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.

Short but incredibly sweet, this 3-day mini-cruise shows off tiny Belgium’s oversized  charms from medieval streets and romantic canals to world-class museums and mouthwatering chocolates. Board your ship in London right next to HMS Belfast (Tower Bridge), one of the most exclusive cruise ports in the world just across the Thames from the Tower of London.

Visit Holland at the height of tulip season on this Northen Europe cruise, when the country’s fields explode in vibrant swaths of every imaginable color. Wander through the enchanting Keukenhof Gardens, home to millions of blooms. Then, set off on a coastal voyage to small countryside cities and a few new-to-Windstar destinations. Explore the quaint streets of Harlingen - a small-ship exclusive - and wander along its old canals, merchant houses and charming little alleys.

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.

Short but incredibly sweet, this 3-day mini-cruise shows off tiny Belgium’s oversized  charms from medieval streets and romantic canals to world-class museums and mouthwatering chocolates. Board your ship in London right next to HMS Belfast (Tower Bridge), one of the most exclusive cruise ports in the world just across the Thames from the Tower of London.