Discover a different side of the Mediterranean this winter, one where you’ll find plenty of elbow room at popular attractions and get to rub elbows with the locals during their most congenial time of year. This itinerary offers a perfect combination of small towns and large, major attractions and new discoveries, all when locals are most relaxed.

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.

Experience unhurried and accessible destinations rich in breathtaking architecture, romantic solitude, and authentic hospitality throughout Italy, France, and Spain. This 16-day off-season exploration features overnight port stay indulgences throughout  Florence, Barcelona, and Malaga. Make a dozen unobstructed laps around Michelangelo's sculpture of David in Florence.

Walk in the shadows of Gaudi's architectural splendors and sip decadent Spanish red wines paired with savory tapas during an overnight stay near the heart of Barcelona's Gothic Quarter. Master the toasty, crackling craft of perfect socarrat as you cook up paella from regional ingredients at an exclusive cooking class hosted in a Malaga home.

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.