Windstar Cruises

Wind Star

Ocean Cruise Ship | 4-masted Motor Sailing Ship Class

Windstar Cruises logo

Wind Star Itineraries & Sailings

Upcoming sailings on Wind Star, earliest departure first.

17 Sailings Found
Barcelona, Spain

11 Days One-Way from Barcelona to Lisbon

Wind Star

Departs
October 31st 2026
Duration
10 nights
From
$7,215
per person, double occupancy
Ports of call: +2 more ports
Departs
October 31st 2026
Duration
24 nights
From
$9,075
per person, double occupancy
Ports of call: +3 more ports
Lisbon, Portugal

26 Days One-Way from Lisbon to Colon

Wind Star

Departs
November 10th 2026
Duration
25 nights
Ports of call: +4 more ports

Why Book With Waterways Cruise?

Four decades of expertise, one dedicated advisor, and every detail handled, from your front door to the gangway and back.

Personal Service

Cruise Concierge

A dedicated advisor who learns your name, your travel style and your preferences, then stays with you from the first conversation to the day you return home. Not a call center. Never a stranger.

Tailor-Made

100% Custom‑Built

No cookie-cutter packages. Flights, hotels, transfers and shore days are designed from scratch around how you actually like to travel, then refined until the trip feels like yours.

Expertise

40+ Years in Travel

Founded by J. Richard, a four-decade veteran of the travel industry, and focused solely on premium river and ocean cruising. Decades of ship and itinerary knowledge go into every recommendation.

Security

Book With Total Confidence

A travel agency that is a proud member of Signature Travel Network, CLIA, ASTA and IATA.

Lisbon, Portugal

15 Days One-Way from Lisbon to Bridgetown

Wind Star

Departs
November 10th 2026
Duration
14 nights
From
$3,596
per person, double occupancy
Ports of call:
Bridgetown, Barbados

19 Days One-Way from Bridgetown to Puntarenas

Wind Star

Departs
November 24th 2026
Duration
18 nights
Ports of call: +9 more ports
Bridgetown, Barbados

12 Days One-Way from Bridgetown to Colon

Wind Star

Departs
November 24th 2026
Duration
11 nights
From
$11,966
per person, double occupancy
Ports of call: +3 more ports
Colon, Panama

8 Days One-Way from Colon to Puntarenas

Wind Star

Departs
December 5th 2026
Duration
7 nights
From
$3,520
per person, double occupancy
Ports of call: +1 more port
Puntarenas, Costa Rica

8 Days One-Way from Puntarenas to Colon

Wind Star

Departs
December 12th 2026
Duration
7 nights
From
$3,345
per person, double occupancy
Ports of call: +1 more port
Colon, Panama

36 Days One-Way from Colon to Papeete

Wind Star

Departs
January 31st 2027
Duration
35 nights
From
$15,182
per person, double occupancy
Ports of call: +8 more ports
Colon, Panama

30 Days One-Way from Colon to Papeete

Wind Star

Departs
January 31st 2027
Duration
29 nights
From
$9,946
per person, double occupancy
Ports of call: +3 more ports
Colon, Panama

9 Days One-Way from Colon to Puntarenas

Wind Star

Departs
January 31st 2027
Duration
8 nights
From
$6,730
per person, double occupancy
Ports of call: +2 more ports
Puntarenas, Costa Rica

28 Days One-Way from Puntarenas to Papeete

Wind Star

Departs
February 8th 2027
Duration
27 nights
From
$9,757
per person, double occupancy
Ports of call: +1 more port