Windstar Cruises
We recognize that cruise vacations are not just an investment, but often the highlights of our lives, and we take that responsibility seriously. We want to ensure you have the best vacation experience.
Already booked directly with a cruise line? Transfer your reservation to Vincent Vacations for free VIP perks, onboard credit, and Signature Travel Network amenities at $0 extra cost.
Top 20 Signature Travel Network Agency
$0 Added Booking Fees • Transfer Within 60 Days
Request A Complimentary Luxury Cruise Consultation & Quote
Lock in exclusive Signature amenities (up to $500 Shipboard Credit with promo code CSIGNSBC, prepaid gratuities, and hosted sailings with CSIGNHOST), plus personalized stateroom selection.
100% custom to your needs! We handle flights, pre and post travel, transfers, excursions and more, no matter if it's a solo trip or a large group! Contact us today for a custom curated FREE cruise vacation package quote.
Already Booked Directly With A Cruise Line?
Transfer Your Cruise Reservation to Vincent Vacations — Free VIP Perks at $0 Cost
Keep your exact same stateroom, reservation number, and price while gaining exclusive Signature Travel Network onboard credits, complimentary perks, and your own dedicated cruise concierge.
Why BOOK with us?
We partner with cruise lines to bring you the best value!
CLIA Certified (Cruise Lines International Association)
THE BEST Onboard Credits and Perks
Access to Exclusive Deals and Discounts
Price Monitoring and Adjustments
Bundled Custom Packages
Flights, pre- and post-cruise hotel stays, transfers, excursions all-in-one saving you time and money
Dedicated Support
Our Agents are ASTA Verified Travel Advisors (VTA)
Tailored Recommendations
Time Savings
We Handle the Complexities
Assistance with Issues
Positive Reviews and Referrals
Years of Experience
Windstar Cruises is a premier luxury cruise line that offers an intimate and immersive sailing experience aboard their fleet of elegant and modern yachts. With a focus on personalized service, unique itineraries, and a sense of adventure, Windstar Cruises invites travelers to embark on a truly exceptional journey.
Windstar's fleet of small ships offers a refined and intimate atmosphere, accommodating a limited number of guests. Each yacht is thoughtfully designed to provide a sense of comfort and elegance, with beautifully appointed cabins, inviting public spaces, and a variety of onboard amenities. The intimate size of the ships allows for access to hidden harbors and off-the-beaten-path destinations, ensuring a more immersive and exclusive experience.
Windstar Cruises' itineraries encompass a wide range of destinations, from the sun-drenched Caribbean islands to the enchanting ports of the Mediterranean, from the pristine beaches of the South Pacific to the rugged coastlines of Alaska. Each voyage is carefully crafted to showcase the unique culture, history, and natural beauty of the regions visited, with opportunities for authentic encounters and memorable experiences along the way.
What sets Windstar Cruises apart is their commitment to delivering a personalized and immersive experience. The attentive and highly trained staff provides warm and attentive service, ensuring that every guest's needs and desires are met with care and attention. From gourmet dining experiences to unique shore excursions, Windstar Cruises strives to create moments of delight and create lasting memories.
Windstar Cruises also offers a unique sailing experience, allowing guests to feel the power of the wind as the sails unfurl and the yacht glides gracefully through the water. Sailing enthusiasts can participate in the sailing process, and all guests can enjoy the peaceful and awe-inspiring experience of being propelled by wind power.
As a responsible travel company, Windstar Cruises is committed to sustainability and environmental stewardship. They strive to minimize their ecological impact, support local communities, and promote responsible tourism practices.
For travelers seeking a luxurious and immersive cruise experience with a sense of adventure, Windstar Cruises offers a journey of refined elegance and personalized service. Whether exploring fascinating ports of call or experiencing the thrill of sailing, guests are invited to indulge in a truly exceptional and unforgettable voyage.
