In seven incredible years at sea, I’ve enjoyed the rare privilege of countless visits to the Caribbean, where I explored hidden coves, bustling beaches, and vibrant island cultures. Each stop revealed something new, from serene anchorages and secret snorkelling spots to the lively energy of local festivals. Over time, I’ve discovered the ultimate blend of relaxation, adventure, and glamour this region has to offer.

Here’s my personal guide to the Caribbean’s must-see destinations and the unforgettable experiences that define them.

By Emma Morgan

Pictured: Emma Morgan in The Caribbean

St. Maarten – The Caribbean’s Cultural Playground

Having visited St. Maarten countless times, I can confidently say it’s one of the most dynamic and exciting islands for charter guests.

The island’s unique blend of Dutch and French cultures means you can seamlessly transition from vibrant beach clubs to serene spots along the coast in just minutes. For those who love lively beach scenes, Nikki Beach on the French side is a personal favourite. Lounging on a sunbed with a chilled cocktail as the turquoise waters stretch out before you is pure bliss. For guests seeking a stylish yet relaxed atmosphere, Orient Bay Beach offers the perfect balance, with opportunities for both sunbathing and water sports such as paddleboarding or jet skiing.

Pictured: A jet ski on a beach

When it comes to nightlife, sunset cruises departing from Simpson Bay are a must. They combine breath-taking views with music, drinks, and a lively atmosphere, ideal for guests who want to celebrate or simply savour the magic of a Caribbean evening. For a truly unforgettable experience, I always recommend a stop at Maho Beach, where planes fly directly overhead as they land. Watching the aircraft soar just feet above the sand is thrilling and creates a unique memory that won’t be forgotten.

Pictured: Maho Beach

Antigua – A Beach for Every Day of the Year

Antigua has always been one of my favourite Caribbean stops during my years at sea, and it’s easy to see why.

With a beach for every day of the year, the island is a paradise for sun, sea, and adventure. One of the highlights I love sharing with charter guests is swimming with the stingrays at Stingray City. Encountering these graceful creatures in crystal-clear waters is always an unforgettable experience.

For those who enjoy a more private escape, Antigua offers incredible anchorages. Dropping anchor in secluded bays such as Galleon Beach or Green Island allows guests to relax and swim in complete tranquillity, far from the crowds. The island also has a rich history that adds a touch of charm to any visit. Exploring Nelson’s Dockyard or the colonial forts provides a sense of Antigua’s past and adds variety to the day’s adventures. When the sun sets, the island comes alive with music and celebration. Shirley Heights is a must on an evening, where the combination of a breath-taking sunset, live steel-drum bands, and dancing creates an authentic Caribbean party atmosphere that lingers in memory long after the night ends.

Pictured: Antigua

St. Lucia – Majestic Peaks, Unforgettable Moments

St. Lucia has always been one of my favourite stops for charter guests, offering a perfect balance of adventure and romance.

For those who love the outdoors, hiking Gros Piton is an absolute must. The climb rewards you with breathtaking views of the island and the Caribbean Sea, while guided rainforest treks reveal hidden waterfalls and lush tropical scenery, making every step memorable.

For couples or guests seeking luxury, the resorts in Soufrière offer private plunge pools, stunning views of the iconic Pitons, and quiet corners for ultimate relaxation. After a day of exploration, there is nothing better than soaking in the rejuvenating mud baths and hot springs at Sulphur Springs, a unique experience that combines wellness with the island’s volcanic charm. The waters surrounding St. Lucia are equally captivating. With snorkelling or diving near Anse Chastanet and Marigot Bay, where vibrant coral reefs and abundant marine life make every excursion magical.

Pictured: St Lucia

Turks & Caicos – Sun, Sand, and Tranquillity

Though I’ve had the opportunity to visit Turks & Caicos once during my years at sea, the experience left a lasting impression, and I always recommend it to charter guests in search of tranquillity and refined luxury.

The beaches are unforgettable. Grace Bay and Long Bay Beach boast soft, powdery white sand and crystal-clear turquoise waters, creating a picture-perfect setting for relaxation or a day of swimming in serene surroundings.

The underwater world is equally remarkable. Snorkelling among vibrant coral reefs or diving at the Wall offers guests a front-row seat to some of the Caribbean’s most stunning marine life. For those seeking a more private adventure, I highly recommend a yacht charter to one of the uninhabited islands nearby, where guests can anchor in seclusion, explore hidden beaches, or simply enjoy the peace of the open water. Turks & Caicos is a destination that exudes calm, elegance, and understated luxury. Even in just one visit, it became clear to me why this island is so special, making it a perfect choice for travellers who want to unwind and explore the beauty of the Caribbean in style.

Pictured: Turks and Caicos

St. Barts – Where the Elite Come to Play

St. Barts is the ultimate playground for guests seeking glamour, luxury, and unforgettable experiences.

Its beaches, from St. Jean to Gouverneur, feature soft sand and sparkling turquoise waters, creating a chic and energetic setting ideal for sunbathing in style or enjoying a leisurely swim. Beyond the beaches, the streets of Gustavia exude upscale charm. Designer boutiques and art galleries line the waterfront, offering guests the opportunity to browse exclusive collections or simply savour the refined ambience of this elegant island.

Pictured: St. Barts

For those who love to celebrate, Nikki Beach St. Barts delivers an iconic day-to-night party experience, where music, cocktails, and the Caribbean backdrop come together in perfect harmony.

For guests seeking both privacy and adventure, a chartered catamaran exploring hidden coves or cruising along the coast is always a highlight. For an evening of pure indulgence, dining at one of the island’s Michelin-starred restaurants with breath-taking ocean views creates memories that last a lifetime. St. Barts perfectly blends relaxation, style, and excitement, making it a destination that leaves every guest inspired.

Pictured: A Michelin star dish

Sailing through the Caribbean over the years has shown me just how endlessly diverse and enchanting these islands truly are. Each destination reveals a different side of paradise: the vibrant energy of St. Maarten, the endless beaches of Antigua, the romantic peaks of St. Lucia, the tranquil waters of Turks & Caicos, and the glamorous allure of St. Barts. Beyond these, countless treasures await, from the colourful charm of Aruba and world-class diving in Bonaire to the spice-scented breezes of Grenada and the unspoiled beauty of Dominica.

For charter guests, these islands are more than just stops on a map, they are unforgettable experiences filled with adventure and memories that last a lifetime. No matter how many times you return, the Caribbean always has a new corner to explore, a hidden cove to discover, or a sunset to take your breath away. Your journey through these remarkable islands is an invitation to embrace the ultimate blend of relaxation, excitement, and elegance.

Pictured: Bonaire