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 Jun 30, 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.
Featured Windstar sailings
Ask for cruises fares on these, and other available departures.Treasures of the Greek IslesAug 23, 2025 (7 days)
Wind Spirit | Roundtrip AthensPICK 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: Up to $300 Onboard Credit per stateroom.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.
Visit sun-drenched places as you sail the Greek Isles, discovering a world abounding with seaside scenery and ancient treasures. On such legendary islands as Santorini and Mykonos, views of azure sea and white-washed villages will take your breath away. On your Greek islands cruise, you may embrace the magic and mythology of ancient temples built to honor Greek gods and goddesses. Visit UNESCO World Heritage Sites such as the amazing hilltop Acropolis in Athens, the haunts of St. John on the tiny island of Patmos, and the ancient Roman city of Ephesus. You may imagine you are Mark Antony, as you walk the same marble streets where the Roman general (and lover of Cleopatra) was once cheered by residents. Dine among the fascinating ruins as a complimentary treat, a Windstar-exclusive evening Destination Discovery Event planned for Ephesus. Windstar’s Treasures of Greek Isles, and all other Greece itineraries, deliver you into the heart of Greek culture. As you cruise to Athens, call, too, at small secluded ports such as Monemvasia, a pedestrians-only village built into a cliffside, and Nafplio, a delightful mainland town where you can wander cobblestone streets and explore Venetian fortresses. On your Windstar small ship cruise, Greece unfolds at a leisurely pace. You’ll have time to linger in magical places, to swim from powdery sand beaches, to explore local cuisine and get to know friendly locals, shouting “ya mas” (“cheers”) as you toast with ouzo. You may even dance like Zorba the Greek at a local taverna. Your Windstar cruise is the best of Greece, the way you imagined it.
Dreams of TahitiAug 28, 2025 (7 days)
Star Breeze | Roundtrip PapeetePICK 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.
A graceful yacht is the perfect way to experience the true wonder of Tahiti. We’ll let the trade winds take us to visit one legendary island after another, with plenty of casual time to swim and snorkel in crystal-clear lagoons, meander through lush rainforests, and experience the fascinating Polynesian culture from tikis to tiare flowers.
Jewels of the Windward IslandsMar 29, 2025 (7 days)
Roundtrip Bridgetown | Star PridePICK 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 colorful 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.
Classic Italy & Dalmatian CoastOct 26, 2025 (7 days)
Wind Surf | Venice to RomePICK 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: Up to $300 Onboard Credit per stateroom.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.
Explore the shores of Italy, Croatia and Montenegro, discovering the charm of Venice, the magnificence of Rome, and the vast beauty of the Dalmatian Coast. Wander down the ancient cobblestone streets of Taormina, travel up the sparking fjord to Kotor and bask in the allure of small ship cruising as your small ship anchors in the heart of Old Town Dubrovnik while larger ships only pass by. From remarkable small ports such as Rovinj to timeless cities like Venice and Rome, discover the Mediterranean’s most charming and historic destinations in one incomparable voyage.
San Juan & the Virgin IslandsNov 23, 2025 (7 days)
Star Pride | Roundtrip San JuanPICK 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: Up to $300 Onboard Credit per stateroom.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.
Begin and end your journey where Old World meets New, in historic San Juan, littered with more than 400 restored Spanish colonial buildings. As you continue on this bewitching Caribbean cruise through the Virgin Islands, no two days are alike. One day, you’re shopping chic French boutiques for the latest fashions from Paris. On another, snorkeling a secluded cove known only to lucky yachtsmen – like you. Skip more common and commercial ports in favor of less-visited destinations like Montserrat. Bypass the major cruise terminals in favor of exclusive marinas and anchorages on this Caribbean cruise. And as guests on larger cruise ships take an excursion from Tortola to reach tiny Jost Van Dyke, your elegant ship is already there.
Tahiti & the Tuamotu IslandsDec 18, 2025 (11 days)
Star Breeze | Roundtrip PapeetePICK 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: Up to $300 Onboard Credit per stateroom.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.
The trade winds of French Polynesia have enticed sailors for centuries – and now those same beautiful breezes welcome us as we sail through the windward and leeward Society Islands to the serene natural beauty of the Tuamotu Islands, where pristine atolls and crystal lagoons welcome you to a hidden paradise. Visit Fakarava where rare species are found nowhere else on earth.
Pick Your Perk Now!
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.
Learn more about Windstar's highly anticipated new yacht - Star Seeker!
More details...
Fresh from her refurbishment, the beloved Wind Surf is ready and waiting for you - we’ve got new details and some of the first photographs!
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Carolyn Spencer Brown had a chance to sit with Chris, president of Windstar Cruises, and talk about a wide-ranging series of thoughts, issues, and contemplations. Read on for his insights.
More details...Terms & Conditions
All fares and offers are valid at the time of publication. Fares and offers 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 June 30, 2025. Ships’ registry: Bahamas.