Complete Cruise Search & Directory
Explore 61,445+ Bookable Cruise Sailings, 520 Ships & 17,099 Itineraries
WINDSTAR CRUISES
Expertly Curated Windstar Cruises For Discerning Travelers
Elite Signature Travel Network Agency • $0 Cruise Booking Fees
Need Help Choosing the Right Cruise Line & Stateroom?
Work one-on-one with a certified Vincent Vacations cruise specialist. Guaranteed direct pricing match, up to $500 in exclusive Signature shipboard credits, free 30-day booking transfers, and dedicated concierge support at zero extra cost.
At Vincent Vacations, we help you plan the perfect escape inspired by Windstar Cruises. Our experts possess firsthand destination knowledge and direct connections with top-tier suppliers. Let us design a highly personalized itinerary tailored specifically to your Windstar Cruises travel goals.
Whether you prefer booking a luxury ocean cruise or relaxing at premium all-inclusive resorts, we handle all flight arrangements, transfer logistics, and travel protection details. Contact our dedicated luxury travel specialist team today to lock in exclusive rates and plan your next great adventure.
The Best Windstar Cruises
Luxury Travel with Vincent Vacations - Expert Advisors
Top selling certified
Windstar Cruises
travel agents
At Vincent Vacations, our expert travel agents specialize in crafting unforgettable experiences for Windstar Cruises. We understand that discerning travelers expect the very best, which is why our award-winning team provides personalized planning, exclusive perks, and insider knowledge you won't find anywhere else. Whether you are planning a massive group getaway, a luxury corporate retreat, or an intimate family reunion, our Windstar Cruises specialists ensure every detail is flawlessly arranged.
Why Choose Vincent Vacations for Your Windstar Cruises?
Our #1 rated Windstar Cruises travel agents go beyond simple booking?we deliver a
true concierge-level experience. As certified Windstar Cruises experts, we know the finest small-ship itineraries, all-inclusive amenities, and exclusive ports of call that make your journey extraordinary.
From securing the best suites with premium accommodations to arranging private shore excursions and onboard experiences,
we handle every detail so you can relax.
When you book Windstar Cruises with Vincent Vacations, you benefit from
exclusive offers, upgrades, and amenities that
turn your trip into an extraordinary adventure.
Your Dream Windstar Cruises, Tailored to Perfection
Booking your Windstar Cruises getaway with Vincent Vacations means more than just a trip?it's a customized experience designed around your interests and lifestyle.
Our knowledgeable travel advisors provide personalized recommendations for intimate small-ship voyages,
24/7 support, and seamless planning from start to finish.
Whether you are celebrating a milestone, planning a sophisticated Mediterranean escape,
or seeking an intimate vacation exploring hidden ports, Vincent Vacations is committed to creating
the ultimate travel experience.
Let us help you explore the world with the expertise and elegance you deserve.
Your Windstar Cruises Travel Agency
Choosing the right travel agent for a Windstar cruise can significantly enhance your experience, from the booking process to the actual voyage. Windstar is known for its unique blend of casual luxury, small ships, and immersive itineraries, so you want an agent who understands this niche.
Windstar Cruises Elite Partner
Our agency is recognized by Windstar Cruises as a top-tier partner, demonstrating deep expertise and consistent sales volume. We have completed their dedicated training programs to ensure comprehensive knowledge of their unique offerings.
- Certified Windstar Star Specialists with in-depth brand knowledge.
- Awarded President's Circle or Top Producer status by Windstar.
CLIA Luxury Counselor & Signature Network
Our advisors hold specialized certifications in luxury cruising, ensuring we understand the nuances of upscale travel. As a proud member of Signature Travel Network, we offer exclusive perks and insider access for your Windstar voyage.
- Certified Luxury Cruise Counselors (LCC) by CLIA.
- Exclusive amenities and value-added benefits through Signature Travel Network.
Advanced Cruise & Industry Certifications
Our commitment to excellence is reflected in our advanced industry certifications, demonstrating extensive general cruise knowledge and adherence to the highest professional standards and ethics.
- Advanced CLIA certifications such as Master Cruise Counselor (MCC).
- Commitment to professional standards as ASTA members.
