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Review Of Windstar Cruises: What It’s Like Cruisin’ The Caribbean


Modified: January 3, 2024

by Abbi Otten



Welcome to our comprehensive review of Windstar Cruises: What it’s like cruisin’ the Caribbean. If you’re considering a cruise vacation, Windstar Cruises offers a unique and unforgettable experience on the high seas. With their small, intimate ships and personalized service, you can expect a luxurious and leisurely journey through some of the most stunning destinations in the Caribbean.


Unlike traditional large cruise ships, Windstar Cruises boasts a fleet of smaller vessels, allowing for a more intimate and immersive experience. With fewer passengers on board, you can enjoy a relaxed and uncrowded atmosphere while still having access to world-class amenities and facilities. Whether you’re a seasoned cruiser or new to the world of cruising, Windstar offers something for everyone.


Embarking on a Windstar cruise means embarking on a journey of exploration, relaxation, and indulgence. From the moment you step on board, you’ll be greeted by a warm and attentive staff committed to making your vacation exceptional. Whether you choose a seven-day Caribbean voyage or a longer adventure, you can expect to be pampered and delighted throughout your time on board.


Throughout this article, we’ll delve into the different aspects of a Windstar cruise experience, including ship overview, dining options, onboard activities, entertainment and nightlife, itinerary and ports of call, passenger accommodations, service and staff, and shore excursions. By the end, you’ll have a comprehensive understanding of what it’s like to cruise with Windstar in the Caribbean and be well-equipped to make the best decision for your next vacation.


So sit back, relax, and let us take you on a virtual journey as we explore the wonders that await you on a Windstar cruise in the Caribbean.


Ship Overview

Windstar Cruises offers a fleet of elegant and intimate ships that provide a unique sailing experience in the Caribbean. With their small size, each ship can navigate off-the-beaten-path destinations that larger vessels can’t access, offering a truly exclusive and immersive adventure.


One of the standout features of Windstar Cruises is their fleet of sailing yachts. These luxurious vessels harness the power of the wind, allowing guests to experience the thrill of sailing the open seas. The sails are raised during favorable wind conditions, creating a serene and picturesque scene that is sure to leave a lasting impression.


Onboard, you’ll find a range of amenities and facilities designed to make your cruise as comfortable and enjoyable as possible. From luxurious staterooms and suites with panoramic views to inviting lounges and casual dining venues, the ships offer a cozy yet sophisticated ambiance.


The ships in the Windstar fleet boast an impressive array of onboard amenities, including swimming pools, fitness centers, spa facilities, and even water sports platforms. Whether you’re lounging by the pool, working out in the gym, or indulging in a rejuvenating spa treatment, you’ll find ample opportunities for relaxation and recreation.


Each ship also features multiple dining options, ranging from elegant restaurants to casual eateries. Enjoy a fine dining experience with a variety of international cuisine, or savor a more laid-back meal at one of the alfresco dining venues. With a focus on fresh, locally-sourced ingredients, Windstar Cruises takes pride in offering a gastronomic journey for your taste buds.


When it comes to staterooms and suites, Windstar Cruises ensures that every guest has a comfortable and inviting space to retreat to. The accommodations feature luxurious amenities, plush furnishings, and all the modern conveniences you would expect. From cozy cabins to spacious suites with private verandas, there’s an option to suit every traveler’s needs.


Overall, the ship overview showcases Windstar Cruises’ commitment to providing a unique and intimate sailing experience. With their small ships and attention to detail, you can expect a truly exceptional journey through the Caribbean that combines elegance, adventure, and relaxation.



>Dining Options<

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>When it comes to dining, Windstar Cruises offers a variety of options to satisfy every palate. From exquisite fine dining experiences to casual alfresco meals, there’s something to suit every taste and mood on board. Prepare to embark on a culinary journey through the Caribbean as we explore the dining options available on a Windstar cruise.<

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>One of the highlights of dining on a Windstar cruise is the opportunity to experience the line’s exceptional restaurant, AmphorA. This elegant venue offers a sophisticated dining experience with a gourmet menu created by top-notch chefs. Indulge in a delectable array of dishes inspired by local flavors and international cuisines, all expertly prepared with fresh, high-quality ingredients. The attentive waitstaff adds to the overall impeccable dining experience, ensuring that every meal is a memorable one.<

