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Close your eyes and picture the Bahamas. What do you see? Towering mega-ships disgorging thousands of passengers into a crowded port? A frantic scramble for a spot on a packed beach? A day trip that feels more like a cattle call than a vacation? For many, this has become the unfortunate reality of a Bahamian cruise. But it doesn’t have to be.
Imagine, instead, waking to the gentle snap of sails against a brilliant blue sky. You step onto the polished teak deck of a graceful sailing yacht, a warm croissant and fresh coffee in hand. Below, the turquoise water is so clear you can see starfish resting on the sandy bottom. Your vessel isn’t heading for a bustling commercial port; it’s anchoring in a secluded cove, accessible only to a privileged few. This isn't a cruise. This is an expedition into the soul of the Bahamas, and it’s an experience uniquely delivered by Windstar Cruises.
For over two decades, I’ve sailed the world’s oceans, seeking out travel that transcends the ordinary. I’ve learned that true luxury isn’t about size or spectacle; it’s about access, intimacy, and authenticity. It’s about feeling like a welcomed guest, not a tourist. If this resonates with you, then allow me to introduce you to a side of the Bahamas you’ve only dreamed of. You can explore dates and pricing for this exact type of itinerary right now using the Cruise Booking Toolbar at the top of this page. Or, for a personalized touch, let us craft your perfect escape. Get a Custom Quote and discover the Windstar difference.
To understand what makes a Windstar voyage through the Bahamas so special, you must first understand what Windstar is not. It is not a floating city. There are no cavernous dining halls, no Broadway-style revues, and certainly no waterslides. Instead, Windstar offers a fleet of elegant sailing yachts and all-suite power yachts that carry a maximum of 342 guests, and often as few as 148. This isn't just a number; it’s a philosophy.
This intimate scale changes everything. It allows the yacht to navigate where larger ships cannot, slipping into quiet harbors, shallow bays, and pristine cays that form the true heart of the Bahamian archipelago. The experience feels less like a cruise and more like sailing on your own private yacht with a few dozen fascinating friends. The atmosphere is one of "casual elegance"—sophisticated yet relaxed, with no formal nights or strict dress codes. It’s about connecting with the sea, the destination, and your fellow travelers in a genuine, unpretentious way.
A Windstar Bahamas itinerary is a masterclass in island hopping, designed to reveal the archipelago’s hidden gems. While itineraries vary, here is a glimpse into the kind of authentic journey you can expect, far from the well-trodden tourist path. Have a quick question about a specific port while you're reading? Just click the 'Chat with us' button in the lower right corner of your screen. An expert is standing by to help.
Your journey begins in Nassau, but this is merely your embarkation point. As the mega-ships sound their horns and prepare for another night of festivities, your elegant yacht slips quietly out of the harbor, its sails catching the twilight breeze. You’re not heading back to Florida; you’re venturing deeper into the 700 islands that make up the real Bahamas.
You awake to the sight of Eleuthera, a slender, 110-mile-long island known for its dramatic cliffs and deserted pink-sand beaches. Here, you might visit the Glass Window Bridge, a sliver of rock where the deep, turbulent blue of the Atlantic Ocean crashes against the calm, turquoise waters of the Bight of Eleuthera. Later, find a secluded stretch of pink sand for a swim, feeling as though you’ve discovered your own private paradise.
Known to locals as "Briland," this tiny island is a perfectly preserved slice of Bahamian history. The main mode of transport is the golf cart, which you can use to explore the quaint, pastel-colored cottages of Dunmore Town. The main attraction is the legendary Pink Sands Beach, a three-mile stretch of blush-colored sand that is consistently ranked among the world's best. Windstar’s small size allows you to dock and explore at your leisure, long after the day-trippers have departed.
Today is a quintessential "only on a small ship" experience. You’ll anchor in the heart of the Exuma Cays, a breathtaking chain of 365 islands. From here, a high-speed inflatable boat (Zodiac) will whisk you to Big Major Cay, home of the world-famous swimming pigs. You’ll also have the chance to snorkel in Thunderball Grotto, an underwater cave system teeming with fish, made famous by the James Bond film of the same name. These are the moments that transform a vacation into a lifelong memory.
