Classic Italy & Dalmatian Coast

10 nights Oct 15, 2026

The Classic Italy & Dalmatian Coast is a 10-night Mediterranean cruise aboard Wind Surf, operated by Windstar Cruises. Departing Venice, Italy on October 15, 2026, the voyage visits 8 ports. Fares start from $5,400 per person.

from $5,400

$540 / night per person, incl. taxes & fees

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You'll continue on Windstar Cruises's official site. Affiliate disclosure

from $5,400 pp

Continues on Windstar Cruises's site

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Itinerary

Day 1 Oct 15, 2026 Venice, Italy Departs 18:00 The first settlement of the marshy islands in the lagoon was for protection from barbarian tribes that terrorized mainland farms and villages. Island living quickly led to the development of skills in handling boats, then ships. Maritime trade conducted by shrewd merchants brought great wealth, which permitted the building of palaces, churches and monuments. The city became the center of the vast Venetian empire, its name forever summoning visions of grandeur, magnificence, richness, graciousness and beauty. Although later linked to the mainland, first by a railway bridge built in 1848 and then by a motor causeway in 1930, this island city will always be considered the "Queen of the Sea." There are no cars in Venice; all transportation is by boat or on foot along the time-worn, cobblestone streets and across some 400 bridges that span the city's 177 canals. Enchanting Venice truly offers an atmosphere that exists nowhere else. Go to Venice, Italy Cruises visiting Venice, Italy

Day 2 Oct 16, 2026 Rovinj, Croatia 08:00 – 16:00 8.0 hrs ashore The first documented mention of Rovinj was in the 5th century. However, it is very likely that Rovinj is much older, emerging somewhere at the turn of the 3rd and the 4th centuries. During this period, Istria was occupied by the Romans who stayed there until 476. Later came the Ostrogoths, Franks and the Venetians. During the Venetian times, Rovinj was developing into a strong fishing, shipbuilding and maritime center, especially in the 17th and 18th century when they had the precedence over Istria. At the time that the town walls were secured, the town started to expand to the mainland and in 1763 the channel between the mainland and the island was covered up and Rovinj became a peninsula. In 1797 the Venetian republic lost its power and for a short time and Istria fell under Austrian and then under Napoleon's rule. In 1813, Rovinj became part of the Austor-Hungarian Empire and a period of industrial and urban development started. Rovinj fell to fascist Italy until the end of World War II and in the second half of the 20th century was a part of Yugoslavia, as was all of Croatia, until 1991. In the past 40 years Rovinj has developed from a fishing village into a real tourist center thanks to its picturesque surroundings, its pleasant Mediterranean climate and its cultural-historical values. Go to Rovinj, Croatia Cruises visiting Rovinj, Croatia

Day 3 Oct 17, 2026 Split 08:00 – 17:00 9.0 hrs ashore With its seafront cafés and ancient alleyways, shouting stallholders and travellers on the move, bustling, exuberant Split is one of Croatia’s and the Mediterranean’s most compelling cities, it’s easy to see this feeling when you step aground from your MSC cruise. It has a unique historical heritage too, having grown out of the palace built here by the Roman Emperor Diocletian in 295AD. The palace remains Split’s central ingredient, having been gradually transformed into a warren of houses, tenements, churches and chapels by the various peoples who came to live here after Diocletian’s successors had departed. Adapted long ago to serve as Split’s town centre, Diocletian’s Palace is certainly not an archaeological “site”. Although set-piece buildings such as Diocletian’s mausoleum (now the cathedral) and the Temple of Jupiter (now a baptistery) still remain, other aspects of the palace have been tinkered with so much by successive generations that it is no longer recognizable as an ancient Roman structure. Best place to start exploring with an MSC excursion the seaward side of the palace is Split’s broad and lively Riva. Running along the palace’s southern facade, into which shops, cafés and a warren of tiny flats have been built, the Riva is where a large part of the city’s population congregates day and night to meet friends, catch up on gossip or idle away an hour or two in a café. Nearly everything worth seeing in Split is concentrated in the compact Old Town behind the waterfront Riva, made up in part of the various remains and conversions of Diocletian’s Palace itself, and the medieval additions to the west of it. You can walk across this area in about ten minutes, although it would take a lifetime to explore all its nooks and crannies. Go to Split Cruises visiting Split

