Wind Surf Sailing Dates and Sailing Calendar

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Sail Date

Itinerary Name and Ports

Duration

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Priced From(per person)

Mar 28, 2026

(Saturday)

7 Night Beach Fun and Sun A Remote Caribbean Getaway Cruise

From Philipsburg (St. Maarten), Netherlands Antilles to Philipsburg (St. Maarten), Netherlands Antilles

Ports: Philipsburg (St. Maarten), St John's, Road Bay, Sopers Hole, Great Harbour, Prickly Pear British Virgin Islands, Gustavia St. Barts, Philipsburg (St. Maarten)

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7 Nights

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$4,967

Oceanview Stateroom (double occupancy)

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Mar 28, 2026

(Saturday)

21 Night Star Collector Spectacular Transatlantic Journey Caribbean to the Azores Cruise

From Philipsburg (St. Maarten), Netherlands Antilles to Lisbon, Portugal

Ports: Philipsburg (St. Maarten), St John's, Road Bay, Sopers Hole, Great Harbour, Prickly Pear British Virgin Islands, Gustavia St. Barts, Philipsburg (St. Maarten), Ponta Delgada, Lisbon

Special Promotions
21 Nights

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$7,494

Oceanview Stateroom (double occupancy)

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Apr 4, 2026

(Saturday)

14 Night Knot Your Average Crossing Cruise

From Philipsburg (St. Maarten), Netherlands Antilles to Lisbon, Portugal

Ports: Philipsburg (St. Maarten), Ponta Delgada, Lisbon

Special Promotions
14 Nights

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$2,105

Oceanview Stateroom (double occupancy)

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Apr 4, 2026

(Saturday)

22 Night Star Collector Atlantic Interludes and Iberian Indulgences Cruise

From Philipsburg (St. Maarten), Netherlands Antilles to Barcelona, Spain

Ports: Philipsburg (St. Maarten), Ponta Delgada, Lisbon, Cadiz (Seville), Gibraltar, Malaga, Almeria, Cartagena, Palma de Mallorca, Barcelona

Special Promotions
22 Nights

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$7,588

Oceanview Stateroom (double occupancy)

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Apr 18, 2026

(Saturday)

8 Night Spanish Symphony Cruise

From Lisbon, Portugal to Barcelona, Spain

Ports: Lisbon, Cadiz (Seville), Gibraltar, Malaga, Almeria, Cartagena, Palma de Mallorca, Barcelona

Special Promotions
8 Nights

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$3,140

Oceanview Stateroom (double occupancy)

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Apr 18, 2026

(Saturday)

16 Night Star Collector Enchantment of the Western Mediterranean Cruise

From Lisbon, Portugal to Civitavecchia (Rome), Italy

Ports: Lisbon, Cadiz (Seville), Gibraltar, Malaga, Almeria, Cartagena, Palma de Mallorca, Barcelona, Palamos, Port Vendres, Sanary Sur Mer, Monte Carlo, Cannes, Portofino, Portoferraio, Civitavecchia (Rome)

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16 Nights

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Suite (double occupancy)

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Apr 18, 2026

(Saturday)

25 Night Star Collector Riviera Rhapsody Cruise

From Lisbon, Portugal to Venice, Italy

Ports: Lisbon, Cadiz (Seville), Gibraltar, Malaga, Almeria, Cartagena, Palma de Mallorca, Barcelona, Palamos, Port Vendres, Sanary Sur Mer, Monte Carlo, Cannes, Portofino, Portoferraio, Civitavecchia (Rome), Sorrento, Giardini Naxos, Kotor, Dubrovnik, Split, Rovinj, Venice

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25 Nights

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Suite (double occupancy)

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Apr 26, 2026

(Sunday)

8 Night Yachtsmans Harbors of the Rivieras Cruise

From Barcelona, Spain to Civitavecchia (Rome), Italy

Ports: Barcelona, Palamos, Port Vendres, Sanary Sur Mer, Monte Carlo, Cannes, Portofino, Portoferraio, Civitavecchia (Rome)

Special Promotions
8 Nights

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$3,537

Oceanview Stateroom (double occupancy)

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May 4, 2026

(Monday)

9 Night Classic Italy and Dalmatian Coast Cruise

From Civitavecchia (Rome), Italy to Venice, Italy

Ports: Civitavecchia (Rome), Sorrento, Giardini Naxos, Kotor, Dubrovnik, Split, Rovinj, Venice

Special Promotions
9 Nights

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$4,141

Oceanview Stateroom (double occupancy)

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May 13, 2026

(Wednesday)

