Lake Como & Adriatic Romance Cruise Tour
 
Venice to Rome
Thu Sep 11, 2025 - Fri Sep 19, 2025,
 8 days
 on Wind Surf
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Venice to Rome
Indulge in rustic Italian cuisine, Roman relics and Baroque masterworks on a 11-day odyssey that combines a picturesque overland exploration of Lake Como and Venice with an extensive cruise through the Adriatic and along Italy’s west coast. Delve into the depths of delectable Northeast Italian wine vintages and savor Amarone’s cherry and cinnamon nuances in a cool, underground Valpolicella winery. Overnight provides time to float past Venice’s romantic arched bridges and ancient alleyways on a gondola ride. Dip a kayak blade in the clear waters near old harbor walls outside Dubrovnik. Sample homemade cheeses and sausages in a family-run olive grove near Kotor. Wander between restored mosaics, broken columns and cracked pottery amid Pompeii’s storied ruins. Dine on authentic, handmade pizza while gentle coastal breezes waft through Sorrento’s aromatic citrus trees.
voyage map
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Day 1: Welcome to Milan / Transfer to Lake Como
Upon arrival at the Malpensa airport in Milan, an English-speaking guide will be waiting.  Board a motor coach for the 90 minute transfer to Lake Como and your 5-star luxury hotel where you will be greeted by the hospitality staff and checked into your room. You will have time to relax and get settled with an evening at your leisure after a long day of travel.
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Day 2: Lake Como Bellagio
Breakfast is included at your hotel. This is your day to enjoy a private boat cruise tour. Meet your guide and board the boat. The first stop will be in Tremezzo to visit the beautiful gardens of Villa Carlotta, one of the many villas on the lake. Tour the gardens then re-board the boat to cross the lake to Bellagio, considered the jewel of the lake. Take a lively walking tour of the town and dine on the local cuisine at a restaurant overlooking the lake. Explore Bellagio on your own and see the Tower of the Arts, Villa Serbelloni Park, San Giacomo Church or Loppia Beach. Return by boat back to the hotel with the evening at your leisure and overnight.
 
(Includes overnight at your 5-star hotel and breakfast and lunch at Bellagio)
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Day 3: Lake Como to Venice
Chef-crafted omelets are a must for breakfast at the hotel before boarding your private transfer with your English-speaking guide for the 2.5-hour drive to Verona to reach Cantina Mosconi Bertani, a hidden winery. You’ll do a wine tasting of such wines as Amarone paired with cheese and charcuterie. Then it’s a 90-minute drive to Venice to the Palace Bonvecchiati, an impressive Venetian Palace. The afternoon is at your leisure before you meet your tour leader for a walking tour of St. Mark’s Square and the Rialto area. Try a Spritz, a typical Venetian aperitif. Mingle with locals in a Bacaro (Venetian wine bar) for a farewell dinner of local Venetian food. Spend the night in the luxurious the Palace Bonvecchiati.
 
(Includes breakfast at the hotel, dinner in Venice and overnight at the Palace Bonvecchiati. Wine venue is subject to change)
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Day 4: Check out and Transfer
Breakfast at the Palace Bonvecchiati, then meet with your private Windstar Tour Guide, and transfer to your waiting Windstar ship.
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Day 4: Venice
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.
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Day 5: Rovinj
The lovely fishing port of Rovinj on the west coast of the Istrian peninsula bordered on three sides by the Adriatic Sea. You can tour the maze of cobblestone streets that lead to the hilltop St. Euphemia Cathedral with its towering steeple dominating the skyline. Old Town Rovinj is a delightful tangle of medieval streets and twisting stairways. Seek out the Bronze Age ruins of Monkodonja, the hidden beaches or the breathtaking natural beauty of the 6-mile-long Lim Fjord.

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Day 6: Split
Split welcomes you with open arms, Mediterranean style, and a bustling harbor lined with busy cafés. Beyond, looms stately Diocletian’s Palace a UNESCO World Heritage Site in the center of town. Within the palace walls, a majestic cathedral soars, surrounded by polished marble streets lined with every type of tempting shop. If you’re longing for a quiet respite, head for the western end of town for an easy stroll through a verdant mountain park. Or take an optional tour to Trogir, another UNESCO site.
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Day 7: Dubrovnik
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. 
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Day 8: Kotor
This is one of Montenegro’s most beautiful bays, and the approach offers one breathtaking fjord-like view after another. Just when you’ve reached your fill of blues and greens, the bright red rooftops of the medieval Old Town come into view. The entire area has been proclaimed a UNESCO World Heritage Site. The charming streets of Old Town remain car free, filled with 12th century Baroque palaces and Romanesque churches. For a fresh perspective, climb to the fortress on the hill for a breathtaking vista. 
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Day 10: Giardini Naxos
Today you’ll discover one of Sicily’s jewels, the charming village of Giardini Naxos, nestled in one of the world’s most beautiful bays. An optional excursion to the popular hillside town of Taormina will be a highlight of your voyage — from the stunning setting of the iconic Greek Theater to the sparkling beaches along the Ionian Sea. Take a more adventurous tack and explore the UNESCO site of Mount Etna, Europe’s most active volcano.
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Day 11: Sorrento
UNESCO World Heritage Sites abound in Sorrento.   Optional tours will take you to the archaeological areas of Pompeii and Torre Annunziata, or the 4th century B.C. city of Herculaneum. Perhaps your choice will be a boat ride to Positano, the legendary home of the Sirens. Perched on a terrace on the spectacular Amalfi Coast, Sorrento offers exceptional views of the Bay of Naples and Mount Vesuvius. 
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Day 12: Rome
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.

