Looking for the new way to vacation? We’re showing you why private yacht charters are quickly outshining crowded resorts and cruises. You’ll also get a glimpse of three Virgin Islands beaches so stunning they hardly look real, plus insider tips on the best times to visit the islands—whether you’re after peak-season energy, off-season serenity, or something in between.

Ever wondered how a yacht charter really stacks up against a cruise ship? We’re breaking it down so you can see why one is in a league of its own. With the holidays around the corner, we’re also sharing why now is the time to book your Christmas or New Year’s charter in the Virgin Islands (plus a special seasonal offer). And because life’s biggest moments deserve something unforgettable, we’re showing you how to celebrate milestones in style—think weddings, anniversaries, proposals, and graduations made extraordinary at sea.

This week, we’re answering one of our most-asked questions: where do we charter? (Hint: the USVI and BVI are both front and center.) We’re also breaking down what it’s actually like onboard with a day-by-day look at the yacht experience—and exploring the power of the “anti-itinerary,” where everything is planned for you, but nothing is rigid.

This week, we’re spotlighting why yacht charters are the smarter all-inclusive. No buffets, no crowds — just private chefs, custom itineraries, and island-hopping in style. We’re also featuring Evenstar, our most talked-about catamaran, and the new Southwest flights making it easier than ever to charter in the Virgin Islands.

Southwest Airlines just announced a game changer: new international service to St. Thomas (STT) from Orlando, Florida, launching in June 2026. It may look like just another line on a press release, but this route unlocks a whole new world for travelers planning luxury yacht charters in the U.S. Virgin Islands.

Whether you’re dreaming of family adventure, couples escape, or a getaway with friends, this seven-night crewed catamaran itinerary blends calm waters with vibrant island life.

At Charter Smarter, we always encourage our guests to keep it light, functional, and intentionally minimal. Whether you're sailing through the US or British Virgin Islands, your days will revolve around salt, sun, swimsuits, and maybe a sunset cocktail or two. Overpacking only gets in the way. So how do you pack like a pro for your yacht charter vacation? Let’s break it down.

For many first-time guests, one of the most unexpected delights of a yacht charter isn’t just the turquoise water, the world-class snorkeling, or even the luxury of having an entire floating villa to yourself—it’s the food. Charter guests often arrive excited for sun and sailing, only to find that their most memorable experiences revolve around the meals.

The idea of a private yacht charter is easy to fall in love with. But if you haven’t officially reserved your dates yet—this is your sign. It’s time to stop dreaming and start booking.

When you charter with Charter Smarter, you’re not just booking a boat—you’re unlocking a floating playground. From sunrise swims to sunset paddleboarding, underwater adventures to hammock naps under the sun, your days are yours to fill with fun, relaxation, or a little of both.

Private yacht charters were once seen as the domain of celebrities, CEOs, and royalty—the kind of getaway that felt out of reach for everyday travelers. But things have changed. Today, charter yacht vacations are not only more accessible—they’ve become one of the most desirable, customizable, and rewarding ways to travel, especially for U.S.-based guests seeking privacy, luxury, and authentic connection.

From calm waters and picture-perfect beaches to its warm culture and exceptional hospitality, the Virgin Islands has earned its place as one of the most desirable yacht charter destinations in the world. We explore exactly what makes this destination so exceptional.

We break down the major types of charter yachts, catamarans, monohulls, and motor yachts, so you can match your vacation style to the perfect platform. And while Charter Smarter specializes exclusively in luxury crewed catamarans in the Virgin Islands, we believe in helping you make an informed choice based on what you value most.

In this blog, you’ll discover why guests rave about their journey from effortless booking and elegant cuisine to outstanding crews and how Charter Smarter’s VIP program enhances every return trip.

With Charter Smarter, you're not simply hiring a boat. You’re gaining access to captain, chef, and stewards whose daily rhythm transforms your vacation into a bespoke journey. This is your exclusive look into an average day at sea from the crew’s perspective designed to showcase the high-touch service that affluent clients desire.

Imagine waking up in a private cabin aboard a catamaran, fresh coffee in hand and the sun rising over Virgin Gorda. Each day unfolds differently. Snorkel reefs, stroll hidden beach coves and tuck into chef-crafted meals perfectly timed around your pace. All that’s required: you show up. Here’s how Charter Smarter makes this "island life dream" not just possible, but unforgettable.

The Virgin Islands, set in the heart of the Caribbean, are a playground of luxury, adventure, and natural beauty. Whether you're drawn to secluded coves, underwater worlds, or barefoot beach bars, a private yacht charter offers the ultimate way to explore in style. Among these experiences, five stand out as must-dos for discerning travelers seeking unforgettable moments and Insta-worthy memories.

When vacationers envision a luxurious Caribbean escape, they often picture sprawling resorts with ocean views and spa treatments. But for affluent adventurers and discerning couples today, luxury yacht charters in the Virgin Islands are raising the bar. Here's why a private charter with Charter Smarter outshines even the most exclusive resort stays.

Charter Smarter isn’t just another booking agency, it’s a full-service yacht charter company that curates bespoke, all-inclusive vacations aboard premium catamarans in the U.S. and British Virgin Islands. With a carefully vetted fleet and a focus on exceptional hospitality, we offer more than just access to yachts; we deliver unforgettable experiences.

An inside look at what it’s like to charter a fully crewed, all-inclusive luxury catamaran through the Virgin Islands. Step aboard a floating sanctuary where the chef knows your favorite cocktail and every sunrise is experienced from a different cove.