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Italy, Montenegro & Croatia cruise on the Royal Clipper

Small Ship Sailing

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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 2026-2027

Best Sailing Schooner Trips in the Mediterranean for 2026-2027

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 2026-2027

Sailing Schooner Cruises of the Bahamas & Caribbean for 2026-2027

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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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 $2,010 8 Join an 8-day roundtrip Caribbean cruise from Philipsburg, St. Maarten, on the Star Flyer, visiting historic Nevis, scenic Dominica, and the vibrant yachting hub of Antigua. Enjoy snorkeling in Terre-de-Haut and explore Basseterre and South Friars Bay in St. Kitts before returning to St. Maarten.
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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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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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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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Grenada Roundtrip $3,150 12 Embark on a 12-day cruise through the Southern Caribbean aboard the Star Clipper, starting in St. George’s, Grenada. Experience stunning beaches, vibrant local culture, and historical sites across Tobago, the Grenadines, Martinique, and Barbados.
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Aruba to Grenada $2,880 11 Set sail on an 11-day Caribbean cruise aboard the Star Clipper from Aruba to Grenada, exploring vibrant destinations like Oranjestad and Willemstad. Enjoy highlights such as snorkeling in Tobago Cays and visiting St. George’s and its historic sites in Grenada.
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Treasure Islands $2,210 8 Set sail on an 8-day Caribbean cruise aboard the Star Flyer, starting and ending in Philipsburg, St. Maarten. Explore scenic spots like St. Barts, Jost Van Dyke, Virgin Gorda, and Anguilla, blending natural beauty and rich history.
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