8 Night Classic Italy and Dalmatian Coast Cruise

From Venice, Italy to Civitavecchia (Rome), Italy

Ports: Venice, Rovinj, Split, Dubrovnik, Kotor, Giardini Naxos, Sorrento, Civitavecchia (Rome)

Special Promotions
8 Nights

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$6,247

Oceanview Stateroom (double occupancy)

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May 13, 2026

(Wednesday)

18 Night Star Collector Culture and Charms of Italy and Croatia Cruise

From Venice, Italy to Civitavecchia (Rome), Italy

Ports: Venice, Rovinj, Split, Dubrovnik, Kotor, Giardini Naxos, Sorrento, Civitavecchia (Rome), Siracusa, Valletta, Gozo, Porto Empedocle, Trapani, Lipari, Sorrento, Amalfi, Civitavecchia (Rome)

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18 Nights

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$13,085

Oceanview Stateroom (double occupancy)

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May 13, 2026

(Wednesday)

21 Night Star Collector Iconic Italy Centerpiece of the Mediterranean Cruise

From Venice, Italy to Civitavecchia (Rome), Italy

Ports: Venice, Rovinj, Split, Dubrovnik, Kotor, Giardini Naxos, Sorrento, Civitavecchia (Rome), Siracusa, Valletta, Gozo, Porto Empedocle, Trapani, Lipari, Sorrento, Amalfi, Civitavecchia (Rome), Portovenere, Bonifacio, Civitavecchia (Rome)

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21 Nights

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$14,293

Suite (double occupancy)

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May 21, 2026

(Thursday)

10 Night Sicilian Splendors Cruise

From Civitavecchia (Rome), Italy to Civitavecchia (Rome), Italy

Ports: Civitavecchia (Rome), Siracusa, Valletta, Gozo, Porto Empedocle, Trapani, Lipari, Sorrento, Amalfi, Civitavecchia (Rome)

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10 Nights

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$6,037

Oceanview Stateroom (double occupancy)

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May 21, 2026

(Thursday)

13 Night Historic Harbors of Italy and Beyond Cruise

From Civitavecchia (Rome), Italy to Civitavecchia (Rome), Italy

Ports: Civitavecchia (Rome), Siracusa, Valletta, Gozo, Porto Empedocle, Trapani, Lipari, Sorrento, Amalfi, Civitavecchia (Rome), Portovenere, Bonifacio, Civitavecchia (Rome)

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13 Nights

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$8,045

Oceanview Stateroom (double occupancy)

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May 31, 2026

(Sunday)

3 Night Quick Getaway La Dolce Vita in Italy and France Cruise

From Civitavecchia (Rome), Italy to Civitavecchia (Rome), Italy

Ports: Civitavecchia (Rome), Portovenere, Bonifacio, Civitavecchia (Rome)

3 Nights

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$1,286

Oceanview Stateroom (double occupancy)

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Jun 3, 2026

(Wednesday)

8 Night Rome and the Monaco Grand Prix Cruise

From Civitavecchia (Rome), Italy to Barcelona, Spain

Ports: Civitavecchia (Rome), Bastia, Portofino, Monte Carlo, St Tropez, Collioure, Rosas, Barcelona

8 Nights

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$9,332

Oceanview Stateroom (double occupancy)

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Jun 11, 2026

(Thursday)

3 Night Quick Getaway A Taste of Southern France Cruise

From Barcelona, Spain to Tarragona, Spain

Ports: Barcelona, Sete, Collioure, Tarragona

3 Nights

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$1,207

Oceanview Stateroom (double occupancy)

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Jun 11, 2026

(Thursday)

11 Night Iberian Icons and Hidden French Harbors Cruise

From Barcelona, Spain to Lisbon, Portugal

Ports: Barcelona, Sete, Collioure, Tarragona, Palma de Mallorca, Cartagena, Almeria, Malaga, Gibraltar, Cadiz (Seville), Lisbon

Special Promotions
11 Nights

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$3,848

Oceanview Stateroom (double occupancy)

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Jun 14, 2026

(Sunday)

8 Night Spanish Symphony Cruise

From Tarragona, Spain to Lisbon, Portugal

Ports: Tarragona, Palma de Mallorca, Cartagena, Almeria, Malaga, Gibraltar, Cadiz (Seville), Lisbon

Special Promotions
8 Nights

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$4,361

Oceanview Stateroom (double occupancy)

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Jun 22, 2026

(Monday)

8 Night Spanish Symphony Cruise

From Lisbon, Portugal to Barcelona, Spain

Ports: Lisbon, Cadiz (Seville), Gibraltar, Malaga, Almeria, Cartagena, Palma de Mallorca, Barcelona

Special Promotions
8 Nights

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$4,661

Oceanview Stateroom (double occupancy)

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