Split photo — Day 3 Oct 17, 2026 Split 08:00 – 17:00 9.0 hrs ashore With its seafront cafés and ancient alleyways, shouting stallholders and travellers on the move, bustling, exuberant Split is one of Croatia’s and the Mediterranean’s most compelling cities, it’s easy to see this feeling when you step aground from your MSC cruise. It has a unique historical heritage too, having grown out of the palace built here by the Roman Emperor Diocletian in 295AD. The palace remains Split’s central ingredient, having been gradually transformed into a warren of houses, tenements, churches and chapels by the various peoples who came to live here after Diocletian’s successors had departed. Adapted long ago to serve as Split’s town centre, Diocletian’s Palace is certainly not an archaeological “site”. Although set-piece buildings such as Diocletian’s mausoleum (now the cathedral) and the Temple of Jupiter (now a baptistery) still remain, other aspects of the palace have been tinkered with so much by successive generations that it is no longer recognizable as an ancient Roman structure. Best place to start exploring with an MSC excursion the seaward side of the palace is Split’s broad and lively Riva. Running along the palace’s southern facade, into which shops, cafés and a warren of tiny flats have been built, the Riva is where a large part of the city’s population congregates day and night to meet friends, catch up on gossip or idle away an hour or two in a café. Nearly everything worth seeing in Split is concentrated in the compact Old Town behind the waterfront Riva, made up in part of the various remains and conversions of Diocletian’s Palace itself, and the medieval additions to the west of it. You can walk across this area in about ten minutes, although it would take a lifetime to explore all its nooks and crannies. Go to Split Cruises visiting Split

Day 4 Oct 18, 2026 Dubrovnik Arrives 08:00 Croatia’s crowning glory rears up vertically from the tranquil waters of the Adriatic, and Dubrovnik’s daunting fortresses town is a truly imposing sight to behold. Encircled by chunky stone walls so thick and dramatic they could have been purpose-built as a film set, this city’s unmatched old town is the setting for countless films and shows - from Star Wars to Robin Hood, Game of Thrones and every production in-between seeking a truly authentic medieval flavour. This fantasy fortress’s walls - which are no less than 12-metres thick at places - are certainly not just for show, however. They kept Dubrovnik safe when it was a maritime republic and they were besieged as recently as 1991, when Serbian and Montenegrin forces attacked, as Yugoslavia broke apart. Fully restored now, the stone streets of the city take you through a beautiful mosaic of architectural splendour, baroque churches and splashing fountains. Tapering alleys rocket up from the central boulevard of Stradun, offering spectacular views down, but you’ll need to walk the city walls to appreciate the fortress city’s full scale. Banking up sharply to the rear, you can gaze across an ocean of terracotta roofs and church spires, clamouring together before the sparkling Adriatic. Visit the neighbouring fort of Lovrijenac, for another perspective, or swing up to Srd fortress’s glorious panorama on a cable car. Dubrovnik’s streets are crammed with eateries and candlelit tables, where couples splash wine into glasses and enjoy gnocchi mixed with creamy truffle sauces. Nearby beaches like Banje are also close by, and hidden bays reward the intrepid who venture out beyond the old town. Take sunset drinks to sit back and watch as flotillas of sea kayaks roll by, or sail on the pristine waters to explore island gems like Lokrum - where peacocks are the only permanent residents. Go to Dubrovnik Cruises visiting Dubrovnik