Exclusive Partnership
Your Voyage, Elevated by Signature Travel Network
As a proud member of the Signature Travel Network, we don't just book your trip?we enhance it. When you book Windstar Cruises with us, you gain access to a portfolio of privileged amenities that are not available to the general public.
Because of our collective buying power and long-standing relationships, we can offer our clients exclusive value on Windstar Cruises vacations worldwide.
Signature Exclusive Benefits
-
Onboard Shipboard Credits
Receive up to $500 USD in shipboard credits to spend on specialty dining, spa treatments, shore excursions, and premium beverages aboard your Windstar vessel.
-
Complimentary Cabin Upgrades
Enjoy complimentary cabin upgrades when available at check-in, from standard suites to premium oceanview accommodations on select Windstar itineraries.
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Exclusive Group Amenities
Access special group events, private receptions, and dedicated concierge service exclusively for Signature Travel Network members booking Windstar Cruises.
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Reduced Deposit and Flexible Payments
Book your Windstar cruise with a reduced deposit of just $250 USD per person and enjoy flexible payment plans tailored to your vacation timeline.
Client Stories from Expertly Curated Windstar Cruises For Discerning Travelers
See how our expertise enhanced these top-searched luxury itineraries.
Mediterranean Magic Delivered
Greek Islands & Turkey Itinerary
"Vincent Vacations transformed our dream Mediterranean cruise into reality. Their team secured us premium cabin upgrades on the Windstar vessel and arranged exclusive shore excursions that weren't available through standard booking. The personalized attention to every detail?from pre-cruise dining reservations to seamless port logistics?made our journey absolutely unforgettable. We felt like VIPs from start to finish."
Seamless South Pacific Planning
Fiji & Polynesia Voyage
"When our original cruise booking fell through, Vincent Vacations stepped in and found us an even better Windstar itinerary to the South Pacific within 48 hours. Their expertise in luxury small-ship cruising meant they knew exactly which cabins offer the best views and which onboard experiences were worth prioritizing. They even coordinated our pre-cruise hotel stay and airport transfers flawlessly. Truly exceptional service."
Caribbean Perfection Personalized
Windward Islands & St. Lucia Cruise
"Vincent Vacations understood exactly what we wanted?an intimate, all-inclusive luxury experience without the mega-ship crowds. They booked us on the perfect Windstar vessel and coordinated special amenities including onboard spa credits and private dining experiences. Their concierge support before and after the cruise was outstanding, and they even helped us plan a surprise anniversary celebration with the ship's crew. Highly recommended for discerning travelers."
Direct windstar cruises Booking vs. Planning with Vincent Vacations
| Cruise Attribute |
Standard Direct Booking |
Vincent Vacations Advantage |
| Exclusive Shipboard Credits |
Standard promotional credits only |
Additional hosted onboard credits up to $500 per suite |
| Stateroom Category Upgrades |
Standard retail pricing only |
Complimentary space-available room upgrades flagged by our preferred desk |
| Logistics & Connections |
Self-managed transfers and flight coordination |
24/7 flight monitoring, private port transfers, and backup connection protection |
The Signature Advantage
Book Direct vs. Vincent Vacations: The Signature Advantage for Windstar Cruises
Luxury and premium cruise buyers frequently compare booking directly on the cruise line’s website versus working with an agency. As an elite member of Signature Travel Network, Vincent Vacations guarantees the exact same promotional pricing with zero booking fees, plus exclusive shipboard credits ($100–$600), hosted voyage amenities, and direct advisor advocacy.
| Benefit |
Booking Direct with Supplier (Windstar Cruises)
|
Booking with Vincent Vacations (Signature)
|
| Base Price |
Lowest available retail rate |
Exact Same Price (Price-Match Guarantee)
|
| Agency Booking Fees |
None |
Zero Added Fees ($0.00 Planning Fee)
|
| Signature Travel Network Amenities |
None (Retail Only)
|
Exclusive Shipboard Credits ($100–$600)
|
| VIP Inclusions |
None
|
Hosted Sailings, Cocktail Receptions, Private Excursions
|
| Personal Advocate & Concierge |
1-800 Call Center Hold Times (Generic Queue)
|
Dedicated Direct Advisor (Phone & Text Access)
|
| Promotion Stacking |
Single promo only |
Stacked Supplier Promos + Loyalty Status + Consortium Perks
|
Price-Match Guarantee
Windstar Cruises operates with full pricing parity across approved agencies. You will never pay higher rates booking through Vincent Vacations than booking direct. We monitor rate reductions before your final payment.