What’s Included?

  • 2 nights at Lake Como hotel, 1 night at Palace Bonvecchiati hotel or similar hotel class
  • All transfers to and from the various included sites
  • Admission to Villa Carlotta botanical gardens and museum and wine tasting
  • Guided tour of St. Mark’s Square and Rialto
  • Lake Como scenic cruise
  • 8-day cruise from Rome to Venice or reverse
  • Activity Level: Moderate
Popular Highlights
Bellagio
Sample rich and decadent Italian pasta dishes paired with picturesque lakeside vistas in Bellagio.
Dubrovnik
Tour the Old City and medieval walls of Dubrovnik, UNESCO sites.
Kotor
Stroll the pedestrian-only streets of Kotor’s Old Town, a UNESCO site.
Lake Como
Take in the stately manors and walled villas dotting the forested foothills of the Italian Alps when you overnight at Lake Como.
Rovinj
Discover the magic of Rovinj and its Old Town.
Spritz
Try a spritz in Venice, a traditional Venetian evening activity.
Villa Carlotta
Stroll the botanical gardens at Villa Carlotta including camellias, azaleas and rhododendrons.
Itinerary at a Glance
Date
Port
Arrive
Depart
Watersports
PlatformWatersports Platform: 
Thu Sep 11
Welcome to Milan / Transfer to Lake Como
Arrive:  
Depart:  
Watersports Platform: 
Fri Sep 12
Lake Como Bellagio
Arrive:  
Depart:  
Watersports Platform: 
Sat Sep 13
Lake Como to Venice
Arrive:  
Depart:  
Watersports Platform: 
Sun Sep 14
Check out and Transfer
Arrive:  
Depart:  
Watersports Platform: 
Sun Sep 14
Venice
Arrive:  
Depart:  6:00 PM
Watersports Platform: 
Mon Sep 15
Rovinj
Arrive:  8:00 AM
Depart:  4:00 PM
Watersports Platform: 
Tue Sep 16
Split
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Wed Sep 17
Dubrovnik
Arrive:  8:00 AM
Depart:  10:00 PM
Watersports Platform: 
Thu Sep 18
Kotor
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Fri Sep 19
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Sat Sep 20
Giardini Naxos
Arrive:  8:00 AM
Depart:  2:00 PM
Watersports Platform: 
Sun Sep 21
Sorrento
Arrive:  8:00 AM
Depart:  3:00 PM
Watersports Platform: 
Mon Sep 22
Rome
Arrive:  7:00 AM
Depart:  
Watersports Platform: 
Wind Surf
On any day, our 342-guest flagship, Wind Surf, the world’s largest sailing ship, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. During their cruise, you will find the perfect setting for ‘making an entrance’ in the beautiful reception area – and, appropriately, that’s only the beginning.
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Accommodations & Pricing
Boutique cruising with fewer than 350 guests. Our expertly designed itineraries and unexpected shore excursions bring you closer to each destination.
The Windstar Life
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.
Friendly and Relaxed Atmosphere
Signature Onboard Barbecue
Cooking Demonstrations
Genuine and Thoughtful Crew
Crew Talent Show
Open Bridge
Local and Live Performances
Relax at the Pool or Hot Tub
Complimentary 24 Hour Room Service
Signature Sail Away
Shopping With The Chef
Take In The Sun
Watersports Platform
Enjoy regionally inspired treatments at World Spa by Windstar
Relax With A Morning Yoga Session
ALL DATES &
FARES
Great cruise-only fares or make it an all-inclusive voyage with Wi-Fi, unlimited beer, wine, and cocktails, and gratuities. From $89 per guest per day.
Date
Ship
All-Inclusive
From
Cruise Only
From
Sun, Apr 27 - Mon, May 5, 2025
WIND SURF
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Fri, May 2 - Sat, May 10, 2025
WIND SURF
Call For Availability
Fri, Jun 6 - Sat, Jun 14, 2025
WIND SURF
Call For Availability
Tue, Aug 19 - Wed, Aug 27, 2025
WIND SURF
$8,811
$8,099
Thu, Sep 11 - Fri, Sep 19, 2025
WIND SURF
Call For Availability
THIS
SAILING
Fri, Oct 3 - Fri, Oct 10, 2025
WIND SURF
$8,622
$7,999
Tue, Oct 7 - Wed, Oct 15, 2025
WIND SURF
$8,611
$7,899
Sat, Oct 18 - Sun, Oct 26, 2025
WIND SURF
$8,611
$7,899
Thu, Oct 23 - Fri, Oct 31, 2025
WIND SURF
$8,611
$7,899