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

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

  Starting in Colon with stops in St. Maarten/Saint Martin, Cozumel, British Virgin Islands, Dominican Republic, Costa Maya, Belize, Ocho Rios, Roatan Island

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  2026 sails:

  Feb 09

• 8 night james beard foundation maya legacies

  Starting in Colon with stops in Cozumel, Belize, Costa Maya, Roatan Island

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  2026 sails:

  Feb 09

• 11 night stars of the greater antilles

  Starting in Cozumel with stops in British Virgin Islands, St. Maarten/Saint Martin, Ocho Rios, Dominican Republic

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  2026 sails:

  Feb 17

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

  Starting in St. Maarten/Saint Martin with stops in St. Bart's, Basse-Terre, British Virgin Islands, Dominican Republic, Ocho Rios, Cozumel

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  2026 sails:

  Feb 17

• 14 night star collector caribbean explorations

  Starting in St. Maarten/Saint Martin with stops in British Virgin Islands, Basse-Terre, Falmouth, Anguilla, St. Bart's, Guadeloupe, St. John

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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 classic caribbean

  Starting in St. Maarten/Saint Martin with stops in St. Bart's, Basse-Terre, Guadeloupe

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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

• 7 night beach fun and sun a remote caribbean getaway

  Starting in British Virgin Islands with stops in Anguilla, Falmouth, St. Maarten/Saint Martin, St. Bart's, St. John

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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 with stops in Falmouth, Anguilla, British Virgin Islands, St. Bart's

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  2026 sails:

  Mar 14

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

  Starting in Anguilla with stops in Lisbon, Azores, St. Maarten/Saint Martin, St. Bart's, British Virgin Islands, St. John

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  2026 sails:

  Mar 28

• 14 night knot your average crossing

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

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  2026 sails:

  Apr 04

• 22 night star collector atlantic interludes and iberian indulgences

  Starting in Barcelona with stops in Cartagena, Gibraltar, St. Maarten/Saint Martin, Azores, Spain, Lisbon, Málaga, Costa del Sol, Mallorca (Majorca), Cadiz

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  2026 sails:

  Apr 04

• 25 night star collector riviera rhapsody

  Starting in Cannes with stops in Málaga, Costa del Sol, Venice, Rome, Cadiz, Lisbon, Gibraltar, Barcelona, Kotor, Dubrovnik, Cartagena, Sorrento, Portofino, Spain, Mallorca (Majorca), Monte Carlo

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  2026 sails:

  Apr 18

• 8 night spanish symphony

  Starting in Lisbon with stops in Cadiz, Gibraltar, Málaga, Costa del Sol, Spain, Cartagena, Mallorca (Majorca), Barcelona

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  2026 sails:

  Apr 18

  Jun 14

  Jun 22

  Oct 30

  2027 sails:

  Apr 11

  Oct 28

• 16 night star collector enchantment of the western mediterranean

  Starting in Lisbon with stops in Cadiz, Gibraltar, Málaga, Costa del Sol, Spain, Cartagena, Mallorca (Majorca), Barcelona, Monte Carlo, Cannes, Portofino, Rome

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  2026 sails:

  Apr 18

  2027 sails:

  Apr 11

• 8 night yachtsmans harbors of the rivieras

  Starting in Monte Carlo with stops in Cannes, Portofino, Rome, Barcelona

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  2026 sails:

  Apr 26

  2027 sails:

  Apr 19

• 9 night classic italy and dalmatian coast

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

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  2026 sails:

  May 04

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

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

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  2026 sails:

  May 13

  Sep 19

  Sep 27

• 8 night classic italy and dalmatian coast

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

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  2026 sails:

  May 13

  Jul 24

  Aug 18

  Sep 02

  Sep 19

• 21 night star collector iconic italy centerpiece of the mediterranean

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

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  2026 sails:

  May 13

• 10 night sicilian splendors

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

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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, Monte Carlo, St. Tropez, Barcelona

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  2026 sails:

  Jun 03

• 3 night quick getaway a taste of southern france

  Starting in Sete with stops in Barcelona

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  2026 sails:

