Follow the tides of history with overnight stays in Barcelona and Venice. Marvel at the historic treasures of Montpellier. Stroll among the romance of Marseille and the glamour of Monte Carlo. Stay overnight in Renaissance Tuscany, and see ancient Rome and elegant Naples. Sail around Italy’s boot via Sicilian Messina, the pristine ports of Crotone and Bari, and the remarkable Old Town of Šibenik.

This is a voyage for those who want to see and do things out of the ordinary. Cross the Atlantic relishing your "me time" and arrive in the Southern Caribbean, which is usually the last part of the Caribbean that cruisers explore. Because these tend to be smaller and less developed than other Caribbean islands, they’re meant for the savvy traveler to discover plus, you’ll be here at a time just before most tourists arrive. These islands are filled with unique sights, attractions, and activities.

This is a place where dreams really do come true. The place where nothing comes between you and your fondest wishes. Where no schedules intrude, where day-to-day annoyances can’t reach you, where every moment of every hour of every day is yours alone. This is your place – at sea under an open sky – the one place in which you truly can get away from it all. Simply step on board and we’ll take it from there. Meals so delicious they might be sinful are served when, where, and any way you choose.

Set sail aboard your Windstar yacht as you chart a course across Spain and Portugal for a treasure trove of discoveries along the trade routes of the first Portuguese and Spanish explorers. Two-night stays in Lisbon and Barcelona bookend this Iberian adventure, which visits Palma de Mallorca, Granada, Seville, Gibraltar, Málaga and more.

Explore coastal gems and take in magnificent sights on this epic voyage that combines Iconic Western Mediterranean; Italian Sojourn; Venice, the Adriatic & Greece; and Ancient Mediterranean Treasures. Visit bustling ports and humble hamlets, and sail around Italy’s boot as you trace majestic shores and experience a wealth of timeless treasures. Overnights in Barcelona, Florence/Pisa, Venice, Athens and Istanbul allow for a rich cultural immersion.

Explore coastal gems and take in magnificent sights on this epic voyage that combines Iconic Western Mediterranean; Italian Sojourn; Venice, the Adriatic & Greece; and Ancient Mediterranean Treasures. Visit bustling ports and humble hamlets, and sail around Italy’s boot as you trace majestic shores and experience a wealth of timeless treasures. Overnights in Barcelona, Florence/Pisa, Venice, Athens and Istanbul allow for a rich cultural immersion.