Dubrovnik photo — Day 4 Oct 18, 2026 Dubrovnik Arrives 08:00 Croatia’s crowning glory rears up vertically from the tranquil waters of the Adriatic, and Dubrovnik’s daunting fortresses town is a truly imposing sight to behold. Encircled by chunky stone walls so thick and dramatic they could have been purpose-built as a film set, this city’s unmatched old town is the setting for countless films and shows - from Star Wars to Robin Hood, Game of Thrones and every production in-between seeking a truly authentic medieval flavour. This fantasy fortress’s walls - which are no less than 12-metres thick at places - are certainly not just for show, however. They kept Dubrovnik safe when it was a maritime republic and they were besieged as recently as 1991, when Serbian and Montenegrin forces attacked, as Yugoslavia broke apart. Fully restored now, the stone streets of the city take you through a beautiful mosaic of architectural splendour, baroque churches and splashing fountains. Tapering alleys rocket up from the central boulevard of Stradun, offering spectacular views down, but you’ll need to walk the city walls to appreciate the fortress city’s full scale. Banking up sharply to the rear, you can gaze across an ocean of terracotta roofs and church spires, clamouring together before the sparkling Adriatic. Visit the neighbouring fort of Lovrijenac, for another perspective, or swing up to Srd fortress’s glorious panorama on a cable car. Dubrovnik’s streets are crammed with eateries and candlelit tables, where couples splash wine into glasses and enjoy gnocchi mixed with creamy truffle sauces. Nearby beaches like Banje are also close by, and hidden bays reward the intrepid who venture out beyond the old town. Take sunset drinks to sit back and watch as flotillas of sea kayaks roll by, or sail on the pristine waters to explore island gems like Lokrum - where peacocks are the only permanent residents. Go to Dubrovnik Cruises visiting Dubrovnik

Day 6 Oct 20, 2026 Kotor 08:00 – 17:00 9.0 hrs ashore Embedded into the slopes of the steep Lovćen mountain, and overlooking the deep blue Adriatic, the fortified town of Kotor boasts a spectacular, imposing staging that few can match. Squeezing in through the tight Bay of Kotor is a daunting and impressive approach in itself, as you arrive via the waterway of Europe’s most southerly fjord. A pearl of Montenegro and the Adriatic, Kotor's warren-like streets drip with history and authenticity. View less Under Venetian influence for four centuries, the city's UNESCO World Heritage Site old town invites you to wander amid atmospheric stone-clad streets, overlooked by a sea of terracotta roofs and the double towers of the cathedral. Protected by thick stone walls - and the mountains behind - Kotor draws comparisons with another fortified Adriatic wonder in Dubrovnik. Many favour Kotor for its compact layout, smaller crowds, and authenticity, however - having been spared from shelling during Yugoslavia's breakup. The tightknit streets here are patrolled by a slinking population of feline residents, who were adopted as the town’s mascots, after being left behind by transient trader ships. Learn of the city's extensive heritage on the waves, in the dedicated maritime museum that is contained within Grgurina Palace. Pick your way through tight alleys of workshops and studios, walking below fresh laundry strung from windows, before settling into shiny, paved piazzas for an afternoon coffee or seafood meal. If you’re up for an aerobic challenge, tackle the 1,350 steps up the steep walls to St John's fortress. The views over the gorgeous bay make the arduous slog worth it, as you rise past the city's eye-catching 15th-century church bell tower. Go to Kotor Cruises visiting Kotor

Kotor photo — Day 6 Oct 20, 2026 Kotor 08:00 – 17:00 9.0 hrs ashore Embedded into the slopes of the steep Lovćen mountain, and overlooking the deep blue Adriatic, the fortified town of Kotor boasts a spectacular, imposing staging that few can match. Squeezing in through the tight Bay of Kotor is a daunting and impressive approach in itself, as you arrive via the waterway of Europe’s most southerly fjord. A pearl of Montenegro and the Adriatic, Kotor's warren-like streets drip with history and authenticity. View less Under Venetian influence for four centuries, the city's UNESCO World Heritage Site old town invites you to wander amid atmospheric stone-clad streets, overlooked by a sea of terracotta roofs and the double towers of the cathedral. Protected by thick stone walls - and the mountains behind - Kotor draws comparisons with another fortified Adriatic wonder in Dubrovnik. Many favour Kotor for its compact layout, smaller crowds, and authenticity, however - having been spared from shelling during Yugoslavia's breakup. The tightknit streets here are patrolled by a slinking population of feline residents, who were adopted as the town’s mascots, after being left behind by transient trader ships. Learn of the city's extensive heritage on the waves, in the dedicated maritime museum that is contained within Grgurina Palace. Pick your way through tight alleys of workshops and studios, walking below fresh laundry strung from windows, before settling into shiny, paved piazzas for an afternoon coffee or seafood meal. If you’re up for an aerobic challenge, tackle the 1,350 steps up the steep walls to St John's fortress. The views over the gorgeous bay make the arduous slog worth it, as you rise past the city's eye-catching 15th-century church bell tower. Go to Kotor Cruises visiting Kotor

