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7 Days - Windward Ways & Tobago Cays [Bridgetown to Oranjestad]

Starting from $1,799*

Cruise Line: Windstar Cruise

Ship: Star Breeze / Star Legend

Sailing Dates:  Jan 21 2023 | Feb 18 2023

Port: Bridgetown to Oranjestad

( Note: Optional tours are available from most ports for an additional charge. )

7 Days - Yachtsman's Harbors of the Rivieras [Rome to Barcelona]

Starting from $2,399*

Cruise Line: Windstar Cruise

Ship: Wind Surf

Sailing Dates:  May 16 2023 | Jul 23 2023 | Nov 10 2023

Port: Rome to Barcelona

( Note: Optional tours are available from most ports for an additional charge. )

7 days - Dreams of Tahiti

Starting from $2,399*

Cruise Line: Windstar Cruise

Ship: Wind Spirit / Star Breeze

Sailing Dates:  Dec 08 2022 | Dec 15 2022 | Dec 22 2022 | Dec 29 2022 | Jan 05 2023 | Jan 12 2023 | Jan 19 2023 | Jan 26 2023 | Feb 02 2023 | Mar 02 2023 | Mar 09 2023 | Mar 16 2023 | Mar 23 2023 | Mar 30 2023 | Apr 06 2023 | Apr 13 2023 | May 11 2023 | May 18 2023 | May 25 2023 | Jun 01 2023 | Jun 08 2023 | Jun 15 2023 | Jun 22 2023 | Jul 20 2023 | Jul 27 2023 | Aug 03 2023 | Aug 10 2023 | Aug 17 2023 | Aug 24 2023 | Aug 31 2023 | Sep 28 2023 | Oct 05 2023 | Oct 12 2023 | Oct 19 2023 | Oct 26 2023 | Nov 02 2023 | Nov 09 2023 | Dec 07 2023 | Dec 14 2023 | Dec 21 2023 | Dec 28 2023

Port: Papeete to Papeete

( Note: Optional tours are available from most ports for an additional charge. )

7 Days - Costa Rica & Panama Canal [Puerto Caldera to Colón]

Starting from $2,399*

Cruise Line: Windstar Cruise

Ship: Wind Star / Star Legend

Sailing Dates: Dec 10 2022 | Jan 28 2023 | Feb 11 2023 | Feb 25 2023 | Mar 11 2023

Port: Puerto Caldera to Colón

( Note: Optional tours are available from most ports for an additional charge. )

7 days - Lush & Lovely Islands of the Lesser Antilles [St. Maarten to Bridgetown]

Starting from $2,499*

Cruise Line: Windstar Cruise

Ship: Wind Surf

Sailing Dates: Jan 28 2023 | Feb 25 2023

Port: St. Maarten to Bridgetown

( Note: Optional tours are available from most ports for an additional charge. )

14 days - Star Collector: Lovely Leewards [San Juan to San Juan]

Starting from $2,499*

Cruise Line: Windstar Cruise

Ship: Star Pride

Sailing Dates:  Jan 07 2023 | Jan 14 2023 | Jan 21 2023 | Jan 28 2023 | Feb 04 2023 | Feb 11 2023 | Feb 18 2023 | Feb 25 2023 | Mar 04 2023

Port: San Juan to San Juan

( Note: Optional tours are available from most ports for an additional charge. )

7 days - Jewels of the Windward Islands [Bridgetown to Bridgetown]

Starting from $2,499*

Cruise Line: Windstar Cruise

Ship: Wind Surf

Sailing Dates: Feb 04 2023 | Mar 04 2023

Port: Bridgetown to Bridgetown

( Note: Optional tours are available from most ports for an additional charge. )

7 Days - Windward Ways & Tobago Cays [Oranjestad to Bridgetown]

Starting from $2,499*

Cruise Line: Windstar Cruise

Ship: Star Legend

Sailing Dates: Jan 14 2023 | Feb 11 2023

Port: Oranjestad to Bridgetown

( Note: Optional tours are available from most ports for an additional charge. )

7 days - Lush & Lovely Islands of the Lesser Antilles [Bridgetown to St. Maarten]

Starting from $2,499*

Cruise Line: Windstar Cruise

Ship: Wind Surf

Sailing Dates: Feb 11 2023 | Mar 11 2023

Port: Bridgetown to St. Maarten

( Note: Optional tours are available from most ports for an additional charge. )

7 days - Classic Caribbean [St. Maarten to St. Maarten]

