Mediterranean - Windstar Cruises

Home » Destinations » Mediterranean

Small Ship Mediterranean Cruises

See More of the Mediterranean in Windstar Style

Surrounded by wonders like the magnificent Cinque Terre, the culturally transcendent Alhambra, and the Belém Tower monument, it is easy to fall in love with the Mediterranean. With unique cruise itineraries, Windstar brings you closer to this spectacular part of the world. Cruise the Guadalquivir River, the only navigable river in Spain spanning 408 miles, to Seville. Anchor in the heart of Old Town Dubrovnik as larger cruise ships pass by. Visit a local Mediterranean market with our Windstar Chef, enjoy local experiences in interesting locales such as Giardini Naxos, Portofino, and Mallorca and see a new port almost every day with never more than one sea day.

Windstar Knows the Way to the Mediterranean

Surrounded by wonders like the magnificent Cinque Terre, the culturally transcendent Alhambra, and the Belém Tower monument, it is easy to fall in love with the Mediterranean. With unique cruise itineraries, Windstar brings you closer to this spectacular part of the world. Cruise the Guadalquivir River, the only navigable river in Spain spanning 408 miles, to Seville. Anchor in the heart of Old Town Dubrovnik as larger cruise ships pass by. Visit a local Mediterranean market with our Windstar Chef, enjoy local experiences in interesting locales such as Giardini Naxos, Portofino, and Mallorca and see a new port almost every day with never more than one sea day.

A Different Set of Rules Time is measured in centuries, not minutes. Cities are shaped by sun and volcanoes. And the border between myth and reality fades like footprints on a Riviera beach. Surrounded by wonders like the Cinque Terre and Parthenon, Meteora and the Sistine Chapel, Lake Como and the azure landscapes of Croatia, it’s easy to believe there is something magical at work here. Something that kisses grapes and transforms them into divine wine, turns marble ruins to gold in the last light of day, and gifts you with a beautiful white yacht to see it all

Curated Journey IN ALMOST EVERY Mediterranean port you’ll find incredible history, to-die-for cuisine, exceptional art and architecture, and rich cultural traditions. The trick is getting the most out of your visit and designing itineraries specifically to accomplish this is an area where Windstar excels. Our port-intensive itineraries are designed to show you both the big cities and more overlooked places — from authentic working-class towns where tourism is an afterthought to small ports favored by yachtsmen. And when we do visit major cities, our small yachts dock closer to historic town centers. Late night and evening stays expand your time for exploration, and carefully crafted small-group excursions get right to the heart of local culture with insightful market tours, tastings, village and home visits, and more.

Something Extra Special Take advantage of exclusive experiences like attending the Formula One Monaco Grand Prix in Monte Carlo or transiting the narrow Corinth Canal, too small for larger ships

Best of the Land and Sea Choose from a wide variety of Cruise Tours offering you the best sights on land as well as sea — everything from Meteora to Douro Valley vineyards to Lake Como.

Featured Port: Kotor, Montenegro Wander through the dreamy medieval Old Town on pedestrians-only alleyways past historic homes, hidden squares, stone churches, boutiques and restaurants. Climb to the fortress on the hill for breathtaking views of the mountain forests that cover much of the landscape. Side trips visit villages in the countryside. A late-night stay affords sunset viewing from a restaurant terrace — sipping the Montenegrin red wine Vranac while sampling local specialties

Featured Shore Excursion: Magical Marrakech (Casablanca, Morocco) Take a horse carriage from the Medina to the lovely and colorful Majorelle Gardens, designed by French artist Jacques Majorelle in a palette of bright Berber colors. Watch a folkloric performance over a Moroccan lunch, then head to Bahia Palace with its magnificent Andalusian and Moorish architecture. End the day exploring the labyrinth of souks and Djemaa El Fna Square, where snake charmers and fortune tellers have been at work since the 11th century.

Only Windstar Brings You Close Enough

The World's Best Small Ship Cruise Line

Classic Italy & Dalmatian Coast

Date and Duration
13th May 2026 (8 Nights)

Port to Port
Venice to Rome

Ship
Wind Surf

Fares from

£3,043_pp

View All Dates & Fares

Star Collector: Iconic Italy: Centerpiece of the Mediterranean

Date and Duration
13th May 2026 (21 Nights)

Port to Port
Venice to Rome

Ship
Wind Surf

Fares from

£6,960_pp

View All Dates & Fares

Star Collector: Culture & Charms of Italy & Croatia

Date and Duration
13th May 2026 (18 Nights)

Port to Port
Venice to Rome

Ship
Wind Surf

Fares from

£6,372_pp

View All Dates & Fares

Vatican & Croatian Coastlines Cruise Tour

Date and Duration
13th May 2026 (8 Nights)

Port to Port
Venice to Rome

Ship
Wind Surf

Fares from

£4,420_pp

View All Dates & Fares

Treasures of the Aegean

Date and Duration
14th May 2026 (9 Nights)

Port to Port
Piraeus to Athens

Ship
Wind Star

Fares from

Contact for Prices

View All Dates & Fares

Treasures of the Greek Isles

Date and Duration
14th May 2026 (7 Nights)

Port to Port
Athens to Athens

Ship
Wind Spirit

Fares from

£4,083_pp

View All Dates & Fares