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>For a more relaxed and casual dining experience, head to one of the other onboard dining venues. Candles Grill is a popular spot for alfresco dining, where you can enjoy delicious grilled specialties while taking in panoramic ocean views. The Veranda offers a buffet-style breakfast and lunch, serving a tempting array of international fare and regional specialties. In the evening, The Veranda transforms into a stylish restaurant with an extensive menu featuring an array of contemporary and classic dishes.<

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>Windstar Cruises also recognizes the importance of accommodating special dietary needs and preferences. Whether you follow a vegetarian, vegan, gluten-free, or any other specific diet, the culinary team on board is dedicated to providing delicious and tailored options. By informing the ship in advance of your dietary requirements, you can rest assured that your dining experience will be tailored to your needs.<

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>Additionally, Windstar Cruises offers a range of beverage options to complement your meals. From handcrafted cocktails to extensive wine lists featuring a variety of regions and vintages, there’s plenty to choose from. The knowledgeable sommeliers on board are always ready to assist in selecting the perfect wine pairing to enhance your dining experience.<

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>In summary, dining on a Windstar cruise is a gastronomic delight. Whether you prefer a formal dining experience at AmphorA or a more relaxed meal at one of the casual dining venues, you can expect exceptional cuisine and attentive service. With the diverse array of dining options available, Windstar Cruises ensures that every meal is a culinary adventure that leaves a lasting impression.<



Onboard Activities

When you’re not busy exploring stunning Caribbean destinations, Windstar Cruises offers a variety of onboard activities to keep you entertained and engaged throughout your voyage. Whether you’re seeking relaxation, adventure, or enrichment, there’s something for everyone on board.


For those looking to unwind and rejuvenate, the spa and wellness facilities on Windstar ships are a haven of tranquility. Indulge in a range of pampering treatments, from massages to facials, or simply relax in the sauna or steam room. Many ships also feature a fitness center equipped with modern exercise equipment, allowing you to maintain your fitness routine while at sea.


If you prefer to soak up the sun and enjoy the fresh ocean air, the outdoor deck spaces on Windstar cruises provide the perfect setting. Lounge by the pool, sip on a refreshing cocktail, or take a dip in the inviting waters. Some ships even offer water sports platforms, where you can try your hand at kayaking, paddleboarding, or snorkeling, depending on the itinerary and weather conditions.


For those seeking enrichment and education, Windstar Cruises offers a variety of onboard activities and presentations. From destination lectures that provide insights into the history and culture of the Caribbean to cooking demonstrations where you can learn to prepare local dishes, there’s always something new to discover. You can also participate in wine tastings, art auctions, or even attend performances by local musicians and entertainers.


In the evening, the ships come alive with a variety of entertainment options. Enjoy live music in the lounge or dance the night away under the stars. Windstar cruises often feature themed parties and events, creating a vibrant and festive atmosphere on board.


For the more adventurous souls, Windstar Cruises offers the opportunity to sign up for optional shore excursions. These excursions allow you to explore the ports of call in depth, participating in activities such as hiking, snorkeling, or visiting historical landmarks. Whether you choose to explore on your own or join a guided tour, the shore excursions promise unforgettable experiences and a chance to immerse yourself in the local culture.


In summary, Windstar Cruises ensures that there’s never a dull moment on board. Whether you prefer relaxation, adventure, or enrichment, you’ll find a variety of activities to keep you entertained. From rejuvenating in the spa to enjoying water sports, attending educational presentations, or experiencing the vibrant evening entertainment, a Windstar cruise promises a well-rounded and fulfilling experience.


Entertainment and Nightlife

While the focus of a Windstar cruise is often on the breathtaking destinations and immersive experiences, that doesn’t mean the onboard entertainment and nightlife take a back seat. Windstar Cruises offers a range of entertainment options that cater to different tastes, ensuring that your evenings on board are just as memorable as your daytime adventures.


One of the highlights of the evening entertainment on Windstar cruises is the live music performances. Talented musicians, including soloists, duos, or full bands, provide a delightful backdrop as you mingle with fellow passengers or enjoy a drink at the bar. From jazz and classical to contemporary hits, the musical repertoire offers something for everyone’s taste.


The lounge is another popular spot for entertainment and socializing. It’s a place where you can unwind with a cocktail and enjoy the lively ambiance. Many ships also feature a casino, where you can try your luck at the tables or slot machines and experience a taste of Las Vegas at sea.


For those who enjoy a bit of friendly competition, Windstar Cruises organizes various onboard games and activities. Join in a trivia night, participate in a shuffleboard or putting tournament, or showcase your dancing skills during a dance party. These events provide an opportunity to connect with fellow travelers and create lasting memories.