This is a day that truly defines the Windstar experience. Your Captain will find a deserted, unnamed cay, drop anchor, and deploy the Watersports Platform. The crew sets up a lavish barbecue on the beach, complete with grilled lobster, tiki torches, and a full bar. You’ll spend the day swimming, paddleboarding, and simply relaxing on a perfect beach that feels like it’s yours and yours alone. It’s an exclusive event that larger cruise lines simply cannot replicate.
Known as the gateway to the Exumas, Highbourne Cay is a private island that welcomes a select few yachts. It’s a haven for nature lovers, with pristine beaches and incredible snorkeling opportunities. You might hike to a scenic overlook for panoramic views of the Exuma Sound or simply enjoy the tranquility of a place untouched by mass tourism. Our specialists have sailed these waters and can answer any question you have about these unique ports. Give them a call at 1 (888) 883‑0460 for a no-obligation chat about your dream vacation.
As your yacht sails back toward Nassau, you’ll share stories with new friends over a final, exquisite dinner. You’ll reflect on a week spent not just seeing the Bahamas, but truly experiencing them—the taste of fresh conch salad from a local shack, the feeling of the soft pink sand between your toes, the sound of the wind in the sails. To see how we can customize this journey with pre- or post-cruise stays in Nassau or even a private island resort, Inquire About This Sailing.
The destination is only half the story. Your time onboard is an integral part of the adventure. The vibe is akin to a luxurious country club at sea—friendly, sophisticated, and utterly comfortable. You’ll find cozy nooks for reading a book, a sun-drenched pool deck for lounging, and convivial bars for sharing the day’s adventures.
Every stateroom and suite is an ocean-view sanctuary. Beautifully appointed with fine linens, a fully stocked mini-bar, and L’Occitane en Provence bath products, your room is a peaceful retreat. There are no inside cabins. The gentle rocking of the yacht and the sound of the sea just outside your porthole are the perfect lullaby after a day of exploration.
Dining with Windstar is an event. With no assigned seating and no rigid schedules, you are free to dine when, where, and with whom you please.
If your idea of a perfect vacation involves rock-climbing walls, bustling casinos, and thousand-seat theaters, a Windstar cruise is likely not for you. And that’s okay. But if you are a traveler who seeks connection over crowds, authenticity over artifice, and quiet discovery over loud distractions, then you may have just found your ideal way to travel.
A Windstar cruise is for the discerning traveler who:
This is your chance to trade the tourist traps for true treasure. It’s an opportunity to see the Bahamas as they were meant to be seen: pure, pristine, and personal. Your authentic Bahamas adventure is closer than you think. Plan Your Bahamas Adventure with one of our Windstar specialists today, and let us help you set sail on the voyage of a lifetime.
The dress code is described as "Casual Elegance." During the day, shorts, sundresses, and casual wear are appropriate. In the evening, slacks, polo shirts, or collared shirts are suitable for men, while women often wear casual dresses, slacks, or skirts. No formal nights, jackets, or ties are required, promoting a relaxed and comfortable atmosphere.
Windstar cruises are not fully all-inclusive but are very comprehensive. Your cruise fare includes all dining in all venues (including specialty restaurants), non-alcoholic beverages like coffee and soda, access to the Watersports Platform, and all onboard entertainment. You can purchase beverage packages for alcohol, and there are optional shore excursions and spa treatments available for an additional fee.
The primary differentiator is the "private yacht" experience. The incredibly small guest count (148-342 guests) creates an intimate and social atmosphere that larger ships cannot match. The combination of motor and sail on their sailing yachts, the Open Bridge policy, and the Watersports Platform provide a unique, hands-on connection to the sea that is central to the Windstar brand.
Absolutely. A small ship allows you to bypass the crowded, commercialized ports and access the "Out Islands" or "Family Islands" of the Bahamas, which are the true soul of the country. You'll visit secluded beaches, pristine snorkeling spots, and charming small towns that are inaccessible to large vessels, resulting in a much more authentic and memorable travel experience.
Windstar appeals to active, curious, and independent travelers who are destination-focused. They are typically well-traveled individuals who appreciate fine food and wine, personal service, and a relaxed social environment without forced formality. They prefer unique experiences over mainstream attractions and value the freedom and flexibility that small-ship cruising provides.
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Travel agents can help save time and stress by doing the research and handling all your bookings for you. An experience travel agent is best at finding great deals and packages, as well as providing you with helpful information and tips. They can also help you plan special activities and experiences that you may not have thought of on your own. All in all, using a travel agent can be a great way to make sure you get the most out of your trip.
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