Day 8 Oct 22, 2026 Giardini Naxos, Sicily 08:00 – 14:00 6.0 hrs ashore Hugging a long, sweeping bay, Giardini Naxos welcomes you ashore to some of Sicily’s most scenic and historic sites. Naxos was the first Greek settlement on Sicily, and it is surrounded by remarkable remains and swirling mythology. With a long arc of sun-soaked golden sand, you can kick back by the waves - and cool off with a dip into the sea's refreshing embrace. Up above the seaside revelry, the spectacular Taormina hillside town perches - containing rich Roman and Greek history. View less Visit to encounter one of Sicily’s best views, as you look down over the rejuvenating blue of the sea, and the looming backdrop of Mount Etna rising in the distance. The majestic, honey-coloured Greek theatre is a highlight, standing before the distant loom of the volcano. Head towards the puffs of cloud, and wisps of smoke, that gather around the peak of Sicily’s mighty volcano, which is among the most active in Europe. Arrive through vineyards, thriving in this fertile soil, before taking the 1,737-metre incline to the summit of the legendary mountain of fire, across fields of solidified lava flows. Known to the Greeks as the home of the God of Fire, and the one-eyed Cyclops, the mountain continues to amaze and awe with its restless power. Vineyards carpet the scenery - interrupted by occasional cactai and citrus groves – and produce some of Sicily’s most refined flavors. Enjoy a glass of wine on Giardini Naxos’ seafront, and toast your time on these rich Sicilian shores.

Day 9 Oct 23, 2026 Sorrento Arrives 08:00 This Mediterranean land has been depicted, described and immortalized in song by artists, poets and travelers from every period of history. Along the coast, rugged and inaccessible cliffs soar upwards between beautiful beaches, hidden caves, enchanting bays and sheltered coves. Whereas inland, the high plains, rolling hills and lofty mountains are seared by deep valleys to create a truly unique landscape in which man has also left a clear sign of his remarkable work: the more impervious areas have been modeled into the now-famous terraces, those huge steps descending into the sea on which man has planted vineyards and groves of orange, lemon and olive trees. There are the gardens of delight which exude an inebriating perfume of blossom in spring. The mild climate and predominantly fine weather all year round make the Sorrentine Penisula an ideal destination in any season. The first town in the Peninsula is Vico Equense with its Giusso Castle on the coast and the austere Mont Faito (1400 metres high) which allows you to pass from the sea to the mountain in just a few minutes. Next we find Meta di Sorrento , a town hidden in a maze of alleyways whose small hamlets and sun-drenched beaches are a must for visitors. Piano di Sorrento is a bustling town which harmoniously blends its sea-faring vocation with its rural identity and its role as a major shopping centre. The hill rising up behind the town is traversed by narrow roads flanked by high walls that enclose centuries-old orange and lemon groves. Go to Sorrento Cruises visiting Sorrento

Sorrento photo — Day 9 Oct 23, 2026 Sorrento Arrives 08:00 This Mediterranean land has been depicted, described and immortalized in song by artists, poets and travelers from every period of history. Along the coast, rugged and inaccessible cliffs soar upwards between beautiful beaches, hidden caves, enchanting bays and sheltered coves. Whereas inland, the high plains, rolling hills and lofty mountains are seared by deep valleys to create a truly unique landscape in which man has also left a clear sign of his remarkable work: the more impervious areas have been modeled into the now-famous terraces, those huge steps descending into the sea on which man has planted vineyards and groves of orange, lemon and olive trees. There are the gardens of delight which exude an inebriating perfume of blossom in spring. The mild climate and predominantly fine weather all year round make the Sorrentine Penisula an ideal destination in any season. The first town in the Peninsula is Vico Equense with its Giusso Castle on the coast and the austere Mont Faito (1400 metres high) which allows you to pass from the sea to the mountain in just a few minutes. Next we find Meta di Sorrento , a town hidden in a maze of alleyways whose small hamlets and sun-drenched beaches are a must for visitors. Piano di Sorrento is a bustling town which harmoniously blends its sea-faring vocation with its rural identity and its role as a major shopping centre. The hill rising up behind the town is traversed by narrow roads flanked by high walls that enclose centuries-old orange and lemon groves. Go to Sorrento Cruises visiting Sorrento

