens to islands like Santorini, Mykonos, and Folegandros. Enjoy swim stops, cultural experiences, and delightful Cycladic cuisine on this unforgettable journey.
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Malta, Balearic Islands & Spain $3,240 11 Sail the Mediterranean on an 11-day cruise aboard the Star Flyer, visiting historic Valletta, tranquil Gozo, Sardinia’s Cagliari, Menorca, Palma de Mallorca, Cartagena, Motril, and Malaga, with relaxing days at sea.
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Voiles de Saint Tropez $2,570 8 Set sail on an 8-day cruise aboard the Royal Clipper, exploring the stunning Mediterranean coasts of France, Italy, and Corsica. Journey from Nice to Lerici, Portoferraio, and St. Tropez, enjoying historical sites, breathtaking views, and vibrant local culture.
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Grand Prix Trials $2,570 8 Set sail on an 8-day cruise aboard the Royal Clipper, visiting charming coastal towns like Nice, Lerici, and Portoferraio. Explore stunning beaches and rich history, and witness the Monaco Grand Prix trials before returning to Nice.
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Malta, Balearic & Spain $2,970 10 Set sail on a 10-day cruise from Malaga to Valletta, visiting historic sites like Almeria's Alcazaba and Ibiza's Dalt Vila. Enjoy rich cultures, stunning landscapes, and Mediterranean cuisine aboard the Star Flyer.
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Northern Cyclades $2,410 8 Set sail on an 8-day cruise aboard the Star Flyer to explore Greece’s ancient ruins and beautiful islands, starting in Piraeus. Experience vibrant destinations like Kusadasi, Patmos, and Mykonos while enjoying guided tours and hands-on sailing activities.
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Amalfi & Sicily $2,080 7 Embark on a 7-day cruise aboard the Star Clipper, starting from Civitavecchia and visiting Italy's beautiful coastal spots like the Aeolian Islands and Amalfi. Conclude your journey with easy access to explore Rome.
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Croatia & Slovenia $1,260 4 The Royal Clipper invites you on this 4-day cruise from Croatia to Slovenia. Starting and ending in Venice, Italy and exploring the towns of Rovinj in Croatia and Piran in Slovenia along the way to see Baroque architecture, and immerse yourself in the history and cuisine of this gorgeous Mediterranean region.
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Wines of Greece $5,300 8 Join an 8-day cruise on the Panorama to discover Greece's renowned wine regions like Nemea and Santorini, led by expert Tim Clarke. Enjoy exclusive tastings, meet winemakers, and savor regionally inspired dinners while sailing through stunning landscapes.
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Canary Islands & Morocco Sailing Cruises for 2025-2026

Sailing Schooner Cruises of the Bahamas & Caribbean for 2025-2026

Trip Name From Days Summary
Windward Islands $2,030 8 Sail aboard the Royal Clipper on an 8-day journey through vibrant Caribbean islands, pristine beaches, and rich history. Highlights include Dominica’s lush Cabrits National Park, Antigua’s Falmouth Harbor, and Martinique’s stunning shores.
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Across a sea of idyllic Islands $6,995 8 Set sail on an unforgettable 8-day Caribbean cruise aboard the Sea Cloud Spirit. Experience the charm of St. Maarten, Antigua, St. Barths, and the Virgin Islands as you explore paradise by sea. Discover rich culture, pristine beaches, and lively island towns filled with color and charm.
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Grenadine Islands $2,030 8 On this 8-day expedition cruise, the Royal Clipper explores the Grenadine Islands. Enjoy blissful, laid-back beach days and appreciate the beauty of nature on this Caribbean adventure.
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Classic Yachtsman Caribbean $2,080 8 Set sail on an 8-day cruise aboard the Royal Clipper, starting in Antigua. Highlights include snorkeling in Les Saintes, Dominica’s lush rainforests, Grenada’s spice markets, and Barbados’ rich heritage.
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Leeward Islands $1,970 8 The Star Flyer authentic clipper hosts this 8-day cruise of the Caribbean, departing on a roundtrip from St. Maarten and sailing Dominica, Iles des Saintes, Guadeloupe, Antigua, and St. Barts. As the wind blows your ship across turquoise waters through thousands of cays, snorkel in the clear water, relax on sunny beaches, or hike to the tropical mountaintops.
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Treasure Islands $1,970 8 Don't miss the opportunity to relax on one of the beaches and enjoy the tropical sun's warmth. Soak up the sun in one of the world's most gorgeous locations, the Caribbean. Visit St. Maarten, Anguilla, Jost Van Dyke, St. Kitts, and St. Barts on this 8-day small ship trip!
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Antigua to Antigua $1,970 8 Embark on an 8-day cruise in the Caribbean aboard the Star Clipper, starting and ending in Antigua. Discover the beaches and boutiques of St. Barts, explore Norman Island, and enjoy the charm of Jost van Dyke, while swimming at Virgin Gorda and experiencing St. Kitts’ history and nature.
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Jamaica to Antigua $3,090 12 Explore a paradise of vibrant coral reefs, powder-soft sand, and warm island hospitality on this 12-day cruise from Jamaica to Antigua aboard Star Clipper. Experience crystal-clear water, bright skies, and gentle breezes. Relish in the beauty of untouched beaches and become enchanted by seductive scents and rhythms.
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Grenada to Antigua $2,820 11 Take an 11-day cruise on the Star Clipper from St. George's, Grenada to St. John's, Antigua, exploring secluded bays and historic towns in Tobago and the Grenadines. Enjoy highlights like snorkeling in Tobago Cays and relaxing on beautiful beaches, while immersing yourself in vibrant local cultures.
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Grenada to Grenada $3,090 12 Set sail on a 12-day cruise aboard the Star Clipper, exploring stunning islands like Tobago and Martinique, with highlights including the Tobago Cays and St. Lucia's waterfalls. Experience the Caribbean's serene beauty and rich culture while enjoying activities like snorkeling and history.
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