Small Ship ITALY CRUISES

 
See More of Italy in Windstar Style

See More of Italy in Windstar Style

Let Windstar’s Italian cruises whisk you away to charming villages, pristine beaches, and legendary cities with unique itineraries that let you discover Italy as it was meant to be seen. From the picturesque pastel towns that line the Amalfi Coast to enchanting islands such as Sicily and Elba, you’ll explore breathtaking sights in charismatic small ports and beautiful hidden harbors without missing the remarkable history of larger cities such as Rome or Venice. Discover a more intimate Italy by day and unwind back onboard with the pampered, personalized touch of Windstar Cruises.

Windstar Knows the Way to Italy
Let Windstar’s Italian cruises whisk you away to charming villages, pristine beaches, and legendary cities with unique itineraries that let you discover Italy as it was meant to be seen. From the picturesque pastel towns that line the Amalfi Coast to enchanting islands such as Sicily and Elba, you’ll explore breathtaking sights in charismatic small ports and beautiful hidden harbors without missing the remarkable history of larger cities such as Rome or Venice.
La Bella Vita
La Bella Vita
Our Italy cruises take you to “must see” destinations like the Vatican and to uncrowded ports you may not know, but will fall in love with once you visit. And with long days in port and itineraries from 7 to 23 days, you’ll have time to savor it all.
WINDSTAR VOYAGES TO ITALY
SPECIAL AVAILABLE Classic Italy & Dalmatian Coast

Classic Italy & Dalmatian Coast

Port to port
Rome to Venice
Duration
8 Days
All-Inclusive From?
$4,785
Cruise Only From?
$3,993
SPECIAL AVAILABLE Sicilian Splendors

Sicilian Splendors

Port to port
Rome to Rome
Duration
10 Days
All-Inclusive From?
$5,589
Cruise Only From?
$4,599
SPECIAL AVAILABLE Wine Cruise: Yachtsman’s Harbors of the Rivieras

Wine Cruise: Yachtsman’s Harbors of the Rivieras

Port to port
Rome to Barcelona
Duration
7 Days
All-Inclusive From?
$3,492
Cruise Only From?
$2,799
SPECIAL AVAILABLE Yachtsman's Harbors of the Rivieras

Yachtsman's Harbors of the Rivieras

Port to port
Barcelona to Rome
Duration
7 Days
All-Inclusive From?
$3,092
Cruise Only From?
$2,399
SPECIAL AVAILABLE Mind, Body and Spirit Collection: Europe’s Winter Riviera

Mind, Body and Spirit Collection: Europe’s Winter Riviera

Port to port
Rome to Barcelona
Duration
7 Days
All-Inclusive From?
$2,772
Cruise Only From?
$2,079
SPECIAL AVAILABLE Winter in Italy and the Adriatic

Winter in Italy and the Adriatic

Port to port
Rome to Athens, Greece
Duration
8 Days
All-Inclusive From?
$4,091
Cruise Only From?
$3,299
SPECIAL AVAILABLE Vatican & Croatian Coastlines Cruise Tour

Vatican & Croatian Coastlines Cruise Tour

Port to port
Rome to Venice
Duration
8 Days
All-Inclusive From?
$6,591
Cruise Only From?
$5,799
SPECIAL AVAILABLE Adriatic Icons & Venetian Treasures

Adriatic Icons & Venetian Treasures

Port to port
Venice to Venice
Duration
9 Days
All-Inclusive From?
$4,090
Cruise Only From?
$3,199

Bella Italia – A Southern Italian Romance

Port to port
Rome to Venice
Duration
8 Days
All-Inclusive From?
$4,791
Cruise Only From?
$3,999
SPECIAL AVAILABLE Enchanting Meteora, Greece, and Amalfi Coast Cruise Tour

Enchanting Meteora, Greece, and Amalfi Coast Cruise Tour

Port to port
Rome to Athens, Greece
Duration
11 Days
All-Inclusive From?
$5,051
Cruise Only From?
$4,358
SPECIAL AVAILABLE Europe's Winter Riviera

Europe's Winter Riviera

Port to port
Barcelona to Rome
Duration
7 Days
All-Inclusive From?
$2,772
Cruise Only From?
$2,079

Italy and the Allure of the Aeolian Islands

Port to port
Rome to Rome
Duration
7 Days
All-Inclusive From?
$3,892
Cruise Only From?
$3,199
SPECIAL AVAILABLE Lake Como & Adriatic Romance Cruise Tour