Day 11 Oct 25, 2026 Civitavecchia, Rome 07:00 – 23:59 17.0 hrs ashore All roads lead to Rome, and with good reason - this city is one of the world’s most thrilling, offering unmatched history along every street. An evocative, inspiring and utterly artistic capital of unrivalled cultural impact, Rome is a city of back-to-back landmarks, which will take you on an exhilarating journey through the ages. This may be one of the world’s oldest cities, but it’s well and truly lived in. The ruins are punctuated with murmuring cafes, and the outdoor seating of restaurants sprawls out across piazzas, enticing you to sample tangles of creamy pasta and crispy pizzas. Rome’s incredible Roman Forum is littered with the ruins of its ancient administrations, which have stood firm for 2,000 years, since the times when the area was the centre of the Western world. Few sites are more simultaneously beautiful and haunting than that of the storied Colosseum, which looms deep into Rome’s rich blue sky. Take a tour to learn details of the grisly goings-on within. The best way to experience Rome is to wander its streets, gelato in hand. There is a lot to see here - whether it’s the domed spectacle of the Pantheon, or the elaborate flowing waters and artistry of the Trevi Fountain. Vatican City is an astonishing, colossal display of Catholic grandeur, while the Spanish Steps – crowned by the Trinità dei Monti church – offer a beautiful spot to gather and soak up the lively atmosphere of this humming city. With so much on the to-do list, you’ll relish the breaks you take, enjoying simple pleasures like a strong espresso, or fresh pasta with tomato sauce and ripped basil. Go to Civitavecchia, Rome Cruises visiting Civitavecchia, Rome

Pricing

Lowest fare we've tracked over the observed 88-day span: $5,399 · range $5,399–$6,000

Lower than 60% of peers This longer-duration sailing's from-price per night is lower than 60% of comparable sailings.

same cruise line and duration · from-price per night · as of Jun 21, 2026 · Broader cohort: same cruise line and duration, compared by from-price per night.

Current prices

Per person · 2 guests · incl. taxes & fees

Inside

Not available

Oceanview

from $5,400

$540 / night

Fare rows

Stateroom

Cabin grade

Available

from $5,400

$540 / night

per person · incl. taxes

Deluxe Stateroom

Cabin grade

Available

from $5,850

$585 / night

per person · incl. taxes

Stateroom

Cabin grade

Available

from $6,150

$615 / night

per person · incl. taxes

Balcony

Not available

Suite

Not available

Prices verified Jun 20, 2026

Prices come from third-party data feeds via Windstar Cruises and may differ from the cruise line's current fare. Confirm the final price before booking. How our pricing works

Price history

All 88 days

Cabin grades

Add a line to the chart

Oceanview

Lowest Oceanview $5,400 A Stateroom $6,150 AX Deluxe Stateroom B Stateroom $5,400 BX Deluxe Stateroom $5,850

Suite

Lowest Suite STE Suite TX Deluxe Stateroom

Lines step between recorded price changes. Plot up to 6 grades at once.

All cabin grades (8) Detailed cabin specs available at booking.

Name	Supplier code	Type
Stateroom	A	Oceanview
Deluxe Stateroom	AX	Oceanview
Stateroom	B	Oceanview
Deluxe Stateroom	BX	Oceanview
Bridge Suite	BRS	Suite
Officers’ Suite	OS	Suite
Suite	STE	Suite
Deluxe Stateroom	TX	Suite

Ship

Your ship Wind Surf 4★ **14,745** GT **342** guests Built **1989** 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. When you return to your stateroom, the luxury gets personal. Windstar’s signature bowls of flowers and fresh fruit will still be waiting for you, along with rich tufted headboards, soft seascape colors, beautiful new upholstery, and fine count Egyptian cotton linens welcome you to an oasis of relaxing indulgence. Wind Surf recently underwent a significant renovation in November 2019 of public spaces and suites, including an expanded lounge with new lights and sound for upcoming stage performances. Relax into the destinations you’re visiting at the new World Spa by Windstar, which will offer regional spa treatments, including massage styles like Swedish, Japanese Shiatsu and Hawaiian Lomi Lomi. A new Officer’s Suite, which might be the only one of its kind, provides you the chance to stay in the heart of the officer quarters tucked right behind the Bridge. Everything about Wind Surf speaks of welcome. Come aboard and see it for yourself. Go to Wind Surf Cruises on Wind Surf

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