Wind Surf has following cruise itineraries. Contact us for more information.

• 7 night classic caribbean

  Starting in St. Maarten/Saint Martin with stops in Basse-Terre

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  2026 sails:

  Feb 28

  Mar 21

  Dec 26

  2027 sails:

  Jan 09

  Jan 23

  Feb 06

  Feb 20

  Mar 06

  Mar 20

• 14 night star collector caribbean explorations

  Starting in St. Maarten/Saint Martin with stops in Basse-Terre

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  2026 sails:

  Feb 28

  Mar 14

  Mar 21

  Dec 19

  Dec 26

  2027 sails:

  Jan 02

  Jan 09

  Jan 16

  Jan 23

  Jan 30

  Feb 06

  Feb 13

  Feb 20

  Feb 27

  Mar 06

  Mar 13

• 7 night beach fun and sun a remote caribbean getaway

  Starting in St. Maarten/Saint Martin

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  2026 sails:

  Mar 07

  Mar 28

  Dec 19

  2027 sails:

  Jan 02

  Jan 16

  Jan 30

  Feb 13

  Feb 27

  Mar 13

• 7 night james beard foundation beach fun and sun a remote caribbean getaway

  Starting in St. Maarten/Saint Martin

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  2026 sails:

  Mar 14

• 21 night star collector spectacular transatlantic journey caribbean to the azores

  Starting in Lisbon with stops in St. Maarten/Saint Martin

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  2026 sails:

  Mar 28

• 22 night star collector atlantic interludes and iberian indulgences

  Starting in Lisbon with stops in Cartagena, Málaga, Costa del Sol, Gibraltar, Cadiz, St. Maarten/Saint Martin

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  2026 sails:

  Apr 04

• 14 night knot your average crossing

  Starting in Lisbon with stops in St. Maarten/Saint Martin

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  2026 sails:

  Apr 04

• 25 night star collector riviera rhapsody

  Starting in Venice with stops in Cartagena, Kotor, Rome, Málaga, Costa del Sol, Cadiz, Dubrovnik, Gibraltar, Sorrento, Lisbon, Portofino, Cannes

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  2026 sails:

  Apr 18

• 16 night star collector enchantment of the western mediterranean

  Starting in Rome with stops in Portofino, Cannes, Cartagena, Málaga, Costa del Sol, Gibraltar, Cadiz, Lisbon

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  2026 sails:

  Apr 18

  2027 sails:

  Apr 11

• 8 night spanish symphony

  Starting in Lisbon with stops in Málaga, Costa del Sol, Gibraltar, Cadiz, Cartagena

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  2026 sails:

  Apr 18

  Jun 14

  Jun 22

  Oct 30

  2027 sails:

  Apr 11

  Oct 28

• 8 night yachtsmans harbors of the rivieras

  Starting in Rome with stops in Portofino, Cannes

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  2026 sails:

  Apr 26

  2027 sails:

  Apr 19

• 9 night classic italy and dalmatian coast

  Starting in Rome with stops in Venice, Sorrento, Kotor, Dubrovnik

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  2026 sails:

  May 04

• 18 night star collector culture and charms of italy and croatia

  Starting in Malta with stops in Rome, Amalfi Coast, Sorrento, Kotor, Dubrovnik, Venice

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  2026 sails:

  May 13

  Sep 19

  Sep 27

• 21 night star collector iconic italy centerpiece of the mediterranean

  Starting in Amalfi Coast with stops in Sorrento, Rome, Dubrovnik, Kotor, Malta, Venice

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  2026 sails:

  May 13

• 8 night classic italy and dalmatian coast

  Starting in Venice with stops in Dubrovnik, Rome, Kotor, Sorrento

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  2026 sails:

  May 13

  Jul 24

  Aug 18

  Sep 02

  Sep 19

• 10 night sicilian splendors

  Starting in Malta with stops in Rome, Sorrento, Amalfi Coast

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  2026 sails:

  May 21

  Sep 27

• 13 night historic harbors of italy and beyond

  Starting in Rome with stops in Sorrento, Amalfi Coast, Malta

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  2026 sails:

  May 21

• 3 night quick getaway la dolce vita in italy and france

  Starting in Rome

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  2026 sails:

  May 31

• 8 night rome and the monaco grand prix

  Starting in Portofino with stops in Rome, St. Tropez

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  2026 sails:

  Jun 03

• 11 night iberian icons and hidden french harbors

  Starting in Sete with stops in Cadiz, Gibraltar, Lisbon, Cartagena, Málaga, Costa del Sol

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  2026 sails:

  Jun 11

• 3 night quick getaway a taste of southern france

  Starting in Sete

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  2026 sails:

  Jun 11

• 15 night star collector enchantment of the western mediterranean

  Starting in Cartagena with stops in Gibraltar, Cannes, Lisbon, Rome, Portofino, Málaga, Costa del Sol, Cadiz, Marseille

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  2026 sails:

  Jun 22

  2027 sails:

  Oct 21

• 15 night star collector riviera and italian glamour

  Starting in Portofino with stops in Venice, Rome, Amalfi Coast, Cannes

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  2026 sails:

