Enjoy Italy, southern France, and Spain at an unhurried pace in exclusive off-season coastal haunts of reclusive celebrities, savvy travelers, and approachable locals. Stretch your overnight port stay at Livorno into an indulgent exploration of uncrowded iconic landmarks, intimate cafes, and inviting artisan shops in Florence, Pisa, Siena, and San Gimignano. This is a rare opportunity to enjoy quiet moments with unobstructed views of artistic works by Renaissance masters.

Begin and end your journey where Old World meets New, in historic San Juan, littered with more than 400 restored Spanish colonial buildings. As you continue on this bewitching Caribbean cruise through the Virgin Islands, no two days are alike. One day, you’re shopping chic French boutiques for the latest fashions from Paris. On another, snorkeling a secluded cove known only to lucky yachtsmen – like you. Skip more common and commercial ports in favor of less-visited destinations like Montserrat.

Experience the world’s most renowned yachting playground on a spectacular journey where you’ll dock alongside other luxury yachts at entrancing ports and secluded harbors, as well as go deep into Spain to explore Madrid. The magnificent ports of the Rivieras each have their own distinctive allure - from the casinos and castles of Monaco to the glitz and glam of Cannes to the stunning vistas and charm of Portofino. What’s special about this journey is that it takes you deeper into Spain.

Delve into the ancient wonders of early Western Civilization on this 10-day journey featuring Meteora and Delphi and delve into the islands of Greece. Stroll the monument-lined Sacred Way toward the Grand Temple of Apollo in Delphi. Savor a moonlit Turkish dinner and romantic concert among the broken columns and weathered walls of Ephesus in Turkey during Windstar’s complimentary Destination Discovery Event.

A graceful yacht is the perfect way to experience the true wonder of Tahiti. We’ll let the trade winds take us to visit one legendary island after another, with plenty of casual time to swim and snorkel in crystal-clear lagoons, meander through lush rainforests, and experience the fascinating Polynesian culture from tikis to tiare flowers.