During the fall, most superyachts and luxury travelers look to the Caribbean and its dizzying array of tropical experiences that await. From the spicy salsa rhythms to the turquoise waves that crash against the sandy white shores, the Caribbean disproves the myth that winter isn’t beach season. With an endless amount of islands and coastal nations to choose from, the Caribbean has the perfect getaway for you. As resort collections continue to drop and stars set off to some of the most picturesque tropical locations in the word, here are a few essential trends that will keep you looking stylish through the winter.


Belted Swimsuits & Polka Dots

While your sunnies are often thought of as your best buddy on any beach, the hottest way to accessorize your swimwear this season is through a belt. Whether you opt for a swimsuit with an actual belt or one with simple wrap ties around the waist, belted swimsuits draw all the right attention to your waist and highlight the hourglass figure. Inspired by the sandy shores of Mexican resort towns in the 1960s, this Victoria Beckham Belted Swimsuit embodies the illustrious jetset lifestyle that continues to characterize the Caribbean to this day. The high-leg cut of this Onia Danielle Belted Striped Swimsuit makes for a one-piece that can simultaneously take you from the resort to the beach.

Polka dots is a trend that has crept it’s way back onto the forefront of fashion–and swimwear is no different. The classic style lends a look characterized by exuberance and fun under the sun, while it still retains a vintage charm. This simple Doll Triangle Top and Scrunch Bottom comes in a deep red that is given an extra kick by the polka dots. On the other hand, this Lisa Marie Fernandez Riri Tied Swimsuit is a light option that is both sexy and chic. The retro style is easily paired with an oversized sunhat and pair of sunnies, perfect for lounging poolside at the resort.

Frescobol Carioca

Busy Patterns & Floral-Inspired Patterning

It seems we’ve begun to grow past the nautical phase and into subtle patterns that make a bold statement. It’s a look that is effortlessly cool and takes a certain amount of confidence to pull off, but these busy swirl patterns not only look fantastic under the sun but they are definitely flattering depending on your body type. Inspired by the pavement of the promenade of the iconic Copacabana Beach in Rio, these fun Frescobol Carioca Printed Swim Shorts embody trend wholeheartedly. These Vilebrequin Moorea Printed Swim Shorts offer a print that perfectly balances simplicity and attention-grabbing.

Botanical prints are another trend that has slowly but surely made the leap from female favorite to everyday essential for men. Holiday in the Caribbean is carefree, tropical and fun. What better suits this than floral patterning? While this trend isn’t necessarily new, the style is kept perfectly fresh in its subtlety this time around. For those who are new to graphics, floral print is the easiest way to dip your toes in the water without committing to something too bold. These Alexander McQueen Floral Swim Shorts are a subtle ode to flower power that feature a contrasting coral and white print. The Italian-made Anderson & Sheppard Floral Print Swim Shorts are a quality option that boasts a minimalist micro floral design that exude a sense of relaxation and paradise.

Garrett Leight

Oversized & Cat-Eye 

When it comes to sunglasses, oversized means bigger, better and, of course, more glamorous. A well-fitting and high-quality pair of oversized sunglasses will not only have you looking fabulous but you’ll also be protected from the blazing sun. Whether you find yourself beachside or the local market, you’ll want to make sure you prioritize comfort rather than a pair that’s more suited for Fashion Week. Inspired by the 1970s, these Garrett Leight Ulla Johnson Sunglasses are solid choice that have an understated and elegant charm to them. For those looking for something to stand out by the pool, these Lapima Carlota Oversized Round-Frame Sunglasses are a offer high-quality protection and will have you looking Instagram ready.

Cat-eye sunglasses build on our current obsession of the extreme. The silhouette is the epitome of glamor and luxury. Although different than in year’s past, cat-eye sunglasses are coming in an angular, clean and elegant manner– perfect look for life under the Caribbean sun. These Alexander McQueen Tortoiseshell Cat-Eye Sunglasses are a versatile option with gradient brown lenses that will have you looking stylish and sophisticated. The wide shape and neutral black color of these Adam Selman x Le Specs The Last Lolita Cat-Eye Sunglasses will easily take you from beach to the restaurant, as it’s a well-fitting option that is easy to match with casual and fancy outfits.


Circular & Colorful

There seems to be an embarrassment of riches when it comes to men’s sunglasses this year. When you filter through everything, however, it’s clear that sleek round frames are a sure-fire way to put forth an elegant style in a modern way. The key here is the modern aspect. The right pair of circular frames will have you looking stylish and well-equipped for the number of activities under the sun that are sure to be thrown your way. Opt for the wrong pair, however, and you’ll look as if you belong at a hippie protest in the 60s. These Oliver Peoples O’Malley Round Sunglasses are a straightforward black-on-black option. It’s a failsafe option for life under the Caribbean sun and boating activities. These Garrett Leight Round-Frame Tortoiseshell Sunglasses offer the same circular shape but a distinguished gold metal tortoise frames polish off a more casual look.

For those who are feeling a little more adventurous, take a hard look at tinted lenses, which seem to make everything a little more colorful. A switch-up from tradition black aviators, adding a pop of color to your shades is a sure-fire way to match the wonderful surroundings of the Caribbean. These Garrett Leigh Van Buren Aviator-Style Metal Sunglasses in a stunning rose gold is a great way to spice things up without channelling your inner Miami Vice drug dealer. These Garrett Leigh M’O Executive Wilson M Sunglasses in a silver frame are a nice neutral look.


Diving Watches

The Caribbean is home to some of the most exciting diving spots throughout the Americas, while the rich array of marine life is world-famous among underwater enthusiasts. Known for its the plethora of great diving including a 230-foot wreck known as El Aguila, the Honduran island of Roatan is a tropical paradise for divers of all sorts. St. Croix, part of the U.S. Virgin Islands, delivers a rare variety of underwater life and reefs to a clarity of 100 feet. Perhaps the most daring of them all, Cozumel is almost a rite of passage for even the most experienced of divers. Whichever Caribbean destination you find yourself in, however, you can be sure a world-class underwater adventure awaits.

The Omega Seamaster is a legendary diving buddy that is water-resistant to 300 meters in the form of a beautiful stainless steel case and an iconic deep blue ceramic bezel. While models like the Submariner Sea Dweller have been classic watches among diving enthusiasts, the Rolex Deepsea is the latest model to join the family. First released in 2008, the Deepsea is Rolex’s most serious dive watch that is water-resistant to an outstanding 3,900 meters.