A Day in the Life on a Windstar Cruise

Imagine waking up to the gentle sound of the sea, the sunlight peeking through your window, and a day of adventure and luxury waiting just outside your cabin door. Windstar Cruises offers a unique blend of intimate small-ship cruising and immersive travel experiences that truly set it apart. Here’s a glimpse of what a typical day might look like onboard a Windstar cruise.

Morning: Relax & Indulge

Couple enjoys coffee aboard the Star Pride in Tahiti

Start your day with a quiet breakfast on deck, soaking in the breathtaking views of the horizon or a charming coastal town in the distance. Windstar’s smaller ships often dock in lesser-known ports, offering you an exclusive look at hidden gems. Whether you prefer fresh fruit and pastries or a more decadent spread of made-to-order eggs, breakfast can be as light or indulgent as you want it to be.

For those who want to stay active, the morning offers opportunities for yoga on the deck or a quick workout in the fitness center, complete with panoramic ocean views. Or, perhaps you’d rather grab a book and a coffee, lounging by the pool as you plan the day's adventures.

Midday: Exploring Ashore

Beach picnic near Sardinia, Italy

By mid-morning, you’ll likely be pulling into port. One of the many joys of sailing with Windstar is access to smaller, less-traveled destinations that larger ships can’t reach. Whether it’s a tucked-away island in Greece, a colorful Caribbean port, or a hidden cove in the Mediterranean, each stop offers something special.

Windstar's curated shore excursions are designed for deeper exploration. Opt for a guided walking tour through historic city streets, a wine-tasting experience in a local vineyard, or a private yacht tour to a secluded beach. You’ll find that Windstar offers more intimate excursions that allow you to truly immerse yourself in the local culture and scenery.

Afternoon: Onboard Bliss

Popular spot to relax aboard the Star Pride

After a few hours ashore, returning to the comfort of the ship feels like slipping into a sanctuary. Hungry from your morning exploration? Lunch is served in one of Windstar's inviting restaurants or can be enjoyed al fresco. Indulge in locally-inspired dishes or classic favorites, prepared with fresh ingredients that reflect the day’s destination.

The afternoon is all about relaxation and rejuvenation. Whether you prefer to unwind with a luxurious spa treatment, soak in the hot tub, or simply lounge with a glass of wine, the intimate size of Windstar's ships means you’ll always find a quiet spot to enjoy.

For those who prefer to stay active, take advantage of Windstar’s water sports platform. Enjoy kayaking, paddleboarding, or even swimming directly off the ship, right in the heart of some of the most beautiful waters in the world.

Evening: Sunset & Culinary Delights

Dinner Aboard the Official Cruise Line Of The James Beard Foundation

As the sun begins to set, the magic of a Windstar cruise truly comes alive. With the glow of twilight, join fellow guests for cocktails on deck, savoring the view of the sun dipping below the horizon. The intimate, relaxed atmosphere onboard encourages conversation and camaraderie, making it easy to meet new friends along the way.

Dinner is a culinary journey in itself. With Windstar’s emphasis on gourmet dining, expect to be wowed by locally-sourced ingredients, expertly crafted dishes, and an extensive wine list. Each meal is an opportunity to experience the flavors of the region you’re visiting, whether it’s freshly caught seafood in the Caribbean or fine Italian cuisine along the Mediterranean coast.

Late Night: Unwind & Reflect

Martini tasting aboard the Star Pride

As the evening winds down, take a moment to reflect on the day’s adventures. Whether you’re strolling the deck under the stars, enjoying a nightcap at the lounge, or indulging in a sweet treat from the dessert bar, the peaceful atmosphere onboard makes for a perfect end to the day.

Windstar’s small-ship experience allows for a more personalized, intimate cruise where you feel like part of a close-knit community. The next day promises even more exploration, relaxation, and unforgettable memories.

Ready to Experience Windstar?

With its unique blend of luxury, small-ship intimacy, and immersive travel experiences, Windstar Cruises offers the perfect escape for those looking to explore the world in style. Contact us today to plan your Windstar adventure and make your cruise dreams a reality.


Book your complimentary Custom Vacation Planning Session now by using my online scheduler to find a convenient time for you!


Laura Legg

Hello, I’m Laura, the proud owner of Castaway Destinations, a boutique, full-service travel agency. As a busy mom of three, I understand the challenges of planning the perfect vacation. My dedicated team and I specialize in creating bespoke luxury trips across Europe and the Caribbean.

We leverage our extensive travel experience and destination knowledge to provide exceptional, personalized service tailored to your unique needs. Together, we make travel seamless and stress-free. Let’s turn your dream trip into a reality!

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