Signature Shipboard Credits ($100–$600)
As an elite member of Signature Travel Network, our guests receive exclusive Shipboard Credits from $100 to $600 per stateroom, redeemable for specialty dining, spa treatments, or premium shore excursions.
Hosted Sailings & Private Receptions
On select Signature Hosted Sailings, enjoy an experienced onboard host, private cocktail receptions with complimentary drinks and hors d’oeuvres, and curated private shore events exclusive to our travelers.
Stateroom & Suite Concierge
From owner suites to prime mid-ship balcony locations, our specialists navigate deck plans to avoid obstructions, coordinate butler requests, and ensure priority embarkation.
Loyalty Status & Promo Stacking
Retain 100% of your supplier loyalty points and past-guest privileges. We seamlessly combine your loyalty perks with supplier flash sales and Signature consortium amenities.
Dedicated Direct Advisor Advocacy
Skip impersonal call center hold times. You receive direct phone and text access to your dedicated certified advisor who coordinates your reservations, upgrades, and travel protection smoothly.
Lock In Your Windstar Cruises Signature Perks
Complimentary 60-day booking transfers available • 100% free planning with zero agency fees.
Meet Our Certified Windstar Cruises Specialists
Krystal Hall
Certified Windstar Cruises Specialist
Krystal Hall is a certified Windstar Cruises specialist. "I specialize in coordinating custom itineraries and securing exclusive Signature Travel Network amenities, stateroom upgrades, and onboard perks for our clients."
Courtney Montgomery
Certified Windstar Cruises Specialist
Courtney Montgomery is a certified Windstar Cruises specialist. "I specialize in coordinating custom itineraries and securing exclusive Signature Travel Network amenities, stateroom upgrades, and onboard perks for our clients."
Stephanie Collins
Certified Windstar Cruises Specialist
Stephanie Collins is a certified Windstar Cruises specialist. "I specialize in coordinating custom itineraries and securing exclusive Signature Travel Network amenities, stateroom upgrades, and onboard perks for our clients."
Aimee Byrd
Certified Windstar Cruises Specialist
Aimee Byrd is a certified Windstar Cruises specialist. "I specialize in coordinating custom itineraries and securing exclusive Signature Travel Network amenities, stateroom upgrades, and onboard perks for our clients."
Joe Merendino
Certified Windstar Cruises Specialist
Joe Merendino is a certified Windstar Cruises specialist. "I specialize in coordinating custom itineraries and securing exclusive Signature Travel Network amenities, stateroom upgrades, and onboard perks for our clients."
Secure Your Custom windstar cruises Details
Direct consultations are available immediately. Talk to our advisors to coordinate booking logistics and apply exclusive privileges.
Call a Specialist: 1-888-883-0460

Vincent Vacations' Guide to River & Expedition Cruising

Vincent Vacations certified luxury planners arrange custom bookings, upgrades, and Signature network perks.

Windstar Cruises offers a unique sailing experience that combines luxury with the intimacy of a small ship. Their fleet includes beautifully crafted sailing yachts that navigate through some of the world's most breathtaking destinations. Whether you're looking for a relaxing getaway or an adventurous journey, Windstar Cruises provides an unforgettable experience.
Windstar Cruises offers an unparalleled experience for those seeking a more intimate and personalized journey at sea. With a fleet of small luxury boutique cruise ships, Windstar is renowned for its ability to deliver a private yacht-style experience, allowing guests to explore the world's most hidden and exclusive destinations. Each ship accommodates between 148 to 342 passengers, providing an atmosphere of luxury and freedom, perfect for immersing oneself in the journey and the destination.