  Jun 30

• 7 night yachtsmans harbors of the rivieras

  Starting in Cannes with stops in Portofino, Rome, Marseille

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  2026 sails:

  Jun 30

  2027 sails:

  Oct 21

• 24 night star collector europes classical coastlines from the riviera to the adriatic

  Starting in Cannes with stops in Portofino, Rome, Amalfi Coast, Venice, Hvar, Dubrovnik, Kotor

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  2026 sails:

  Jun 30

• 17 night star collector italian charms and croatian coastlines

  Starting in Amalfi Coast with stops in Rome, Venice, Kotor, Dubrovnik, Hvar

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  2026 sails:

  Jul 07

  Aug 01

• 8 night bella italia a southern italian romance

  Starting in Venice with stops in Amalfi Coast, Rome

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  2026 sails:

  Jul 07

  Aug 01

• 9 night adriatic icons and venetian treasures

  Starting in Hvar with stops in Venice, Dubrovnik, Kotor

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  2026 sails:

  Jul 15

  Aug 09

  Sep 10

• 16 night star collector southern italian enchantment and balkan beaches

  Starting in Amalfi Coast with stops in Venice, Rome, Sorrento, Kotor, Dubrovnik

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  2026 sails:

  Jul 24

• 15 night star collector iconic italy and croatia

  Starting in Portofino with stops in Dubrovnik, Rome, Cannes, Venice, Kotor, Sorrento, Genoa

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  2026 sails:

  Aug 18

  Aug 26

• 7 night jewels of the italian and french rivieras

  Starting in Rome with stops in Genoa, Portofino, Cannes

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  2026 sails:

  Aug 26

• 8 night james beard foundation and wine classic italy and dalmatian coast

  Starting in Venice with stops in Dubrovnik, Kotor, Sorrento, Rome

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  2026 sails:

  Oct 07

• 15 night star collector italian trio

  Starting in Rome with stops in Dubrovnik, Venice, Sorrento, Portofino, Kotor

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  2026 sails:

  Oct 15

• 10 night classic italy and dalmatian coast

  Starting in Venice with stops in Dubrovnik, Kotor, Sorrento, Rome

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  2026 sails:

  Oct 15

• 23 night star collector riviera rhapsody

  Starting in Lisbon with stops in Venice, Rome, Cadiz, Gibraltar, Sorrento, Málaga, Costa del Sol, Kotor, Cartagena, Dubrovnik, Portofino

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  2026 sails:

  Oct 15

• 13 night star collector enchantment of the western mediterranean

  Starting in Rome with stops in Gibraltar, Lisbon, Cadiz, Cartagena, Málaga, Costa del Sol, Portofino

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  2026 sails:

  Oct 25

• 5 night quick getaways yachtsmans harbors of the rivieras

  Starting in Rome with stops in Portofino

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  2026 sails:

  Oct 25

• 21 night star collector hearty ports and rum punches a transatlantic crossing

  Starting in Lisbon with stops in St. Maarten/Saint Martin

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  2026 sails:

  Dec 05

• 14 night ocean crossing

  Starting in St. Maarten/Saint Martin with stops in Lisbon

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  2026 sails:

  Dec 05

• 23 night star collector atlantic interludes and iberian indulgences

  Starting in St. Maarten/Saint Martin with stops in Cadiz, Cartagena, Lisbon, Gibraltar, Málaga, Costa del Sol, Funchal, Madeira

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  2027 sails:

  Mar 27

• 15 night ocean crossing

  Starting in St. Maarten/Saint Martin with stops in Lisbon, Funchal, Madeira

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  2027 sails:

  Mar 27

• 15 night star collector riches of the rivieras romans and greeks

  Starting in Portofino with stops in Cannes, Athens (Piraeus), Sorrento, Rome

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  2027 sails:

  Apr 19

• 7 night treasures of the greek isles

  Starting in Athens (Piraeus) with stops in Mykonos, Kusadasi (Ephesus), Santorini

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  2027 sails:

  May 04

  May 11

  May 18

  May 25

  Jun 01

  Jun 08

  Jun 15

  Jun 22

  Jun 29

  Jul 13

  Jul 20

  Aug 05

  Aug 12

  Aug 26

  Sep 02

  Sep 09

  Sep 16

  Sep 23

  Sep 30

  Oct 07

• 7 night off the beaten path greek islands

  Starting in Athens (Piraeus) with stops in Kusadasi (Ephesus)

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  2027 sails:

  Jul 06

• 14 night star collector greek classics and hidden gems unveiled

  Starting in Mykonos with stops in Athens (Piraeus), Kusadasi (Ephesus), Santorini

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  2027 sails:

  Jul 06

  Aug 12

  Aug 19

• 9 night total solar eclipse with greece and malta

  Starting in Athens (Piraeus) with stops in Malta

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  2027 sails:

  Jul 27

• 7 night enchanting greece and the amalfi coast

  Starting in Rome with stops in Sorrento, Athens (Piraeus)

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  2027 sails:

  Oct 14

• 14 night star collector riches of the rivieras romans and greeks

  Starting in Cannes with stops in Portofino, Marseille, Athens (Piraeus), Rome, Sorrento

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  2027 sails:

  Oct 14