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There’s a moment, just as the California sun dips below the Pacific horizon, painting the sky in strokes of apricot and violet, when you realize you’re not just on a cruise. You’re part of the landscape. Standing on the deck of a Windstar yacht, a glass of Sonoma Chardonnay in hand, the salty mist of the Monterey Bay on your face, you feel a connection to the sea and the shore that’s simply impossible on a floating city of 5,000 people. This isn’t just travel; it’s an immersion.
For years, I’d overlooked the California coast as a cruise destination, dismissing it as a place I could just drive. I was wrong. Seeing the dramatic cliffs of Big Sur rise from the sea, sailing under the majestic Golden Gate Bridge at dawn, and dropping anchor in secluded coves accessible only by water—it’s a profoundly different and more elegant way to experience the Golden State. And there is no more elegant way to do it than with Windstar Cruises.
As a travel journalist, I’ve been fortunate to sail on dozens of ships, from mega-liners to expedition vessels. But my recent voyage along the California coast with Windstar has reset my expectations for what luxury cruising can be. It was intimate, authentic, and utterly unforgettable. Here’s my full review, and the exact reasons why I’m already planning my next journey with them.
Before we even talk about the ports, we need to talk about the philosophy. Windstar’s tagline is "180 Degrees from Ordinary," and it’s not just clever marketing. It’s the core of their identity. If your cruise experience involves navigating crowds, waiting in long lines for a buffet, or adhering to rigid dining schedules, prepare for a paradigm shift.
Imagine a ship that feels more like a private yacht. With a guest count of just over 300 on their all-suite Star Plus Class ships, you never feel lost in a crowd. You start to recognize faces, share stories with fellow travelers at the Compass Rose bar, and the crew quickly learns your name and, more importantly, your favorite evening cocktail. The atmosphere is one of **casual elegance**. There are no formal nights, no tuxedos required. The dress code is smart casual, allowing you to relax and be yourself while still enjoying a refined environment.
This intimate scale allows for unique experiences. The Open Bridge policy, for instance, is a game-changer. You can literally walk onto the bridge at almost any time, chat with the Captain and officers, study the navigational charts, and get a front-row seat to the art of seamanship. It’s this level of access and transparency that makes you feel less like a passenger and more like a privileged guest on a grand adventure.
Our home for the week was the newly renovated Star Pride, a vessel that perfectly embodies the Windstar ethos. It’s spacious yet intimate, luxurious yet unpretentious. Every corner is designed to maximize ocean views and create a sense of serene escape.
There are no inside cabins on the Star Pride. Every single stateroom is a suite, and every suite has an ocean view. My Star Balcony Suite was a haven of comfort. At 277 square feet, it felt more like a chic hotel room than a ship’s cabin. The layout was brilliant, with a plush queen bed (draped in the finest Egyptian cotton linens), a full seating area, a walk-in closet, and a stunning marble-finished bathroom with a shower that was genuinely spacious.
But it was the small touches that elevated the experience:
Waking up, drawing the curtains, and stepping out onto my private balcony to watch dolphins play in the ship's wake was a daily ritual I’ll never forget.
Forget what you know about cruise ship dining. Windstar’s partnership with the James Beard Foundation has transformed their culinary program into a destination in itself. The focus is on fresh, locally sourced ingredients and creative, destination-inspired dishes.
The main dining room, **Amphora**, offers a sophisticated, multi-course experience each evening with open seating. You dine when you want, with whom you want. The menu was exceptional, featuring James Beard-endorsed recipes alongside perfectly executed classics. One night it was seared scallops with a truffle risotto, the next a perfectly aged filet mignon. The sommelier was always on hand to recommend a pairing from California’s finest vineyards.
For a more casual evening, the **Star Grill by Steven Raichlen** on the upper deck was a highlight. This outdoor barbecue concept offered gourmet grilled items with stunning ocean views. But my personal favorite was **Cuadro 44 by Anthony Sasso**, an intimate Spanish tapas restaurant. The inventive small plates were perfect for sharing, creating a lively and social dining experience. Have a quick question about the all-inclusive packages or dining reservations? The team is always ready to help; just click the 'Chat with us' button in the lower-right corner for an instant answer.
Sea days were just as magical as port days. The pool deck is a tranquil oasis, with plenty of comfortable loungers and attentive service. The **World Spa by Windstar** offered a range of treatments, and the adjacent fitness center was well-equipped with panoramic views.
But the signature Windstar experience is the **Watersports Platform**. When the ship is at anchor in a calm bay, a platform lowers from the stern, creating your own private marina. You can swim, kayak, paddleboard, or even try out a sailing dinghy, all right from the back of the ship. It’s an unparalleled way to connect with the sea.