Imagine sailing on a luxurious yacht with fewer than 350 guests, where personalized service and intimate experiences are the hallmark of your journey. This is what Windstar Cruises offers—a boutique cruise line known for its small, stylish ships that navigate through smaller ports, providing access to unique destinations that larger vessels cannot reach. Whether you're looking for an island-hopping adventure in Tahiti or a scenic cruise through the Norwegian fjords, Windstar's fleet of sailing and all-suite ships is designed to bring you closer to each destination.
For travelers seeking a more intimate and authentic experience, Windstar Cruises offers a unique way to explore hidden gems across the globe. With its fleet of smaller ships, Windstar provides access to secluded ports that larger vessels can’t reach, ensuring an exclusive journey to some of the world’s most enchanting destinations.
Windstar Cruises offers a unique and luxurious way to explore some of the world's most captivating destinations, focusing on hidden ports that larger vessels often miss. Their approach to travel emphasizes authenticity and personalized experiences, catering to travelers seeking more than just a typical cruise. With a fleet designed like boutique yachts, Windstar provides an intimate setting for exploring Europe's lesser-known gems, the Mediterranean's secluded coves, and other enchanting spots around the globe.
Windstar Cruises offers a unique blend of luxury and intimacy, providing travelers with a private yacht-like experience that sets them apart from larger cruise lines. Their small ships, accommodating between 148 and 342 guests, allow for personalized service and access to smaller ports that larger vessels cannot reach. This boutique cruise experience is perfect for those seeking to immerse themselves in local cultures and enjoy the camaraderie of a close-knit community on board.
Imagine sailing into secluded harbors, exploring ancient ruins, and experiencing local cultures without the crowds. Windstar Cruises offers this unique blend of adventure and relaxation with its fleet of small ships. These vessels, ranging from sailing yachts to all-suite power yachts, allow travelers to discover destinations that larger cruise lines cannot reach. With a capacity of just 148 to 342 guests, Windstar's ships provide an intimate and personalized experience, perfect for those seeking a more immersive and authentic travel experience.
California. The name itself conjures a thousand images: the iconic curve of the Golden Gate Bridge shrouded in morning mist, the sun-drenched vineyards of Napa, the relentless glamour of Hollywood. It’s a state of epic proportions and even grander dreams. But for the discerning traveler, the true magic of the Golden State lies not on its crowded freeways, but along its dramatic, ever-changing coastline—a world best revealed from the sea.
There is a version of California that exists beyond the freeways and the crowds. It’s a place of sun-drenched cliffs plunging into a sapphire sea, of hidden vineyards whispering on the breeze, and of coastal towns that feel like a secret shared between friends. This is the California that dreamers chase, a golden tapestry of nature, culture, and cuisine. For decades, I’ve written about the world’s most exclusive destinations, and I can tell you with certainty: to truly capture the soul of this coast, you must see it from the water. And there is no more intimate or elegant way to do so than aboard a Windstar yacht.
There is a certain magic woven into the fabric of the British Isles, a land of mist-shrouded lochs, emerald hillsides dotted with ancient castles, and cities that pulse with centuries of history and art. To truly experience this tapestry of kingdoms, you must move beyond the well-trodden path. You need access, intimacy, and a sense of discovery that the mega-liners, with their thousands of passengers, simply cannot provide. This is where Windstar Cruises enters the narrative, not as a ship, but as your private yacht, ready to unveil the secrets of Britain and Ireland in a style that is 180 degrees from ordinary.
There’s a moment, just as the sun begins its descent, when the world softens. On the teak deck of a Windstar yacht, this moment is sacred. It’s not marked by the roar of a mega-ship’s engine, but by the whisper of the wind catching the sails and the gentle clinking of ice in a glass. It’s the moment you realize this isn’t just a cruise; it’s true sailing. And there is no destination more suited to this elegant, unhurried pace than the jewel of the Atlantic: Bermuda.
