Pick Your Perk with Windstar Cruises
It's that time of year - Windstar's Pick Your Perk offer is back for another season of savings!
Book by Mar 31, 2025
Leave the crowds and clichés behind on small, elegant ships that carry less than 350 pampered, privileged guests. Enjoy late-night departures, overnights in port, and one-of-a-kind tours and activities. Connect to the wonder, authenticity, and majesty of a world discovered in private-yacht style. With access to small ports, you’ll visit popular must-sees as well as the best-kept secrets.
PICK YOUR PERK
Book today and enjoy Pick Your Perk to enhance your Windstar cruise the way you want. Choose from;
- Up to US $1,000 Onboard Credit per suite OR
- One Free Pre or Post Hotel Night OR
- Free Upgrade to All-Inclusive Fares for Premium Suites Guests
Our Exclusive Bonus: On select sailings you'll receive up to $300 Onboard Credit per stateroom.
LOOKING FOR MORE INCLUSIONS? Add Windstar's All-Inclusive cruise pricing for only US $89 extra per guest, per day includes unlimited alcoholic beverages, unlimited Wi-Fi, and all gratuities.
Recommended Windstar sailings
Be sure to ask about other available departures
Jewels of the Windward IslandsFeb 15, 2025 (7 days)
Roundtrip BridgetownWind Spirit | Porthole Stateroom (Cat. B)
CAD $4,774 Per Person Incl taxes
PICK YOUR PERK
Choose One of the following: $100 Onboard Credit per guest OR One Free Pre or Post Hotel Night OR if you upgrade to a Premium Suite you'll receive a Free Upgrade to the All-Inclusive Fare.
Exclusive Bonus: $150 Onboard Credit per person.Choose One of the following: $100 Onboard Credit per guest OR One Free Pre or Post Hotel Night OR if you upgrade to a Premium Suite you'll receive a Free Upgrade to the All-Inclusive Fare.
This is the Caribbean of days gone by – deep blue waters, quiet coves and tropical islands dotted with powdery beaches and lush green hillsides. Sail from the rugged natural beauty of St. Lucia to little-known isles that are off the tourist radar. From colourful Bequia and Mayreau in St. Vincent & the Grenadines to the open-air markets of exotic St. George’s, you’ll discover a part of the Caribbean that remains authentic and unspoiled. This is everything that makes the Caribbean synonymous with paradise.
Winter Italy & the Dalmatian CoastMar 18, 2025 (8 days)
Rome to VeniceStar Legend | Star Porthole Suite (PS)
CAD $5,354 Per Person Incl taxes
PICK YOUR PERK
Choose One of the following: $100 Onboard Credit per guest OR One Free Pre or Post Hotel Night OR if you upgrade to a Premium Suite you'll receive a Free Upgrade to the All-Inclusive Fare.
Exclusive Bonus: $150 Onboard Credit per person.Choose One of the following: $100 Onboard Credit per guest OR One Free Pre or Post Hotel Night OR if you upgrade to a Premium Suite you'll receive a Free Upgrade to the All-Inclusive Fare.
Leave the crowds behind and experience Italy and the Adriatic from a different perspective on this unique off-season voyage. See popular attractions like the Sistine Chapel, St. Mark’s Square, and Pompeii with fewer people, giving you time to absorb the talent of Michelangelo, the ravishing beauty of Venice, and the tragedy of Pompeii. You’ll find more intimate and meaningful experiences everywhere you go as locals take the place of visitors. Walk the legendary walls of Dubrovnik’s Old Town and take your time looking over the red roofs of the medieval city during an overnight stay. Hike in tranquil Dalmatian parks, dine in family homes in small villages, and learn to cook authentic pizza in a Sicilian kitchen. Then there are winter celebrations, Carnaval parades, festive lights, Christmas markets and more that make everything shine brighter, from grand gothic and baroque cathedrals to luminous canals.
Golden Days in Bora Bora Air + Overwater Villa Package from Los AngelesJun 30, 2025 (11 days)
Roundtrip PapeeteStar Breeze | Star Porthole Suite (PS)
CAD $13,128 Per Person Incl taxes
PICK YOUR PERK
Choose One of the following: $100 Onboard Credit per guest OR One Free Pre or Post Hotel Night OR if you upgrade to a Premium Suite you'll receive a Free Upgrade to the All-Inclusive Fare.
Choose One of the following: $100 Onboard Credit per guest OR One Free Pre or Post Hotel Night OR if you upgrade to a Premium Suite you'll receive a Free Upgrade to the All-Inclusive Fare.