As the night unfolds, the ships offer a variety of themed parties and events. From Caribbean beach parties with live music and dancing to elegant cocktail parties and formal dinners, the onboard experience is always vibrant and exciting. These themed events create a sense of celebration and add an extra touch of magic to your evenings at sea.


In addition to the organized entertainment, the bars and lounges on board offer a variety of beverages to suit all tastes. Enjoy a perfectly crafted cocktail, sample a selection of international wines, or savor a glass of champagne under the stars. The skilled bartenders ensure that you have a delightful drink to accompany your evening festivities.


After a night of entertainment, retire to the comfort of your well-appointed stateroom, where you can relax and recharge for the next day’s adventures. Whether you prefer a cozy interior cabin or a luxurious suite with a private balcony, Windstar Cruises ensures that your accommodations provide a peaceful retreat.


In summary, Windstar Cruises offers a vibrant and engaging nightlife experience. From live music performances and themed parties to games and social activities, there’s plenty of entertainment to keep you entertained and ensure that your evenings at sea are just as memorable as your days exploring the Caribbean.


Itinerary and Ports of Call

Embarking on a Windstar cruise in the Caribbean means embarking on a journey to some of the most stunning and sought-after destinations in the region. The itineraries are carefully curated to provide a mix of popular ports of call and hidden gems, ensuring a truly captivating and diverse experience.


Each Windstar cruise offers a unique itinerary, allowing you to choose the one that best suits your preferences and interests. Whether you’re looking to explore the tropical beaches of the Virgin Islands, immerse yourself in the vibrant culture of Cuba, or discover the natural wonders of Belize, there’s a cruise that caters to your desires.


Throughout your voyage, you’ll have the opportunity to visit a variety of ports, each with its own charm and allure. From historic cities with colonial architecture to picturesque coastal towns and secluded beach paradises, the ports of call on a Windstar cruise offer a diverse range of experiences.


Some of the popular ports of call in the Caribbean include St. Maarten, Barbados, St. Lucia, Antigua, and Grenada. These destinations offer a mix of pristine beaches, lush landscapes, and vibrant local cultures. Whether you choose to relax on the sand, explore historic sites, or indulge in water sports, each port has something unique to offer.


One of the advantages of sailing with Windstar Cruises is the ability to visit smaller, lesser-known ports that larger ships cannot access. This allows for a more intimate and authentic experience, away from the crowds of tourists. These hidden gems often include charming coastal villages, secluded coves, and tranquil natural reserves.


Throughout your journey, you’ll have the opportunity to participate in shore excursions that showcase the best of each port. From guided tours that explore the local history and culture to adventurous activities such as snorkeling, hiking, or zip-lining, there are options to suit every type of traveler.


As you sail from one port to another, you’ll also enjoy the scenic beauty of the Caribbean Sea. The turquoise waters, dotted with islands and cays, create a picturesque backdrop as you glide from one destination to the next. The onboard crew will provide commentary and information about the areas you’ll be passing, enriching your journey with their knowledge and expertise.


In summary, the itineraries and ports of call on a Windstar cruise in the Caribbean offer an incredible opportunity to explore and immerse yourself in the beauty and culture of the region. Whether you seek relaxation, adventure, or cultural enrichment, each port will leave a lasting impression and create treasured memories.


Passenger Accommodations

Windstar Cruises offers a range of passenger accommodations that are designed to provide comfort, relaxation, and a home away from home during your Caribbean cruise. From cozy cabins to spacious suites, you’ll find options to suit every travel style and preference.


The staterooms and suites on Windstar ships are thoughtfully designed to maximize space and provide a comfortable retreat. Each room is elegantly furnished and equipped with modern amenities to ensure a relaxing stay. Whether you choose an interior cabin or a suite with a veranda, you’ll find a welcoming environment where you can unwind and recharge.


The interior cabins offer a cozy and comfortable space with all the essentials. Equipped with a comfortable bed, a seating area, storage space, and a private bathroom, these cabins provide a convenient and budget-friendly option for solo travelers or those who prefer to spend most of their time exploring the ship and ports of call.


For those seeking a bit more space and luxury, the oceanview cabins offer stunning views of the Caribbean Sea. Wake up to mesmerizing vistas and let the natural light fill your room. These cabins are designed to be a tranquil sanctuary where you can relax and take in the beauty of your surroundings.