Imagine the gentle snap of a sail catching the wind, the sun warming your skin, and a horizon painted with impossible shades of blue. Before you lies an island jewel, ringed by pink-hued sands and turquoise waters, a place where civility and charm are as abundant as the fragrant hibiscus. This isn't a dream. This is Bermuda, experienced the Windstar way—180 degrees from ordinary.
Imagine the Bahamas. What comes to mind? For many, it’s a vibrant kaleidoscope of bustling straw markets, colossal cruise ships docked side-by-side, and beaches humming with the energy of a thousand vacationers. It’s a beautiful picture, to be sure. But it’s not the whole story. There is another Bahamas—a quieter, more intimate archipelago of secluded coves, gin-clear water, and sleepy, pastel-hued villages where the loudest sound is the gentle lapping of the tide. This is the Bahamas whispered about by seasoned yachters and discerning travelers. And this is the Bahamas that Windstar Cruises reveals, not from the deck of a floating city, but from the teak-lined rail of what feels like your own private sailing yacht.
Exclusive Signature Travel Network Cruise Privileges
Ready to Book or Compare Cruise Options?
Speak directly with a luxury cruise advisor. Receive up to $500 Shipboard Credit (CSIGNSBC), prepaid gratuities, complimentary stateroom upgrades when available, and full 24/7 advocate support with $0 added booking fees.
Free Cruise Package Quote
Star Breeze is your ship to enjoy as you choose, with just the right amount of pampering; always indulgent, never intrusive. And with only 212 guests, you begin to feel like it's your own private yacht almost as soon as you step aboard. Each day, e...
Star Legend is your ship to enjoy as you choose, with just the right amount of pampering; always indulgent, never intrusive. And with only 212 guests, you begin to feel like it's your own private yacht almost as soon as you step aboard. Each day, e...
Star Pride is your ship to enjoy as you choose, with just the right amount of pampering; always indulgent, never intrusive. And with only 212 guests, you begin to feel like it's your own private yacht almost as soon as you step aboard. Each day, ea...
Sailing aboard the luxurious Wind Spirit, with a mere 148 guests, is like being on your own private yacht. Gourmet cuisine is served course-by-course nightly in AmphorA, while Veranda offers breakfast and lunch made to order or in fresh market-style...
Sailing aboard the luxurious Wind Star, with a mere 148 guests, is like being on your own private yacht. Gourmet cuisine is served course-by-course nightly in AmphorA, while The Veranda offers breakfast and lunch made to order or in fresh market-sty...
On any day, the 310-guest flagship, Wind Surf, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. Starting with all new finishes and furnishings in suites and statero...
Roundtrip San Juan
Departure
October 28, 2026
Ship
Star Pride
Length
11 Nights
Roundtrip Papeete
Departure
October 29, 2026
Ship
Star Breeze
Length
10 Nights
Roundtrip Papeete
Departure
October 29, 2026
Ship
Star Breeze
Length
7 Nights
Barcelona/Lisbon
Departure
October 30, 2026
Ship
Wind Surf
Length
12 Nights
Barcelona/Lisbon
Departure
October 30, 2026
Ship
Wind Spirit
Length
10 Nights
Barcelona/Lisbon
Departure
October 30, 2026
Ship
Wind Surf
Length
8 Nights
Barcelona/Santa Cruz de Tenerife
Departure
October 30, 2026
Ship
Wind Spirit
Length
18 Nights
Barcelona/Lisbon
Departure
October 31, 2026
Ship
Wind Star
Length
10 Nights
Vincent Vacations - Authorized Windstar Cruises Vacation Planner
Questions? Call us at
1 (888) 883-0460
No-Obligation Windstar Cruises Vacation Quote Request Form
Free Cruise Package Quote
Windstar Cruises Deals
Contact us for the latest Windstar Cruises deals.
For groups of 10
or more rooms, or 8 or more cabins, please use our Group Form
Click Here for our Group Department