Charter Season Is Back In Full Effect And We Got The Scoop
The Caribbean charter season has officially returned and our yachts have already wrapped several incredible trips with guests who came ready to unwind, explore, and celebrate. The boats are polished. The crews are dialed in. The sunsets have been showing off. And these first trips have reminded us exactly why this season brings so much joy.
From the moment guests stepped onboard, the energy shifted. Within the first hour, shoes were off, playlists were on, cocktails appeared, and everyone eased right into vacation mode. Crews said it felt like the islands themselves were waiting for this moment. Calm anchorages. Warm water. That familiar breeze that hits you and instantly resets your whole mind.
The early guest feedback has already been unforgettable. Here are some real excerpts that captured the feeling perfectly:
“I did not expect to feel this relaxed so fast. By morning one I felt like I had been here for a week.”
“Your chef outdid themselves. We took photos of every meal because we knew there was no way we could recreate this at home.”
“My kids have not picked up a single device. They snorkeled, paddleboarded, laughed, and talked to each other. This trip changed everything.”

Crews have been buzzing about their favorite moments too. One captain shared that his guests decided to ditch their itinerary entirely and “follow the good weather.” It turned into a dreamy week of quiet coves, beach bar hops, and late night stargazing on the bow. Another crew pulled off a surprise birthday celebration with sparklers, a custom dessert, and a playlist curated by the guests’ kids. The entire group ended the night dancing.
There have been sunrise swims, sea turtle sightings right off the stern, rum tastings under the moon, and more than a few guests who joked about staying an extra week. The first charters of the season have been the perfect mix of rest, adventure, celebration, and pure island magic.
And with the holidays approaching, more folks are realizing that a yacht vacation is not just a dream trip. It is actually more attainable than ever. This year, Charter Smarter introduced its Yacht Vacation Layaway (YVL) payment plan, which lets guests pay for their charter over time and secure the exact dates and yacht they want. It has already opened the door for families and friend groups who once thought a private charter was out of reach.
Looking into next year, we are preparing new yacht additions, updated itineraries, and even more personalized onboard experiences that match how our guests truly want to vacation. The season is officially in motion, the ocean is perfect, and the year ahead already feels unforgettable.
Curious what yachts and dates are still open? Contact our team to explore your options!

Paying For A Yacht Vacation Just Got A Lot Easier
Introducing the brand new Yacht Vacation Layaway (YVL) payment plan that is reshaping how travelers book.
For years, booking a yacht vacation meant putting down a large upfront payment and coordinating every detail at once. It created pressure. It created hesitation. And for many travelers, it turned a dream trip into something that felt out of reach. This year, we set out to change that.
Our new Yacht Vacation Layaway (YVL) payment plan, is a first of its kind way to book a charter. It allows guests to reserve their ideal yacht and dates while paying over time. No large deposit all at once. No financial stress stacked at the beginning. You choose the payment schedule that fits your life and your group, and your yacht is secured.
This program was designed for real people planning real trips. Families coordinating busy calendars. Couples celebrating milestones. Friend groups wanting an unforgettable adventure without the overwhelm of a single big payment. YVL finally brings flexibility to an experience that has traditionally required everything upfront.
Here is how it works:
You select your yacht.
You select your dates.
You choose a payment plan that fits your timeline.
Your trip is officially booked.
That is it. You get the same chef prepared meals, the same private itinerary, the same all-inclusive luxury experience. The only thing that changes is how easy it is to say yes.
Guests also have the option to add trip insurance during the planning process, which provides an extra layer of peace of mind as they build out their layaway schedule and secure their charter dates. It makes the entire experience feel smooth, protected, and fully supported from the moment the trip is booked.
And because we want the experience to be seamless, our newly updated website now includes a dedicated YVL section that explains the plan clearly and walks guests through every step. It is simple, transparent, and designed to give you total confidence as you book.
Curious about availability or want to explore how YVL can work for your trip, our team is here to guide you.