Seeing California from the water is to see its true, untamed beauty. Our itinerary was a perfect blend of iconic cities and charming coastal towns, each offering a unique slice of California life. You can see current dates and pricing for similar itineraries right now using the Cruise Booking Toolbar at the top of this page. It’s the easiest way to see what’s available.
We embarked in San Diego, a city of sun-drenched harbors and vibrant history. Instead of the usual tourist spots, Windstar’s smaller size allowed us to dock close to the action. We spent the afternoon exploring the historic Gaslamp Quarter, followed by an evening stroll through the magnificent Balboa Park, its Spanish Colonial architecture glowing in the evening light.
Sailing into Santa Barbara feels like arriving on the coast of Spain. The city’s red-tiled roofs and white stucco walls are nestled between the Santa Ynez Mountains and the sparkling sea. We opted for a shore excursion that took us into the heart of wine country for an exclusive tasting, a world away from the crowded tasting rooms. Later, we explored the trendy Funk Zone on our own, a vibrant neighborhood of galleries, cafes, and urban wine trails just steps from the pier.
The approach to Monterey Bay is breathtaking. The air grows cooler, and the scent of pine and salt hangs in the air. This is the California of John Steinbeck’s novels, and its rugged soul is still palpable. We spent the morning mesmerized by the world-class Monterey Bay Aquarium before embarking on a small-boat excursion to watch sea otters and humpback whales. Because of our ship's small footprint, the wildlife felt closer, the experience more personal.
This is the moment every California cruiser dreams of. Waking up early, I stood on the bow as we sailed silently through the morning fog, the iconic orange towers of the Golden Gate Bridge emerging like a gateway to another world. It was a deeply moving, almost spiritual experience. Docking near the Ferry Building, we had the city at our fingertips. We bypassed Fisherman's Wharf for a fascinating tour of Alcatraz, followed by an afternoon exploring the charming, bohemian streets of Sausalito across the bay. The sheer magic of this itinerary has to be experienced to be believed. Inquire About This Sailing and let our experts show you how to make it a reality.
It comes down to a feeling. On my Windstar cruise, I felt seen. I wasn’t a cabin number; I was a guest. I remember our bartender, a lovely man named Marco, who after the first day, would have my favorite old-fashioned waiting for me as I sat down at the bar for a pre-dinner drink. It’s that level of intuitive, genuine service that you simply cannot find on a larger vessel.
The combination of luxurious comfort, culinary excellence, and authentic destination immersion is a potent one. Windstar has perfected the art of small-ship cruising, creating an environment where you can truly disconnect from the world and reconnect with yourself, your partner, and the beauty of your surroundings. If you're like me and love to fine-tune the details of a perfect trip, a quick call can make all the difference. Our dedicated Windstar specialists are on standby at 1 (888) 883‑0460 to answer your specific questions and help craft your ideal voyage.
This isn't just another trip; it's an investment in memories that will last a lifetime. Are you ready to see California in a way you never imagined? Plan Your California Adventure today.
This experience is for the discerning traveler. It’s for those who value intimacy over spectacle, quality over quantity, and connection over consumption. If you are a foodie, a wine lover, a couple seeking a romantic escape, or simply someone who has "done" the big ships and is looking for something more meaningful, then the answer is a resounding yes.
While the upfront cost may be higher than a mass-market cruise, the value is immense. When you factor in the all-suite accommodations, the world-class dining, the impeccable service, and the priceless feeling of being on your own private yacht, it becomes clear that this is an experience in a category all its own. Don't just dream about it; find out what it takes to get you on board. Get a Custom Quote from our travel experts who can tailor this incredible journey to your exact preferences.
The dress code is "casual elegance." During the day, shorts, sundresses, and casual wear are perfect. In the evening, men typically wear slacks and a collared shirt, while women opt for slacks, skirts, or casual dresses. No formal nights, jackets, or ties are required, creating a relaxed and comfortable atmosphere.
Standard shore excursions are not included in the cruise fare, allowing you to customize your time in port. You can book a variety of curated tours through Windstar or explore independently. Some all-inclusive packages may offer a credit towards excursions, so it's best to check the specifics of your booking.
California offers a wonderful cruising experience for much of the year. Spring (April-May) and Fall (September-October) are often considered ideal, with pleasant weather, fewer crowds, and beautiful scenery. Fall is also harvest season in the wine regions, adding a special element to any culinary-focused trip.
Windstar's standard cruise fare includes all dining in all venues (including specialty restaurants), non-alcoholic beverages like soda and specialty coffees, and use of the Watersports Platform. They also offer an "All-In Package" for an additional daily fee, which includes unlimited Wi-Fi, all gratuities, and unlimited beer, wine, and cocktails.
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