Itineraries and cruises deals on Wind Surf

Italy - Croatia - Montenegro

$7,452 Prices p.p. Incl. taxes
anchor Tour Operator: Windstar Cruises
directions_boat Ship: Wind Surf
location_on Depart from: Venice
bedtime Length: 8 Nights
calendar_month Date: 26 October 2025
calendar_month Arrival Date: 03 November 2025
Itinerary:
1 Venice 2 Rovinj 3 Split 4 Dubrovnik 5 Kotor 6 Navigation 7 Giardini-Naxos 8 Sorrento 9 Civitavecchia

Italy - Monaco - France - Spain

$5,216 Prices p.p. Incl. taxes
anchor Tour Operator: Windstar Cruises
directions_boat Ship: Wind Surf
location_on Depart from: Civitavecchia
bedtime Length: 7 Nights
calendar_month Date: 03 November 2025
calendar_month Arrival Date: 10 November 2025
Itinerary:
1 Civitavecchia 2 Portoferraio 3 Genoa 4 Montecarlo 5 Cannes 6 Sanary Sur Mer 7 Palamos 8 Barcelona

Spain - Gibraltar - Portugal

$5,589 Prices p.p. Incl. taxes
anchor Tour Operator: Windstar Cruises
directions_boat Ship: Wind Surf
location_on Depart from: Barcelona
bedtime Length: 8 Nights
calendar_month Date: 10 November 2025
calendar_month Arrival Date: 18 November 2025
Itinerary:
1 Barcelona 2 Palma de Mallorca 3 Cartagena 4 Almeria 5 Malaga 6 Gibraltar 7 Cadiz 8 Navigation 9 Lisbon

Sint Maarten - British Virgin Islands - Virgin Islands - Saint Barthelemy

$3,539 Prices p.p. Incl. taxes
anchor Tour Operator: Windstar Cruises
directions_boat Ship: Wind Surf
location_on Depart from: Sint Maarten
bedtime Length: 5 Nights
calendar_month Date: 02 December 2025
calendar_month Arrival Date: 07 December 2025
Itinerary:
1 Sint Maarten 2 Tortola Island 2 Jost Van Dyke 3 Jost Van Dyke 4 Virgin Gorda 5 Gustavia 6 Sint Maarten

Sint Maarten - United States - Dominica - Sri Lanka - Guadeloupe - Saint Barthelemy

$4,284 Prices p.p. Incl. taxes
anchor Tour Operator: Windstar Cruises
directions_boat Ship: Wind Surf
location_on Depart from: Sint Maarten
bedtime Length: 7 Nights
calendar_month Date: 07 December 2025
calendar_month Arrival Date: 14 December 2025
Itinerary:
1 Sint Maarten 2 Charlestown 3 Roseau 4 Pigeon Island 5 Les Saintes 6 Gustavia 7 Basseterre 8 Sint Maarten

Sint Maarten - Antigua and Barbuda - United Kingdom - British Virgin Islands -

$4,470 Prices p.p. Incl. taxes
anchor Tour Operator: Windstar Cruises
directions_boat Ship: Wind Surf
location_on Depart from: Sint Maarten
bedtime Length: 7 Nights
calendar_month Date: 14 December 2025
calendar_month Arrival Date: 21 December 2025
Itinerary:
1 Sint Maarten 2 Falmouth Harbour 3 Anguilla 4 Tortola Island 4 Jost Van Dyke 5 Jost Van Dyke 6 Virgin Gorda 7 Gustavia 8 Sint Maarten

Sint Maarten - United States - Dominica - Sri Lanka - Guadeloupe - Saint Barthelemy

$5,030 Prices p.p. Incl. taxes
anchor Tour Operator: Windstar Cruises
directions_boat Ship: Wind Surf
location_on Depart from: Sint Maarten
bedtime Length: 7 Nights
calendar_month Date: 21 December 2025
calendar_month Arrival Date: 28 December 2025
Itinerary:
1 Sint Maarten 2 Charlestown 3 Roseau 4 Pigeon Island 5 Les Saintes 6 Gustavia 7 Basseterre 8 Sint Maarten

Sint Maarten - Antigua and Barbuda - United Kingdom - British Virgin Islands -

$5,030 Prices p.p. Incl. taxes
anchor Tour Operator: Windstar Cruises
directions_boat Ship: Wind Surf
location_on Depart from: Sint Maarten
bedtime Length: 7 Nights
calendar_month Date: 28 December 2025
calendar_month Arrival Date: 04 January 2026
Itinerary:
1 Sint Maarten 2 Falmouth Harbour 3 Anguilla 4 Tortola Island 4 Jost Van Dyke 5 Jost Van Dyke 6 Virgin Gorda 7 Gustavia 8 Sint Maarten

Sint Maarten - Antigua and Barbuda - United Kingdom - British Virgin Islands -

$4,657 Prices p.p. Incl. taxes
anchor Tour Operator: Windstar Cruises
directions_boat Ship: Wind Surf
location_on Depart from: Sint Maarten
bedtime Length: 7 Nights
calendar_month Date: 04 January 2026
calendar_month Arrival Date: 11 January 2026
Itinerary:
1 Sint Maarten 2 Falmouth Harbour 3 Anguilla 4 Tortola Island 4 Jost Van Dyke 5 Jost Van Dyke 6 Virgin Gorda 7 Gustavia 8 Sint Maarten

Sint Maarten - Saint Kitts and Nevis - Montserrat - Saint Barthelemy - France -

$4,657 Prices p.p. Incl. taxes
anchor Tour Operator: Windstar Cruises
directions_boat Ship: Wind Surf
location_on Depart from: Sint Maarten
bedtime Length: 7 Nights
calendar_month Date: 11 January 2026
calendar_month Arrival Date: 18 January 2026
Itinerary:
1 Sint Maarten 2 Basseterre 3 Little Bay 4 Gustavia 5 Deshaies 6 Roseau 7 Pigeon Island 8 Bridgetown

