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

• 7 night yachtsmans harbors of the rivieras

  Starting in Barcelona with stops in Rome

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  2024 sails:

  May 14

  Jul 21

  Aug 13

  Oct 25

  2025 sails:

  Apr 20

  May 13

  Jul 20

  Aug 12

  Nov 03

• 17 night star collector sicilian circumnavigation and monaco

  Starting in Rome with stops in Barcelona

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  2024 sails:

  May 21

  2025 sails:

  May 20

• 7 night rome and the monaco grand prix

  Starting in Rome with stops in Barcelona

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  2024 sails:

  May 21

  2025 sails:

  May 20

• 10 night sicilian splendors

  Starting in Rome

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  2024 sails:

  May 28

  Jul 11

  2025 sails:

  May 27

  Jul 10

  Sep 22

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

  Starting in Venice with stops in Rome

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  2024 sails:

  May 28

  Jul 03

  Sep 13

  Sep 21

  2025 sails:

  May 27

  Jul 02

  Sep 14

  Sep 22

• 8 night classic italy and dalmatian coast

  Starting in Venice with stops in Rome

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  2024 sails:

  Jun 07

  Jul 03

  Aug 20

  Sep 13

  Oct 01

  Oct 09

  2025 sails:

  Apr 27

  May 05

  Jun 06

  Jul 02

  Aug 19

  Sep 14

  Oct 02

  Oct 10

  Oct 18

  Oct 26

• 17 night star collector stories of italy croatia and greece

  Starting in Rome with stops in Athens (Piraeus)

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  2024 sails:

  Jun 07

  Jun 24

  2025 sails:

  Jun 06

  Jun 23

  Aug 19

  Sep 05

• 9 night adriatic archipelagos and greek goddesses

  Starting in Athens (Piraeus) with stops in Venice

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  2024 sails:

  Jun 15

  Jun 24

  2025 sails:

  Jun 14

  Jun 23

  Sep 05

• 17 night star collector cruising on the rivieras

  Starting in Barcelona with stops in Rome

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  2024 sails:

  Jul 11

  2025 sails:

  Jul 10

• 15 night star collector enchantment of the western mediterranean

  Starting in Lisbon with stops in Rome

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  2024 sails:

  Jul 21

  Aug 05

  Oct 25

  2025 sails:

  Apr 12

  Jul 20

  Aug 04

  Nov 03

• 8 night spanish symphony

  Starting in Lisbon with stops in Barcelona

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  2024 sails:

  Jul 28

  Aug 05

  Nov 01

  2025 sails:

  Jul 27

  Aug 04

  Nov 10

• 23 night star collector riviera rhapsody

  Starting in Venice with stops in Lisbon

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  2024 sails:

  Aug 05

  2025 sails:

  Apr 12

  Aug 04

• 15 night star collector italian trio

  Starting in Barcelona with stops in Venice

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  2024 sails:

  Aug 13

  2025 sails:

  Apr 20

  May 05

  Aug 12

  Oct 26

• 16 night star collector stories of italy croatia and greece

  Starting in Rome with stops in Athens (Piraeus)

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  2024 sails:

  Aug 20

  Sep 05

• 8 night james beard foundation and wine adriatic archipelagos and greek goddesses

  Starting in Venice with stops in Athens (Piraeus)

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  2024 sails:

  Aug 28

• 8 night adriatic archipelagos and greek goddesses

  Starting in Athens (Piraeus) with stops in Venice

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  2024 sails:

  Sep 05

• 10 night wine sicilian splendors

  Starting in Rome

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  2024 sails:

  Sep 21

• 16 night star collector croatia to the cote dazur

  Starting in Rome with stops in Venice

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  2024 sails:

  Oct 09

• 8 night romance on the rivieras

  Starting in Rome

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  2024 sails:

  Oct 17

• 14 night ocean crossing

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

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  2024 sails:

  Dec 07

• 7 night classic caribbean

  Starting in St. Maarten/Saint Martin

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  2024 sails:

  Dec 21

  2025 sails:

  Jan 04

  Jan 18

  Feb 08

  Feb 22

  Mar 15

  Dec 07

  Dec 21

  2026 sails:

  Feb 28

  Mar 21

• 14 night star collector caribbean explorations

  Starting in St. Maarten/Saint Martin

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  2024 sails:

  Dec 21

  Dec 28

  2025 sails:

  Jan 04

  Jan 11

  Jan 18

  Jan 25

  Feb 01

  Feb 08

  Feb 15

  Feb 22

  Mar 01

  Mar 08

  Mar 15

  Dec 07

  Dec 14

  Dec 21

  2026 sails:

  Feb 28

  Mar 14

  Mar 21

• 7 night beach fun and sun a remote caribbean getaway

  Starting in St. Maarten/Saint Martin

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  2024 sails:

  Dec 28

  2025 sails:

  Jan 11

  Jan 25

  Feb 01

  Feb 15

  Mar 01

  Mar 08

  Mar 22

  Dec 14

  Dec 28

  2026 sails:

  Jan 04

  Mar 07

  Mar 14

  Mar 28

• 14 night ocean crossing and ponta delgada azores

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

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  2025 sails:

  Mar 29

• 22 night star collector atlantic interludes and iberian indulgences

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

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  2025 sails:

  Mar 29

• 8 night james beard foundation spanish symphony

  Starting in Lisbon with stops in Barcelona

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  2025 sails:

  Apr 12

• 14 night star collector racing for the prix du monde along the rivieras

  Starting in Rome

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  2025 sails:

  May 13

• 9 night james beard foundation adriatic archipelagos and greek goddesses

  Starting in Venice with stops in Athens (Piraeus)

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  2025 sails:

  Aug 27

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

  Starting in Rome with stops in Venice

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  2025 sails:

  Sep 14

• 11 night sicilian splendors

  Starting in Rome

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  2025 sails:

  Sep 22

• 7 night lake como and adriatic romance tour

  Starting in Venice with stops in Rome

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  2025 sails:

  Oct 03

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

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

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  2025 sails:

  Nov 18

• 5 night barefoot break in the british virgin islands

  Starting in St. Maarten/Saint Martin

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  2025 sails:

  Dec 02

• 12 night star collector ivory beaches and sapphire seas of the caribbean

  Starting in St. Maarten/Saint Martin

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  2025 sails:

  Dec 02

• 28 night star collector the best of the windward and leeward isles

  Starting in St. Maarten/Saint Martin

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  2026 sails:

  Jan 04

• 14 night star collector leeward and windward caribbean havens

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

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  2026 sails:

  Jan 04

• 55 night star collector grand caribbean adventure

  Starting in St. Maarten/Saint Martin

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  2026 sails:

  Jan 04

• 21 night star collector a lesser antilles odyssey

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

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  2026 sails:

  Jan 04

• 14 night star collector antilles adventures

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

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  2026 sails:

  Jan 11

• 7 night lush and lovely islands of the lesser antilles

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

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  2026 sails:

  Jan 11

• 14 night star collector captivating caribbean

  Starting in Barbados

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  2026 sails:

  Jan 18

• 7 night jewels of the windward islands

  Starting in Barbados

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  2026 sails:

  Jan 18

• 7 night windward ways and tobago cays

  Starting in Barbados

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  2026 sails:

  Jan 25

• 15 night star collector windward islands and spanish new world

  Starting in Colon with stops in Barbados

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  2026 sails:

  Jan 25

• 8 night in the wake of the spanish armadas

  Starting in Colon

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  2026 sails:

  Feb 01

• 16 night star collector natural history meets ancient mystery latin america and beyond

  Starting in Cozumel

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  2026 sails:

  Feb 01

• 8 night mayan legacies

  Starting in Cozumel with stops in Colon

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  2026 sails:

  Feb 09

• 19 night star collector caribbean cultures latin america and the greater antilles

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

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  2026 sails:

  Feb 09

• 18 night star collector deep dive into the blue underwater worlds of the caribbean

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

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  2026 sails:

  Feb 17

• 11 night stars of the greater antilles

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

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  2026 sails:

  Feb 17