Lake Como & Adriatic Romance Cruise Tour

Port to port
Rome to Venice
Duration
8 Days
All-Inclusive From?
$8,691
Cruise Only From?
$7,899
SPECIAL AVAILABLE Mediterranean Island Mosaic

Mediterranean Island Mosaic

Port to port
Barcelona to Rome
Duration
7 Days
All-Inclusive From?
$3,624
Cruise Only From?
$2,931

Rome & Prix du Monde of Monaco

Port to port
Rome to Rome
Duration
7 Days
All-Inclusive From?
$10,692
Cruise Only From?
$9,999
SPECIAL AVAILABLE Star Collector: Ancient to Avant-Garde Mediterranean

Star Collector: Ancient to Avant-Garde Mediterranean

Port to port
Athens, Greece to Barcelona
Duration
14 Days
All-Inclusive From?
$5,798
Cruise Only From?
$4,412

Star Collector: Best Beaches of Italy

Port to port
Athens, Greece to Rome
Duration
21 Days
All-Inclusive From?
$10,278
Cruise Only From?
$8,199
SPECIAL AVAILABLE Star Collector: Cruising on the Rivieras

Star Collector: Cruising on the Rivieras

Port to port
Rome to Barcelona
Duration
17 Days
All-Inclusive From?
$7,982
Cruise Only From?
$6,299
SPECIAL AVAILABLE Star Collector: Culture & Charms of Italy & Croatia

Star Collector: Culture & Charms of Italy & Croatia

Port to port
Rome to Venice
Duration
18 Days
All-Inclusive From?
$8,781
Cruise Only From?
$6,999

Star Collector: Iconic Italy and Croatia

Port to port
Venice to Rome
Duration
15 Days
All-Inclusive From?
$7,684
Cruise Only From?
$6,199

Star Collector: Italian Charms & Croatian Coastlines

Port to port
Rome to Venice
Duration
17 Days
All-Inclusive From?
$7,382
Cruise Only From?
$5,699
SPECIAL AVAILABLE Star Collector: Italian Trio

Star Collector: Italian Trio

Port to port
Venice to Barcelona
Duration
15 Days
All-Inclusive From?
$6,884
Cruise Only From?
$5,399

Star Collector: Racing for the Prix du Monde Along the Rivieras

Port to port
Rome to Rome
Duration
14 Days
All-Inclusive From?
$16,135
Cruise Only From?
$14,749
SPECIAL AVAILABLE Star Collector: Riviera Rhapsody

Star Collector: Riviera Rhapsody

Port to port
Lisbon to Venice
Duration
23 Days
All-Inclusive From?
$10,676
Cruise Only From?
$8,399

Star Collector: Southern Italian Enchantment & Balkan Beaches

Port to port
Venice to Venice
Duration
16 Days
All-Inclusive From?
$7,983
Cruise Only From?
$6,399

Star Collector: The Adriatic, Italy, & Monaco's Prix du Monde

Port to port
Venice to Rome
Duration
15 Days
All-Inclusive From?
$15,534
Cruise Only From?
$14,049
SPECIAL AVAILABLE Star Collector: Winter in Europe's Rivieras & Croatia

Star Collector: Winter in Europe's Rivieras & Croatia

Port to port
Venice to Barcelona
Duration
15 Days
All-Inclusive From?
$6,084
Cruise Only From?
$4,599
SPECIAL AVAILABLE Star Collector: Winter Rhapsody in Italy and Croatia

Star Collector: Winter Rhapsody in Italy and Croatia

Port to port
Rome to Athens, Greece
Duration
16 Days
All-Inclusive From?
$9,983
Cruise Only From?
$8,399
Star Collector: Iconic Italy and Croatia
Port to port
Rome to Venice
Duration
15 days
Day
Port
Day 1
Rome
Day 2
Bastia
Day 3
Cannes
Day 4
Monte Carlo
Day 5
Genoa, Italy
Day 6
Portofino
Day 7
Porto Ercole
Day 8
Rome
Day 9
Sorrento
Day 10
Giardini Naxos
Day 11
AT SEA
Day 12
Kotor
Day 13
Dubrovnik
Day 14
Split
Day 15
Rovinj
Day 16
Venice
ALL DATES &
FARES
Great cruise-only fares or make it an all-inclusive voyage with unlimited beer, wine, and cocktails, Wi-Fi, and gratuities. From $89 per guest per day.
Date
Ship
All-Inclusive
From
Cruise Only
From
Tue
Aug 18
2026
WIND SURF
$7,684
$6,199
Wed
Aug 26
2026
WIND SURF
$7,984
$6,499
Click on the date to view the map and itinerary by date