Barbados - Martinique - Saint Lucia - Sri Lanka - Saint Vincent and the Grenadines -

$4,657 Prices p.p. Incl. taxes
anchor Tour Operator: Windstar Cruises
directions_boat Ship: Wind Surf
location_on Depart from: Bridgetown
bedtime Length: 7 Nights
calendar_month Date: 18 January 2026
calendar_month Arrival Date: 25 January 2026
Itinerary:
1 Bridgetown 2 Fort de france 3 Castries 3 Pigeon Island 4 Pigeon Island 5 Bequia 6 Mayreau 7 Saint George 8 Bridgetown

Barbados - United Kingdom - Saint Vincent and the Grenadines - Saint Lucia -

$5,030 Prices p.p. Incl. taxes
anchor Tour Operator: Windstar Cruises
directions_boat Ship: Wind Surf
location_on Depart from: Bridgetown
bedtime Length: 7 Nights
calendar_month Date: 25 January 2026
calendar_month Arrival Date: 01 February 2026
Itinerary:
1 Bridgetown 2 Man of War Bay 3 Mayreau 4 Soufriere 5 Navigation 6 Kralendijk 7 Willemstad 8 Oranjestad

Aruba - Colombia - Spain - Panama

$5,961 Prices p.p. Incl. taxes
anchor Tour Operator: Windstar Cruises
directions_boat Ship: Wind Surf
location_on Depart from: Oranjestad
bedtime Length: 8 Nights
calendar_month Date: 01 February 2026
calendar_month Arrival Date: 09 February 2026
Itinerary:
1 Oranjestad 2 Navigation 3 Santa Marta 4 Cartagena 5 Navigation 6 Bocas del Toro 7 Navigation 8 Colon 9 Colon

Mexico - Cayman Islands - Jamaica - Dominican Republic - Virgin Islands - British

$7,079 Prices p.p. Incl. taxes
anchor Tour Operator: Windstar Cruises
directions_boat Ship: Wind Surf
location_on Depart from: Cozumel Island
bedtime Length: 11 Nights
calendar_month Date: 17 February 2026
calendar_month Arrival Date: 28 February 2026
Itinerary:
1 Cozumel Island 2 Navigation 3 George Town 4 George Town 5 Port Antonio 6 Navigation 7 Santo Domingo 8 La Romana 9 Navigation 10 Jost Van Dyke 11 Virgin Gorda 12 Sint Maarten

Sint Maarten - United States - Dominica - Sri Lanka - Guadeloupe - Saint Barthelemy

$4,284 Prices p.p. Incl. taxes
anchor Tour Operator: Windstar Cruises
directions_boat Ship: Wind Surf
location_on Depart from: Sint Maarten
bedtime Length: 7 Nights
calendar_month Date: 28 February 2026
calendar_month Arrival Date: 07 March 2026
Itinerary:
1 Sint Maarten 2 Charlestown 3 Roseau 4 Pigeon Island 5 Les Saintes 6 Gustavia 7 Basseterre 8 Sint Maarten

Sint Maarten - Antigua and Barbuda - United Kingdom - British Virgin Islands -

$4,470 Prices p.p. Incl. taxes
anchor Tour Operator: Windstar Cruises
directions_boat Ship: Wind Surf
location_on Depart from: Sint Maarten
bedtime Length: 7 Nights
calendar_month Date: 07 March 2026
calendar_month Arrival Date: 14 March 2026
Itinerary:
1 Sint Maarten 2 Falmouth Harbour 3 Anguilla 4 Tortola Island 4 Jost Van Dyke 5 Jost Van Dyke 6 Virgin Gorda 7 Gustavia 8 Sint Maarten

Sint Maarten - Antigua and Barbuda - United Kingdom - British Virgin Islands -

$4,470 Prices p.p. Incl. taxes
anchor Tour Operator: Windstar Cruises
directions_boat Ship: Wind Surf
location_on Depart from: Sint Maarten
bedtime Length: 7 Nights
calendar_month Date: 14 March 2026
calendar_month Arrival Date: 21 March 2026
Itinerary:
1 Sint Maarten 2 Falmouth Harbour 3 Anguilla 4 Tortola Island 4 Jost Van Dyke 5 Jost Van Dyke 6 Virgin Gorda 7 Gustavia 8 Sint Maarten

Sint Maarten - United States - Dominica - Sri Lanka - Guadeloupe - Saint Barthelemy

$4,284 Prices p.p. Incl. taxes
anchor Tour Operator: Windstar Cruises
directions_boat Ship: Wind Surf
location_on Depart from: Sint Maarten
bedtime Length: 7 Nights
calendar_month Date: 21 March 2026
calendar_month Arrival Date: 28 March 2026
Itinerary:
1 Sint Maarten 2 Charlestown 3 Roseau 4 Pigeon Island 5 Les Saintes 6 Gustavia 7 Basseterre 8 Sint Maarten

Sint Maarten - Antigua and Barbuda - United Kingdom - British Virgin Islands -

$4,470 Prices p.p. Incl. taxes
anchor Tour Operator: Windstar Cruises
directions_boat Ship: Wind Surf
location_on Depart from: Sint Maarten
bedtime Length: 7 Nights
calendar_month Date: 28 March 2026
calendar_month Arrival Date: 04 April 2026
Itinerary:
1 Sint Maarten 2 Falmouth Harbour 3 Anguilla 4 Tortola Island 4 Jost Van Dyke 5 Jost Van Dyke 6 Virgin Gorda 7 Gustavia 8 Sint Maarten