  Jun 11

• 11 night iberian icons and hidden french harbors

  Starting in Málaga, Costa del Sol with stops in Spain, Cadiz, Lisbon, Cartagena, Mallorca (Majorca), Sete, Barcelona, Gibraltar

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  2026 sails:

  Jun 11

• 15 night star collector enchantment of the western mediterranean

  Starting in Cartagena with stops in Mallorca (Majorca), Barcelona, Rome, Portofino, Cannes, Monte Carlo, Lisbon, Cadiz, Gibraltar, Málaga, Costa del Sol, Spain, Marseille

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  2026 sails:

  Jun 22

  2027 sails:

  Oct 21

• 7 night yachtsmans harbors of the rivieras

  Starting in Cannes with stops in Rome, Portofino, Monte Carlo, Barcelona, Marseille

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  2026 sails:

  Jun 30

  2027 sails:

  Oct 21

• 15 night star collector riviera and italian glamour

  Starting in Amalfi Coast with stops in Venice, Monte Carlo, Cannes, Barcelona, Rome, Portofino

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  2026 sails:

  Jun 30

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

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

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  2026 sails:

  Jun 30

• 8 night bella italia a southern italian romance

  Starting in Rome with stops in Venice, Amalfi Coast

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  2026 sails:

  Jul 07

  Aug 01

• 17 night star collector italian charms and croatian coastlines

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

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  2026 sails:

  Jul 07

  Aug 01

• 9 night adriatic icons and venetian treasures

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

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  2026 sails:

  Jul 24

• 15 night star collector iconic italy and croatia

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

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  2026 sails:

  Aug 18

  Aug 26

• 7 night jewels of the italian and french rivieras

  Starting in Monte Carlo with stops in Rome, Portofino, Genoa, 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 Rome, Kotor, Dubrovnik, Sorrento

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  2026 sails:

  Oct 07

• 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 Rome, Gibraltar, Monte Carlo, Sorrento, Venice, Spain, Cartagena, Cadiz, Málaga, Costa del Sol, Mallorca (Majorca), Barcelona, Kotor, Dubrovnik, Portofino

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  2026 sails:

  Oct 15

• 15 night star collector italian trio

  Starting in Barcelona with stops in Monte Carlo, Portofino, Rome, Sorrento, Kotor, Dubrovnik, Venice

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  2026 sails:

  Oct 15

• 13 night star collector enchantment of the western mediterranean

  Starting in Cartagena with stops in Portofino, Lisbon, Rome, Monte Carlo, Mallorca (Majorca), Málaga, Costa del Sol, Spain, Gibraltar, Cadiz, Barcelona

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  2026 sails:

  Oct 25

• 5 night quick getaways yachtsmans harbors of the rivieras

  Starting in Monte Carlo with stops in Barcelona, Rome, Portofino

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  2026 sails:

  Oct 25

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

  Starting in Falmouth with stops in Anguilla, British Virgin Islands, St. Maarten/Saint Martin, St. Bart's, Lisbon, St. John

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  2026 sails:

  Dec 05

• 14 night ocean crossing

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

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  2026 sails:

  Dec 05

• 23 night star collector atlantic interludes and iberian indulgences

  Starting in Cadiz with stops in Gibraltar, Málaga, Costa del Sol, Spain, Cartagena, Mallorca (Majorca), Barcelona, St. Maarten/Saint Martin, Funchal, Madeira, Portugal, Lisbon

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  2027 sails:

  Mar 27

• 15 night ocean crossing

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

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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 Barcelona, Athens (Piraeus), Monte Carlo, Sorrento, Cannes, Rome

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  2027 sails:

  Apr 19

• 7 night treasures of the greek isles

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

• 14 night star collector greek classics and hidden gems unveiled

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

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  2027 sails:

  Jul 06

  Aug 12

  Aug 19

• 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

• 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

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

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

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  2027 sails:

  Oct 14

• 7 night enchanting greece and the amalfi coast

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

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  2027 sails:

  Oct 14