Tahiti really is as beautiful and intoxicating as you’ve heard, and with this convenient air+hotel package, you can explore it all. Fly from Los Angeles (LAX) and overnight in Papeete before a short flight to legendary Bora Bora. With two nights in an overwater villa, you can snorkel the aquamarine lagoon, immerse yourself in Polynesian culture, or soak in the luscious palette of blues, greens, and golds—just like the romantic settings featured on the show, where unforgettable moments unfold with every rose ceremony. Board your lovely yacht back in Papeete and enjoy a week of unforgettable island experiences, inspired by The Golden Bachelorette. Take an ATV tour in Moorea, spend a magical day at a beach barbecue on a private motu off Tahaa, and return to Bora Bora for an overnight that includes a Windstar Destination Discovery Event with dazzling fire dancers, ensuring your evenings are filled with the same enchanting ambiance as the series. Plus, in multiple ports, conditions permitting, we’ll open the Watersports Platform at the stern so you can kayak, paddleboard, or use other complimentary equipment right from the ship—just like the adventurous dates featured on the show. Join us for a journey that celebrates love, adventure, and the breathtaking beauty of Tahiti, where every experience is as captivating as a rose handed out in paradise!
Around IcelandJul 14, 2025 (7 days)
Roundtrip ReykjavikStar Pride | Star Porthole Suite (PS)
CAD $5,858 Per Person Incl taxes
PICK YOUR PERK
Choose One of the following: $100 Onboard Credit per guest OR One Free Pre or Post Hotel Night OR if you upgrade to a Premium Suite you'll receive a Free Upgrade to the All-Inclusive Fare.
Exclusive Bonus: $150 Onboard Credit per person.Choose One of the following: $100 Onboard Credit per guest OR One Free Pre or Post Hotel Night OR if you upgrade to a Premium Suite you'll receive a Free Upgrade to the All-Inclusive Fare.
Dramatic scenery and curious communities coalesce on this week-long circumnavigation of Iceland. Explore a country few people will ever visit, and go far beyond the tourist hotspots to remote fjords, raging waterfalls, and small fishing villages. Get to know the independent and creative Icelanders, and watch whales and seabirds play offshore. This Iceland cruise is yachting at its most inventive.
Discover the unspoiled and unfamiliar in a style that will completely transform the way you cruise. Windstar knows the way to experience a different kind of cruise — intimate, authentic and unscripted. 180 degrees from ordinary.
Only Windstar offers you the individual choice to sail all-inclusive.
More details...Terms & Conditions
All fares mentioned are per person, in the currency indicated, cruise only, based on double occupancy in the lowest category, and include non-discountable amounts. Taxes, Fees, and Port Expenses are included. Offer is valid on new bookings only and are subject to availability. All fares are valid at the time of publication. Fares are subject to change based on availability and other considerations. Sailings of less than 14 days receive a choice of one of these added perks: All categories can choose between One complimentary hotel night** (pre or post) or onboard credit of $200 (or $100 USD per guest) for Standard Staterooms/Suites (B, BX, A, AX, TX, S, S1, SS1, S2, S3, BS, SBS, BS1, SBS1), or $400 ($200 USD per guest) for Premium Suites (Owner’s Suite, Classic Suite, Deluxe Suite, and on Wind Surf: Bridge Suite, Officer’s Suite and STE). Premium Suites have a third choice to upgrade to the All-In Package. Sailings of 14 or more days receive a choice of one of these added perks: All categories can choose between One complimentary hotel night** (pre or post) or onboard credit of $400 ($200 USD per guest) for Standard Staterooms/Suites (B, BX, A, AX, TX, S, S1, SS1, S2, S3, BS, SBS, BS1, SBS1, OV, IN, IN1, IN2, IN3, VS, VSS, VS1, VS2, VS3, VVB), or $1000 ($500 USD per guest) for Premium Suites (Owner’s Suite, Horizon Owner’s Suite, Classic Suite, Star Suite, Deluxe Suite, and on Wind Surf: Bridge Suite, Officer’s Suite and STE). Premium Suites have a third choice to upgrade to the All-In Package. Single and Triple fares will receive shipboard credit at the per guest rate. Perk selection must be locked in at least 90 days prior to sailing, Hotel option subject to availability *Exclusions: Grand Prix sailings, Seeker Inaugural sailing (1/15/26) **Pre/Post Hotel is based on availability and some restrictions apply. Not all hotels available on this offer in Rome from 4/1/25 thru 11/15/25 or Barbados on any date. Bookings are non-transferable; no name changes can be made nor can this offer be applied retroactively. Cancellation fees may apply; please see website for details. Fuel surcharges may be imposed or increased over time. Offer is capacity controlled and may be withdrawn or modified at Windstar’s discretion at any time. Information contained herein is accurate at time of publication and subject to change without notice. All terms and conditions stated on the Windstar website apply. Cruises are provided subject to the terms and conditions of the Passage Contract. Offer expires on March 31, 2025. Ships’ registry: Bahamas.