Windstar Cruises to Mediterranean | Mediterranean Cruises

Roundtrip

7-Night Mediterranean Cruise

$5,199

Windstar Cruises – Wind Star

89 Reviews

Date:

May 09, 2026 View Other Dates

Ports:

Piraeus (Athens) → Mykonos → Kusadasi → Patmos → Santorini → Monemvasia → Nafplio → Piraeus (Athens)

Departs May 09, 2026 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

From

$5,199

8-Night Mediterranean Cruise

$4,099

Windstar Cruises – Star Legend

85 Reviews

Date:

May 10, 2026 View Other Dates

Ports:

Piraeus (Athens) → Delphi → Corinth Canal → Corfu → Argostolion → Messina → Trapani → Cagliari → Barcelona

Departs May 10, 2026 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

From

$4,099

16-Night Mediterranean Cruise

$5,899

Windstar Cruises – Star Legend

85 Reviews

Date:

May 10, 2026

Ports:

Departs May 10, 2026 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

From

$5,899

8-Night Mediterranean Cruise

$3,999

Windstar Cruises – Wind Surf

145 Reviews

Date:

May 13, 2026 View Other Dates

Ports:

Venice → Rovinj → Split → Dubrovnik → Kotor → Giardini Di Naxos → Sorrento → Rome (Civitavecchia)

Departs May 13, 2026 from Venice, Italy

Up to 2 deals including an Avoya Exclusive

From

$3,999

Roundtrip

7-Night Mediterranean Cruise

$5,499

Windstar Cruises – Wind Star

89 Reviews

Date:

May 16, 2026 View Other Dates

Ports:

Piraeus (Athens) → Mykonos → Kusadasi → Patmos → Santorini → Monemvasia → Nafplio → Piraeus (Athens)

Departs May 16, 2026 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

From

$5,499

Roundtrip

7-Night Mediterranean Cruise

$9,299

Windstar Cruises – Wind Surf

145 Reviews

Date:

May 21, 2026

Ports:

Rome (Civitavecchia) → Bastia → Monte Carlo → Saint Tropez → Portofino → Portoferraio → Rome (Civitavecchia)

Departs May 21, 2026 from Rome (Civitavecchia), Italy

Up to 2 deals including an Avoya Exclusive

From

$9,299

Roundtrip

17-Night Mediterranean Cruise

$14,699

Windstar Cruises – Wind Surf

145 Reviews

Date:

May 21, 2026

Ports:

Departs May 21, 2026 from Rome (Civitavecchia), Italy

Up to 2 deals including an Avoya Exclusive

From

$14,699

Roundtrip

7-Night Mediterranean Cruise

$5,199

Windstar Cruises – Wind Star

89 Reviews

Date:

May 23, 2026 View Other Dates

Ports:

Piraeus (Athens) → Mykonos → Kusadasi → Patmos → Santorini → Monemvasia → Nafplio → Piraeus (Athens)

Departs May 23, 2026 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

From

$5,199

Roundtrip

7-Night Mediterranean Cruise

$4,999

Windstar Cruises – Wind Spirit

98 Reviews

Date:

May 28, 2026 View Other Dates

Ports:

Piraeus (Athens) → Nafplio → Mykonos → Kusadasi → Patmos → Santorini → Monemvasia → Piraeus (Athens)

Departs May 28, 2026 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

From

$4,999

Roundtrip

14-Night Mediterranean Cruise

$8,299

Windstar Cruises – Wind Spirit

98 Reviews

Date:

May 28, 2026 View Other Dates

Ports:

Departs May 28, 2026 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

From

$8,299

Roundtrip

7-Night Mediterranean Cruise

$5,399

Windstar Cruises – Wind Spirit

98 Reviews

Date:

Jun 04, 2026 View Other Dates

Ports:

Piraeus (Athens) → Ermoupoli → Kusadasi → Pythagoreio → Naxos → Folegandros → Milos → Piraeus (Athens)

Departs Jun 04, 2026 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

From

$5,399

Roundtrip

7-Night Mediterranean Cruise

$5,199

Windstar Cruises – Wind Star

89 Reviews

Date:

Jun 06, 2026 View Other Dates

Ports:

Piraeus (Athens) → Mykonos → Kusadasi → Patmos → Santorini → Monemvasia → Nafplio → Piraeus (Athens)

Departs Jun 06, 2026 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

From

$5,199

7-Night Mediterranean Cruise

$3,199

Windstar Cruises – Wind Surf

145 Reviews

Date:

Jun 07, 2026 View Other Dates

Ports:

Rome (Civitavecchia) → Portoferraio → Portofino → Monte Carlo → Cannes → Sanary Sur Mer → Palamos → Barcelona

Departs Jun 07, 2026 from Rome (Civitavecchia), Italy

Up to 2 deals including an Avoya Exclusive

From

$3,199

Roundtrip

7-Night Mediterranean Cruise

$4,999

Windstar Cruises – Wind Spirit

98 Reviews

Date:

Jun 11, 2026 View Other Dates

Ports:

Piraeus (Athens) → Nafplio → Mykonos → Kusadasi → Patmos → Santorini → Monemvasia → Piraeus (Athens)

Departs Jun 11, 2026 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

From

$4,999

Roundtrip

14-Night Mediterranean Cruise

$8,099

Windstar Cruises – Wind Spirit

98 Reviews

Date:

Jun 11, 2026 View Other Dates

Ports:

Departs Jun 11, 2026 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

From

$8,099

Roundtrip

7-Night Mediterranean Cruise

$5,199

Windstar Cruises – Wind Star

89 Reviews

Date:

Jun 13, 2026 View Other Dates

Ports:

Piraeus (Athens) → Mykonos → Kusadasi → Patmos → Santorini → Monemvasia → Nafplio → Piraeus (Athens)

Departs Jun 13, 2026 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

From

$5,199

8-Night Mediterranean Cruise

$3,999

Windstar Cruises – Wind Surf

145 Reviews

Date:

Jun 14, 2026 View Other Dates

Ports:

Barcelona → Mallorca → Cartagena → Almeria → Malaga → Gibraltar → Cadiz → Lisbon

Departs Jun 14, 2026 from Barcelona, Spain

Up to 2 deals including an Avoya Exclusive

From

$3,999

Roundtrip

7-Night Mediterranean Cruise

$4,999

Windstar Cruises – Wind Spirit

98 Reviews

Date:

Jun 18, 2026 View Other Dates

Ports:

Piraeus (Athens) → Ermoupoli → Kusadasi → Pythagoreio → Naxos → Folegandros → Milos → Piraeus (Athens)

Departs Jun 18, 2026 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

From

$4,999

Roundtrip

14-Night Mediterranean Cruise

$8,099

Windstar Cruises – Wind Spirit

98 Reviews

Date:

Jun 18, 2026 View Other Dates

Ports:

Departs Jun 18, 2026 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

From

$8,099

8-Night Mediterranean Cruise

$3,999

Windstar Cruises – Wind Surf

145 Reviews

Date:

Jun 22, 2026 View Other Dates

Ports:

Lisbon → Cadiz → Gibraltar → Malaga → Almeria → Cartagena → Mallorca → Barcelona

Departs Jun 22, 2026 from Lisbon, Portugal

Up to 2 deals including an Avoya Exclusive

From

$3,999

15-Night Mediterranean Cruise

$5,799

Windstar Cruises – Wind Surf

145 Reviews

Date:

Jun 22, 2026

Ports:

Departs Jun 22, 2026 from Lisbon, Portugal

Up to 2 deals including an Avoya Exclusive

From

$5,799

Roundtrip

7-Night Mediterranean Cruise

$4,999

Windstar Cruises – Wind Spirit

98 Reviews

Date:

Jun 25, 2026 View Other Dates

Ports:

Piraeus (Athens) → Nafplio → Mykonos → Kusadasi → Patmos → Santorini → Monemvasia → Piraeus (Athens)

Departs Jun 25, 2026 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

From

$4,999

Roundtrip

7-Night Mediterranean Cruise

$4,999

Windstar Cruises – Wind Star

89 Reviews

Date:

Jun 27, 2026 View Other Dates

Ports:

Piraeus (Athens) → Mykonos → Kusadasi → Patmos → Santorini → Monemvasia → Nafplio → Piraeus (Athens)

Departs Jun 27, 2026 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

From

$4,999

7-Night Mediterranean Cruise

$3,199

Windstar Cruises – Wind Surf

145 Reviews

Date:

Jun 30, 2026 View Other Dates

Ports:

Barcelona → Palamos → Sanary Sur Mer → Monte Carlo → Cannes → Portofino → Portoferraio → Rome (Civitavecchia)

Departs Jun 30, 2026 from Barcelona, Spain

Up to 2 deals including an Avoya Exclusive

From

$3,199

15-Night Mediterranean Cruise

$5,799

Windstar Cruises – Wind Surf

145 Reviews

Date:

Jun 30, 2026

Ports:

Departs Jun 30, 2026 from Barcelona, Spain

Up to 2 deals including an Avoya Exclusive

From

$5,799