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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 2027-2028

Best Sailing Schooner Trips in the Mediterranean for 2027-2028

Trip Name From Days Summary
Voiles de St Tropez $2,770 8 Set sail on an 8-day Mediterranean cruise aboard the Royal Clipper, visiting iconic spots like Porto Venere, Elba's Napoleon villa, Bonifacio, and Ajaccio. Enjoy the annual Les Voiles de Saint-Tropez regatta before concluding your journey in Nice.
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Malta, Balearic & Spain $3,080 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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Greek Islands & Turkey $3,750 8 Experience an 8-day cruise on the Panorama through the Aegean Sea, visiting islands like Delos, Mykonos, and Naxos, along with ancient Ephesus in Turkey. Enjoy guided excursions and leisurely walks to immerse yourself in the rich history and culture of these stunning Mediterranean destinations.
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Ligurian Sea $2,500 8 Set sail on an 8-day Mediterranean cruise from Nice aboard the Star Clipper, exploring Porto Venere, Portoferraio, Bonifacio, Alghero, and Ajaccio. Enjoy stunning coastlines, historic sites, and relax on beautiful beaches before returning to Nice.
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Italy, Montenegro, Albania & Croatia $4,040 12 Embark on a 12-day Mediterranean cruise from Venice to Rome aboard the Royal Clipper, exploring both iconic sites and hidden gems. Visit historic towns in Croatia, the ancient ruins of Butrint in Albania, and marvel at Sicily's archaeological treasures before concluding in Civitavecchia.
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Italy, Montenegro and Croatia $3,740 12 Set sail on a 12-day Star Clipper cruise from Venice, exploring Croatia's coastal gems and Montenegro's Kotor. Discover Italy's Apulia region, Sicily's Taormina, and end your journey in Civitavecchia, just outside Rome.
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Ligurian Sea $2,660 8 Join an 8-day Mediterranean cruise on the Royal Clipper, visiting Nice, Monaco, and the UNESCO site Porto Venere. Explore Elba, Corsica, and Ajaccio, discovering vineyards, ancient ruins, and Napoleon's birthplace before returning to Nice.
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Sicily & Greece $2,820 9 Experience a 9-day Mediterranean sailing cruise on the Star Flyer, exploring ancient Athens, stunning Milos, and the charming alleys of Chania. Visit historic sites in Gythio, Pylos, Syracuse, Gozo, and end in Valletta, famous for its fortified city and gardens.
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Italy's Southern Jewels $2,820 9 Take a 9-day roundtrip cruise from Civitavecchia on the Star Clipper, exploring volcanic islands and historic towns such as Lipari, Taormina, and Amalfi. Enjoy sights like Stromboli, Pompeii, and the picturesque harbor of Ponza before returning.
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Sicily & Greece $2,290 7 Set sail on a 7-day Mediterranean cruise from Piraeus to Valletta aboard the Royal Clipper, exploring historic Athens, Monemvasia's Byzantine fortress, and Pylos, famous for King Nestor’s Palace. Discover Sicily's Syracuse and Malta's Gozo, known for diving and coastal caves, before concluding in the fortified capital of Valletta.
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Canary Islands & Morocco Sailing Cruises for 2027-2028

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Sailing Schooner Cruises of the Bahamas & Caribbean for 2027-2028

Trip Name From Days Summary
Windward Islands $2,080 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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Windward Islands Christmas Cruise $4,120 12 Join a 12-day Caribbean cruise on the Royal Clipper, visiting destinations like St. Lucia, Dominica's Cabrits, and the coral reefs of Iles des Saintes. Explore Grenada and St. George's, then relax in St. Lucia before disembarking in Barbados.
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Grenada to Grenada $2,880 11 Set sail on an 11-day cruise from St. George aboard the Star Clipper, featuring Grenada, Tobago, the Grenadines, Martinique, and St. Lucia while exploring picturesque villages and stunning beaches. Enjoy swimming, snorkeling, and local culture, concluding with a visit to Mayreau's serene Saline Bay.
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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 $2,010 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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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 $2,010 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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Caribbean Flair Away from the Everyday $7,995 9 Embark on a 9-day Caribbean cruise aboard the Sea Cloud Spirit. You depart from St. Maarten and visit Martinique, the Tobago Cays, St. Lucia, Dominica, and Nevis, then explore historic ruins, volcanoes, and reefs.
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More Time for Island Dreams $7,995 9 Experience a 9-day Caribbean cruise aboard the Sea Cloud Spirit. Depart from St. Maarten and sail to stunning destinations including Îles des Saintes, St. Lucia, the Tobago Cays, Grenada, and Bonaire before disembarking in Curaçao. Enjoy historic ports, coral reefs, and volcanic landscapes along the journey.
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Across A Sea Of Idyllic Islands $6,995 8 Sail 8 days aboard Sea Cloud Spirit through the Caribbean’s Lesser Antilles & Grenadines. Discover St. Maarten, Virgin Gorda, Jost van Dyke, Norman Island, St John’s, and St. Barths while enjoying authentic tall-ship sailing and idyllic island scenery.
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Top Schooner Sailboats for 2027-2028

Schooner Sailing Traveler Stories

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