Starting from $2,599*

Cruise Line: Windstar Cruise

Ship: Wind Surf

Sailing Dates: Dec 10 2022 | Jan 14 2023 | Mar 25 2023 | Dec 09 2023 | Dec 23 2023 | Jan 06 2024 | Jan 20 2024 | Feb 03 2024 | Feb 17 2024 | Mar 02 2024 | Mar 16 2024

Port: St. Maarten to St. Maarten

( Note: Optional tours are available from most ports for an additional charge. )

7 days - Yachtsman's Caribbean [St. Maarten to St. Maarten]

Starting from $2,599*

Cruise Line: Windstar Cruise

Ship: Wind Surf

Sailing Dates: Jan 07 2023 | Jan 21 2023 | Feb 18 2023 | Mar 18 2023

Port: St. Maarten to St. Maarten

( Note: Optional tours are available from most ports for an additional charge. )

7 Days - Beach Fun & Sun: A Remote Caribbean Getaway [St. Maarten to St. Maarten]

Starting from $2,599*

Cruise Line: Windstar Cruise

Ship: Star Pride / Wind Surf

Sailing Dates: Nov 04 2023 | Dec 16 2023 | Dec 30 2023 | Jan 13 2024 | Jan 27 2024 | Feb 10 2024 | Feb 24 2024 | Mar 09 2024 | Mar 23 2024

Port: St. Maarten to St. Maarten

( Note: Optional tours are available from most ports for an additional charge. )

7 Days - Spanish Treasures via the Panama Canal [Balboa / Fuerte Amador to Oranjestad]

Starting from $2,699*

Cruise Line: Windstar Cruise

Ship: Star Legend

Sailing Dates: Jan 07 2023 | Feb 04 2023 | Mar 04 2023

Port: Balboa / Fuerte Amador to Oranjestad

( Note: Optional tours are available from most ports for an additional charge. )

7 Days - Spanish Treasures via the Panama Canal [Oranjestad to Balboa / Fuerte Amador]

Starting from $2,699*

Cruise Line: Windstar Cruise

Ship: Star Legend

Sailing Dates: Jan 28 2023 | Feb 25 2023 | Mar 11 2023

Port: Star Legend

( Note: Optional tours are available from most ports for an additional charge. )

7 Days - Costa Rica & Panama Canal [Colón to Puerto Caldera]

Starting from $2,799*

Cruise Line: Windstar Cruise

Ship: Wind Star

Sailing Dates:  Jan 07 2023 | Jan 21 2023 | Feb 18 2023 | Mar 04 2023

Port: Colón to Puerto Caldera

( Note: Optional tours are available from most ports for an additional charge. )

8 Days - Spanish Symphony [Barcelona to Lisbon]

Starting from $2,999*

Cruise Line: Windstar Cruise

Ship: Wind Surf

Sailing Dates:  Jul 30 2023 | Nov 17 2023

Port: Barcelona to Lisbon

( Note: Optional tours are available from most ports for an additional charge. )

8 days - Classic Italy & Dalmatian Coast [Rome to Venice]

Starting from $2,999*

Cruise Line: Windstar Cruise

Ship: Wind Surf

Sailing Dates:  Apr 30 2023 | Jun 09 2023 | Aug 22 2023 | Oct 15 2023

Port: Rome to Venice

( Note: Optional tours are available from most ports for an additional charge. )

8 Days - Spanish Symphony [Lisbon to Barcelona]

Starting from $2,999*

Cruise Line: Windstar Cruise

Ship: Wind Surf

Sailing Dates:  Apr 15 2023 | Aug 07 2023

Port: Lisbon to Barcelona

( Note: Optional tours are available from most ports for an additional charge. )

10 Days - Gems of the Leeward Islands [San Juan to San Juan]

Starting from $2,999*

Cruise Line: Windstar Cruise

Ship: Star Pride

Sailing Dates: Dec 10 2022

Port: San Juan to San Juan

( Note: Optional tours are available from most ports for an additional charge. )

7 days - Windward Islands Surf & Sunsets [San Juan to San Juan]

Starting from $2,999*

Cruise Line: Windstar Cruise

Ship: Star Pride

Sailing Dates:  Jan 07 2023 | Jan 21 2023 | Feb 04 2023 | Feb 18 2023 | Mar 04 2023

Port: San Juan to San Juan

( Note: Optional tours are available from most ports for an additional charge. )

*Prices are per person, based on double occupancy. Prices do not include Government Fees & Taxes. Pricing and availability subject to change without notice. Cruise Booking reserves the right to refuse or honor any prices / sailings that are erroneously printed or quoted. Terms & Conditions apply.

 

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