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Italy, Montenegro & Croatia cruise on the Royal Clipper

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Sail the turquoise waters of 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 cruising at the leisure of the wind as it blows the sails are all activities you might enjoy on your classic sailing cruise aboard a luxurious schooner. With multiple restaurants, bars, lounges, and social areas plus comfortable rooms, these cruises capture the essence of elegance on the high seas. 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 NameFromDaysNext DepartureSummary
Malta, Balearic Islands & Spain$272011Oct 26, 2025Your 11-day Mediterranean cruise starts in the enchanting port of Valletta, Malta. It travels to the spectacular coastal city of Malaga, Spain aboard …
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Jewels of the Cyclades$25008Jun 27, 2025Experience the Aegean Islands on an 8-day cruise on the Panorama from Athens. Visit famous spots like Santorini and Mykonos, as well as lesser-known …
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Southern Cyclades$20308May 10, 2025On this 8-day cruise through the Mediterranean on the Star Clipper, you can enjoy the traditional charm of the Southern Cyclades Islands. Discover …
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Dalmatian Paradise$23758Apr 19, 2025On this 8-day croatia cruise explore its coastline and island aboard Avangard. Visits to Split, Pelješac peninsula, Mljet, Dubrovnik, Korčula, Hvar …
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Westbound Atlantic Ocean Crossing$460025Oct 29, 2025Embark on a 25-day cruise aboard the Star Flyer, visiting Malaga, Gibraltar, Tangier, Cadiz, Safi, Arrecife, Puerto del Rosario, Las Palmas, San …
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Morocco to Portugal Cruise$53809May 7, 2026Embark on a 9-day cruise from Morocco to Portugal. Explore the Hassan II Mosque and the bustling medina. Continue to Tangier, a historic gateway to …
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Grand Voyage: Venice to Rome$402016Aug 30, 2025On this 16-day Grand Voyage cruise from Venice to Rome, explore the waters across Hvar, Dubrovnik, Civitavecchia, East Corsica, and more. Discover …
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Greece, Montenegro & Croatia$303012Jun 22, 2025Embark on a 12-day cruise aboard the Star Flyer. Discover ancient Athens, the charm of Mykonos, the beauty of Santorini, the sacred sites of …
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Greece, Montenegro & Croatia$303012Jun 11, 2025Discover the hidden gems of the Dalmatian Coast and the spectacular views of the famous Greek Islands on this 12-day cruise aboard the Star Flyer. …
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Under Sail: Greece and the Dalmatian Coast$1579611Aug 10, 2025Spend 11 days immersed in the history & culture of the Mediterranean as you cruise aboard the Sea Cloud. Experience the crystal blue waters of the …
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Canary Islands & Morocco Sailing Cruises for 2025-2026

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

Trip NameFromDaysNext DepartureSummary
Westbound Atlantic Ocean Crossing$460025Oct 29, 2025Embark on a 25-day cruise aboard the Star Flyer, visiting Malaga, Gibraltar, Tangier, Cadiz, Safi, Arrecife, Puerto del Rosario, Las Palmas, San …
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Westbound Atlantic Ocean Crossing$274016Nov 7, 2025Sit back and take in the smell of the fresh ocean breeze up on deck on this extraordinary 16-day cruise that takes you across the Northern Atlantic …
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Westbound Atlantic Ocean Crossing$261016Nov 14, 2025Sit back and take in the smell of the fresh ocean breeze up on deck on this extraordinary 16-day cruise that takes you across the Northern Atlantic …
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Just Drifting Along$85659Feb 10, 2025Set sail on a 9-day cruise aboard the Sea Cloud Spirit, exploring the ABC islands, including Curacao's UNESCO-listed Willemstad and Aruba's colorful …
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Panama to Antigua$383015Nov 15, 2025Starting in Balboa, Panama, sail through warm Caribbean waters as you make your way to the Antigua aboard the Royal Clipper. Over the course of 15 …
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Barbados to Panama$383015Nov 1, 2025Starting at the Caribbean port of Bridgetown, this 15-day cruise aboard the Royal Clipper sails through the turquoise Caribbean waters en route to …
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Barbados to Panama$372015Nov 29, 2025Starting at the Caribbean port of Bridgetown, this 15-day cruise aboard the Star Clipper sails through the turquoise Caribbean waters en route to the …
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Gliding the Waters of the Windward Islands$82008Jan 18, 2025Explore the Caribbean on an 8-day cruise aboard Le Ponant. Visit Dominica to explore mangroves and meet the Kalinago people. Cruise through Saint …
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Sailing the Caribbean$96588Jan 19, 2025Experience the Caribbean in the most authentic way under the 30 white sails of Sea Cloud on this 8-day round trip cruise of Barbados. As you delight …
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Discover Eastern Caribbean & Grenadines$1518015Nov 15, 2025Set sail on a 15-day cruise to explore unspoiled beaches, vibrant coral reefs, and captivating island cultures. Experience the genuine warmth of the …
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Top Schooner Sailboats for 2025-2026

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