If you desire the ultimate indulgence and luxury, the suites on board Windstar ships are sure to exceed your expectations. Offering more space, private verandas, and enhanced amenities, these suites provide a truly lavish experience. Enjoy the panoramic views from your private balcony, unwind in a separate living area, or indulge in a long soak in your spa bathtub.


Regardless of the type of accommodation you choose, you can expect modern conveniences such as flat-screen TVs, luxurious bedding, spacious wardrobes, and a well-appointed bathroom. The cabins and suites are designed with comfort and elegance in mind, ensuring that you have a serene and inviting space to retire to after a day of exploration.


Moreover, the dedicated and attentive crew members take pride in providing exceptional service and ensuring that your accommodations are always well-maintained and immaculate. From the moment you step into your cabin to the time you check out, the crew strives to make your stay as comfortable and enjoyable as possible.


In summary, Windstar Cruises provides a range of passenger accommodations designed to cater to various needs and preferences. Whether you choose a cozy interior cabin, a spacious oceanview room, or a luxurious suite, you can expect a comfortable and inviting space that serves as your home away from home during your Caribbean cruise.


Service and Staff

One of the standout aspects of a Windstar cruise in the Caribbean is the exceptional service provided by the attentive and friendly staff. From the moment you step on board until the end of your voyage, the dedicated crew members go above and beyond to ensure that your experience is nothing short of extraordinary.


The staff on Windstar Cruises are known for their professionalism, warmth, and attention to detail. They are committed to providing personalized service and creating a welcoming and friendly atmosphere for all guests. Whether it’s the cabin stewards who ensure your accommodations are pristine and well-supplied, the dining staff who provide attentive and impeccable service, or the concierge desk who assist with any requests or inquiries, you can expect to be treated with the utmost care and respect.


Onboard, you’ll find that the staff members are always ready to assist you, whether it’s helping you plan your day’s activities, providing recommendations for shore excursions, or attending to any special requests or dietary needs. Their passion for customer service and dedication to making your cruise experience exceptional sets the stage for a truly memorable journey.


One of the benefits of sailing with Windstar Cruises is the intimate size of their ships, which allows for a higher staff-to-guest ratio. This means that the crew members have more time and resources to cater to individual needs and ensure that no detail is overlooked. From remembering your name and preferences to anticipating your needs before you even ask, the staff takes pride in providing personalized and attentive service.


Furthermore, the staff members are knowledgeable about the destinations and activities available during your cruise. They are always ready to offer guidance and advice, whether it’s recommending must-visit attractions, assisting with booking shore excursions, or providing insights into local customs and traditions. Their expertise and passion for travel enhance the overall guest experience and contribute to a seamless and enriching journey.


Overall, the service and staff on Windstar Cruises set the bar high when it comes to hospitality and customer satisfaction. With their warm demeanor, professionalism, and attention to detail, the staff members strive to exceed your expectations and ensure that your Caribbean cruise is truly unforgettable.


Shore Excursions

One of the highlights of a Windstar cruise in the Caribbean is the opportunity to embark on exciting shore excursions. These curated experiences allow you to not only explore the ports of call but also immerse yourself in the local culture, history, and stunning natural landscapes.


Windstar Cruises offers a wide range of shore excursions designed to cater to different interests and activity levels. Whether you’re an adventure seeker, history buff, nature enthusiast, or simply looking to relax on the beach, there’s an excursion that’s just right for you.


When it comes to exploring the Caribbean’s natural wonders, you can take part in snorkeling adventures that reveal the region’s vibrant underwater world. Swim alongside colorful coral reefs, encounter tropical fish, and witness the beauty of marine life up close. You can also explore lush rainforests, hike to pristine waterfalls, or even go zip-lining through the treetops, getting a taste of the region’s breathtaking landscapes and adrenaline-pumping activities.


For those interested in the history and culture of the Caribbean, Windstar’s shore excursions offer a chance to visit iconic landmarks, uncover colonial architecture, and delve into the rich heritage of each port. Explore ancient ruins, wander through historic towns and cities, and learn about the fascinating stories that shaped the Caribbean’s past.


The shore excursions also provide opportunities for culinary adventures. You can go on food and rum tasting tours, sample local delicacies, and even take part in cooking classes to learn how to prepare traditional Caribbean dishes. Discover the flavors and ingredients that make Caribbean cuisine so unique and indulge in a gastronomic journey during your time ashore.


Additionally, Windstar Cruises understands that some guests prefer to explore on their own and venture off the beaten path. With this in mind, they provide informational materials and recommendations for exploring the ports independently. Whether you choose to relax on a secluded beach, wander through local markets, or discover hidden gems at your own pace, you’ll have the freedom to create your own unique adventures.


