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14 Days - Ocean Crossings [Lisbon to Bridgetown]

Starting from $1,999*

Cruise Line: Windstar Cruise

Ship:  Wind Star / Wind Spirit / Wind Surf / Star Pride / Star Breeze

Sailing Dates:  Jan 02 2025 | Feb 22 2025 | Mar 26 2025 | Apr 05 2025 | Nov 04 2025 | Mar 28 2026 | Apr 28 2026 | Sep 02 2026

Port: Lisbon to Bridgetown

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

Starting from $2,299*

Cruise Line: Windstar Cruise

Ship:  Wind Surf

Sailing Dates:  Dec 21 2024 | Jan 04 2025 | Jan 18 2025 | Jan 25 2025 | Feb 08 2025 | Feb 22 2025 | Mar 01 2025 | Mar 15 2025 | Dec 21 2025 | Feb 07 2026 | Feb 28 2026 | Mar 21 2026

Port: Philipsburg, St. Maarten to Philipsburg, St. Maarten

7 Days - Panama Canal, Cartagena, San Blas Islands & More [Oranjestad to Balboa / FuerteA]

Starting from $2,398*

Cruise Line: Windstar Cruise

Ship:  Star Pride

Sailing Dates:  Dec 21 2024 | Jan 18 2025 | Feb 01 2025 | Mar 01 2025 | Mar 08 2025

Port: Oranjestad to Balboa / Fuerte Amador

7 days - Dreams of Tahiti [Papeete to Papeete]

Starting from $2,399*

Cruise Line: Windstar Cruise

Ship:  Wind Spirit / Star Breeze

Sailing Dates:  Nov 28 2024 | Dec 05 2024 | Dec 26 2024 | Mar 06 2025 | Mar 20 2025 | Apr 10 2025 | Apr 17 2025 | Apr 24 2025 | May 22 2025 | May 29 2025 | Jun 05 2025 | Jun 12 2025 | Jul 03 2025 | Jul 10 2025 | Jul 17 2025 | Jul 24 2025 | Aug 21 2025 | Aug 28 2025 | Sep 04 2025 | Sep 11 2025 | Oct 02 2025 | Oct 09 2025 | Oct 16 2025 | Oct 23 2025 | Nov 20 2025 | Nov 27 2025 | Dec 04 2025 | Dec 11 2025 | Jan 08 2026 | Jan 15 2026 | Jan 22 2026 | Jan 29 2026 | Feb 05 2026 | Mar 05 2026 | Mar 12 2026 | Mar 19 2026 | Apr 09 2026 | Apr 23 2026 | May 21 2026 | May 28 2026

Port: Papeete to Papeete

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

Starting from $2,399*

Cruise Line: Windstar Cruise

Ship:  Wind Spirit / Wind Surf

Sailing Dates:  Dec 28 2024 | Jan 11 2025 | Feb 01 2025 | Feb 15 2025 | Mar 08 2025 | Mar 22 2025 | Dec 14 2025 | Dec 28 2025 | Jan 04 2026 | Jan 24 2026 | Jan 31 2026 | Feb 14 2026 | Feb 21 2026 | Mar 07 2026 | Mar 14 2026 | Mar 28 2026

Port: Philipsburg, St. Maarten to Philipsburg, St. Maarten

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

Starting from $2,499*

Cruise Line: Windstar Cruise

Ship:  Star Pride | Wind Surf

Sailing Dates:  Dec 14 2024 | Jan 11 2025 | Feb 22 2025

Port: Bridgetown to Oranjestad

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

Starting from $2,499*

Cruise Line: Windstar Cruise

Ship:  Star Pride / Wind Surf

Sailing Dates:  Dec 22 2024 | Dec 14 2024 | Jan 04 2025 | Jan 11 2025 | Feb 22 2025 | Mar 15 2025 | Jan 25 2026

Port: Oranjestad to Bridgetown

7 Days - Enchanting Greece & the Amalfi Coast [Athens, Greece to Rome]

Starting from $2,548*

Cruise Line: Windstar Cruise

Ship:  Wind Star / Wind Spirit

Sailing Dates:  Apr 23 2025 | Apr 27 2025 | Oct 11 2025 | Oct 19 2025

Port: Athens, Greece to Rome

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

Starting from $2,599*

Cruise Line: Windstar Cruise

Ship:  Wind Surf

Sailing Dates:  Apr 20 2025 | May 13 2025 | Jul 20 2025 | Aug 12 2025 | Nov 03 2025

Port: Rome to Barcelona

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

Starting from $2,599*

Cruise Line: Windstar Cruise

Ship:  Wind Star / Wind Spirit / Star Pride

Sailing Dates:  Dec 07 2024 | Dec 28 2024 | Jan 18 2025 | Feb 01 2025 | Feb 22 2025 | Mar 08 2025 | Nov 29 2025 | Dec 06 2025 | Dec 13 2025 | Dec 20 2025 | Feb 09 2026 | Feb 23 2026 | Apr 13 2026

Port: Puerto Caldera to Colon

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

 
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