WindStar Yacht Adventure from Venice to Rome

January 23-31, 2025

Leave the crowds behind and experience Italy and the Adriatic from a different perspective on this unique off-season voyage.


Are you wanting more from your travels? Have you had enough of sitting on the beach? Do you have a little more free time because the kids are up and out? Or have you recently retired? Would you like to have the chance to re-connect and explore the world with that special someone?

We have the perfect opportunity for you!

Windstar Luxury Small Ship sailing is the perfect way to celebrate with your special someone. Once on-board the Star Legend, The unpretentious, casual elegance leaves you feeling relaxed, pampered and ready to explore the world! See historical sites, experience authentic gourmet cuisine, and have magical moments in destinations you’ve only dreamed of. Your every need is cared for from comfortable well-appointed staterooms to exceptional caring service. Come see why WindStar is 180 degrees from ordinary.

See popular attractions like the Sistine Chapel, St. Mark’s Square, and Pompeii with fewer people, giving you time to absorb the talent of Michelangelo, the ravishing beauty of Venice, and the tragedy of Pompeii. You’ll find more intimate and meaningful experiences everywhere you go as locals take the place of visitors. Walk the legendary walls of Dubrovnik’s Old Town and take your time looking over the red roofs of the medieval city during an overnight stay.

Hike in tranquil Dalmatian parks, dine in family homes in small villages, and learn to cook authentic pizza in a Sicilian kitchen. Then there are winter celebrations, Carnaval parades, festive lights, Christmas markets and more that make everything shine brighter, from grand gothic and baroque cathedrals to luminous canals.


Days 1 & 2
No other sea approach in the Adriatic raises goose bumps like Venice, a small ship exclusive where the entire city and its lagoon are a UNESCO World Heritage Site. On your luxurious home-away-from home, you arrive already equipped with a sense of what it’s like to live in the city that’s neither land nor water. Add your own sigh to the Bridge of Sighs, sip a spritz al bitter as you plot your agenda, and let the water taxis do your navigating unless you don’t mind getting lost. Not such a bad prospect, with serendipitous discoveries around every corner.

Day 3
Something here will capture your heart. A Roman amphitheater, 9th century churches, and museums packed with Byzantine-era artworks crowd the peninsula that tidily contains the Old Town. It’s a tempting way to spend the day for sure. While away the day listening to Zadar’s giant Sea Organ, a haunting musical improv performed by the surging Adriatic or share a bench with a sun-drunk cat as you bite into a truffle.

Days 4 & 5
While larger ships must pass by, we anchor right beyond the famous walled city so you can admire its beauty with every glance. Tender ashore and step right into Old Town, a UNESCO site where no cars are allowed, just eons of history. Capture the exhilarating views on your camera — and in your memory. End your day at the Buza Café (if you can find it) watching bold divers leap off the cliffs into the crystalline sea.

Days 6 & 7
The cobblestone streets of Messina, Sicily, are the perfect launching point for an optional visit to nearby Taormina. Stroll along flower-filled streets in search of a delightful lunch or an artist’s palette of colorful gelati. The ancient Greek Theater is an ideal place to sit back and admire shimmering waters below and Mount Etna, languidly smoking in the distance.

Day 8
Less than two hours from Rome, the port city of Naples was founded by the Greeks, is a UNESCO World Heritage Site and is unlike any other city in Italy. It is a busy, bustling place where mini-operettas take place on street corners, Vespas scoot across the pedestrian piazzas, the small narrow streets are hanging thick with laundry and graffiti is everywhere. But Naples is full of archaeological treasures that are among the most impressive in the world, including breathtaking frescoes and sculptures. Its beautiful palaces, castles and churches make Rome look provincial. And the food in Naples is among the best you’ll find in Italy, serving decadent pizza, pasta, coffee, and seafood dishes you’ll never forget.

Day 9
In this enchanting city the past and present intersect in perfect harmony. Casually intermingled among ancient ruins and majestic cathedrals are the trappings of a modern metropolis: Skyscrapers,cafes, boutiques selling designer footwear. But of course what you seek first in the heart of Rome is its breathtaking history. A good place to begin is the Vatican, with its Sistine Chapel and St. Peter’s Basilica. Works by Bernini, Michelangelo, Caravaggio, and Raphael are just a few of those on display, any one of which is worth hours of contemplation. Then the ancient ruins—Colosseum, Forum, Circus Maximus. And of course the Trevi Fountain for the obligatory coins promising your return to the Eternal City.


The Windstar staff-to-guest ratio is 1:1.5, and it shows. The moment you board you’ll feel it: an ever-attentive crew at your service, providing you with what you want and need, when you want and need it.

All Accommodations Feature…

  • Queen Size Bed with Luxurious Linens
  • Waffle Weave Robe and Slippers
  • Interactive TV
  • Fully Stocked Mini Bar/Refrigerator
  • Safe Direct Dial Phone
  • L’Occitane Bath Amenities
  • Fresh Fruit
  • Hair Dryers
  • 110/220 outlets
  • Wi-Fi Internet Access
  • Mirrored walk-in closet with ample drawer space
  • Granite vanity with magnifying mirror and chair

Rooms and Rates:
Rates from $5,478 per couple cruise only, as there are different levels of Ocean View and Balcony depending on location of the cabin.

Group Promotional offers:

  • 5% discount
  • $100 per person Group Ship Board Credit
  • Early Booking Offer: Complimentary All-In Package + $100 pp SBC

What’s Not Included:

  • Air Fare
  • Transfers
  • Pre/Post Nights
  • Tours
  • Spa

Deposit Terms:
Immediate deposit of 15% of booking total is required within 3 days of booking to secure a reservation calculated off the Base Cruise Fare and NDAs. Final payment is due 90 days prior to departure date.

Cancellation Terms:
Bookings cancelled at 121 days or greater from travel will be subject to a $50 per person cancellation fee. A full refund, excluding the cancellation fee, will be made for cancellations received by Windstar Cruises at 121 days or greater from travel by any mode of transportation booked through Windstar Cruises (sea or land, air travel is non-refundable once purchased). Guests who cancel after that date for any reason, including medical or family reasons, are subject to Windstar Cruises cancellation schedule. The cancellation fees are calculated off the Gross Fare, the gross fare is composed of the following Windstar items:

• Cruise Fare
• NDAs
• Hotels/Overland Packages
• Transfers
• Air Fare (100% non-refundable after purchase)

Cancellation Schedule:
120-90 days before commencing travel 15% of gross fare (deposit)
89-60 days before commencing travel 35% of gross fare
59-30 days before commencing travel 50% of gross fare
29-0 days before commencing travel 100% of gross fare