It’s important to note that the availability and specific excursions may vary depending on the itinerary and port conditions. Windstar’s experienced team works closely with local experts to curate the best possible experiences for guests, ensuring that each excursion is safe, informative, and memorable.


No matter which shore excursions you choose to participate in, you can rest assured that Windstar Cruises prioritizes your safety and convenience. The knowledgeable guides, comfortable transportation, and seamless coordination ensure that you make the most of your time ashore and create unforgettable memories of your Caribbean cruise.


Overall Experience

Embarking on a Windstar cruise in the Caribbean offers a truly unforgettable and exceptional experience. From the moment you step on board, you’ll be immersed in a world of luxury, comfort, and personalized service.


The small and intimate size of Windstar’s ships creates a sense of exclusivity and allows for a more relaxed and uncrowded atmosphere. You’ll never feel overwhelmed by crowds, and the attentive crew members are always available to assist you with anything you need, ensuring that you feel like a valued guest throughout your journey.


One of the standout features of a Windstar cruise is the opportunity to visit both well-known and lesser-known ports of call. The carefully curated itineraries allow you to explore breathtaking destinations that larger ships cannot access, providing a more intimate and authentic experience. Whether you’re relaxing on pristine beaches, exploring historical landmarks, or immersing yourself in local culture and traditions, each port offers a unique and enriching experience.


The onboard amenities and facilities further enhance the overall experience. From elegant dining options that tantalize your taste buds to luxurious staterooms and suites that provide a comfortable retreat, Windstar Cruises spares no expense in creating a stylish and sophisticated ambiance. The attentive and friendly crew members ensure that every aspect of your journey is well looked after, making you feel pampered and cared for throughout your time on board.


In addition to the exceptional service and luxurious accommodations, the entertainment and activities available on a Windstar cruise are second to none. Whether you’re enjoying live music performances, participating in games and social activities, or soaking up the sun by the pool, there’s always something to keep you entertained and engaged.


Furthermore, the shore excursions organized by Windstar Cruises add an extra layer of adventure and exploration to your Caribbean cruise. From thrilling outdoor activities to enlightening cultural experiences, these excursions allow you to truly immerse yourself in the destinations and make the most of your time ashore.


Overall, a Windstar cruise in the Caribbean offers a perfect blend of relaxation, adventure, and cultural immersion. The personalized service, intimate atmosphere, and attention to detail ensure that your experience exceeds your expectations. Whether you’re a seasoned cruiser or new to the world of cruising, Windstar Cruises provides a truly remarkable journey through the stunning Caribbean, leaving you with memories that will last a lifetime.



A Windstar cruise in the Caribbean offers a truly remarkable and unforgettable vacation experience. With their small and intimate ships, personalized service, and exceptional attention to detail, Windstar Cruises provides a journey that combines relaxation, adventure, and cultural immersion.


From the moment you step on board, you’ll be greeted by a warm and attentive staff who are dedicated to ensuring that your every need is met. The luxurious accommodations, delectable dining options, and plethora of onboard activities create an atmosphere of indulgence and relaxation.


The carefully curated itineraries allow you to explore both popular and hidden gem ports of call, providing a unique and diverse experience in each destination. Whether you’re seeking pristine beaches, historical landmarks, or thrilling outdoor adventures, the Caribbean offers something for every traveler.


The shore excursions organized by Windstar Cruises provide an opportunity to delve deeper into the local culture, history, and natural beauty of each port. From snorkeling in vibrant coral reefs to discovering historical sites and savoring local cuisine, these excursions add an extra layer of enrichment and adventure to your journey.


Throughout your cruise, the friendly and knowledgeable crew members will go above and beyond to ensure that your experience is nothing short of extraordinary. Their attention to detail, passion for customer service, and expertise in creating unforgettable moments will leave a lasting impression.


Whether you’re a seasoned cruiser or new to the world of cruising, a Windstar cruise in the Caribbean offers a perfect balance of relaxation, exploration, and cultural immersion. From the intimate and luxurious accommodations to the exceptional onboard amenities, every aspect of your journey is designed to exceed your expectations.


So, if you’re ready to embark on a truly extraordinary adventure in the Caribbean, consider booking a Windstar cruise. With their small ships, personalized service, and immersive itineraries, you’ll create memories that will last a lifetime and be inspired to embark on future voyages with Windstar Cruises.