10 Day Caribbean trip

Inspiring Itinerary

10 Day Caribbean trip

10 Days9 NightsSaint Kitts to English Harbour
207 nautical miles
SeasonIdeal for Winter and early Spring Season

Itinerary summary


Day 1Saint Kitts

Day 2Cockleshell Bay

Day 3Nevis

Day 4Montserrat

Day 5Jolly Harbour

Day 6Deep Bay

Day 7Dickenson Bay

Day 8Barbuda

Day 9Green Island

Day 10English Harbour

About

Your 10-day Caribbean odyssey will begin from the vibrant shores of Saint Kitts. Cruise along the azure waters to Cockleshell Bay and Nevis, where you'll discover pristine beaches and cultural treasures. Continue your voyage to the awe-inspiring island of Montserrat, famed for its volcanic landscapes, before anchoring at Jolly Harbour and Deep Bay for leisure and exploration. Traverse to the scenic beauty of Dickenson Bay, then set sail to the untouched paradises of Barbuda and Green Island for tranquil escapes. Conclude your journey in style with a visit to the historic English Harbour, soaking in the rich maritime heritage of Antigua, marking the end of an unforgettable Caribbean yacht odyssey.

Destination image
Destination image
Destination image
Day 1 - Saint Kitts
Day 1

Saint Kitts

Home to one of the few remaining scenic railway tours in the Caribbean

LocationStarting point

Saint Kitts, also known as Saint Christopher Island, is a captivating Caribbean jewel renowned for its lush landscapes, pristine beaches, and rich history. The island boasts a fascinating blend of colonial charm and modern amenities, with its capital Basseterre showcasing colorful colonial architecture juxtaposed with bustling markets and vibrant cultural events. Visitors are drawn to Saint Kitts for its plethora of outdoor activities, including hiking through rainforests, diving in crystal-clear waters teeming with marine life, and exploring historical sites such as Brimstone Hill Fortress National Park, a UNESCO World Heritage Site. With its warm hospitality, breathtaking scenery, and diverse attractions, Saint Kitts offers an unforgettable Caribbean experience.

Day 2 - Cockleshell Bay
Day 2

Cockleshell Bay

Where you can spot both Nevis and wild monkeys from your sun lounger

Distance52nm

This is a picturesque and tranquil haven that is a must-visit destination for yacht charterers. Located on the southeastern coast of St. Kitts, this bay boasts crystal-clear waters and pristine white sand beaches that are perfect for sunbathing and for water sports enthusiasts. You can try your hand at jet skiing, parasailing, or snorkeling in the vibrant coral reefs that surround the bay. And when you're ready to relax, you can enjoy a refreshing topical cocktail at one of the beach bars under the warm Caribbean sun.

Day 3 - Nevis
Day 3

Nevis

A place famous for its hot springs

Distance21nm

After anchoring on the beach, start your day with an early swim in the warm sea or a delicious breakfast in Charlestown. From Charlestown, head clockwise around the island on the main coastal road for a full tour of the palm-tree-framed beaches and charming Georgian-style buildings along the way. For a relaxing lunch stop, you can call into The Rocks, a venerable sugar plantation that is now an artsy boutique hotel and be sure to taste the curried chicken with mango salad. Diving aficionados will also want to ensure they leave enough time to jump off the luxury yacht at Booby High Shoals, where you'll get the chance to swim amongst stingrays, sea turtles and other vibrant marine life. Nevis also has some excellent trade winds which are perfect for windsurfing and kiteboarding. Then, as the sun sets over your unforgettable Nevis yacht charter experience, treat yourself to a cool "Killer Bee" rum cocktail while enjoying the distinct flavours of the island's regional cuisine at one of the charming beach bars like Sunshine's or Lime Beach Bar.

Day 4 - Montserrat
Day 4

Montserrat

Known as the “Emerald Isle of the Caribbean”

Distance33nm

Known as the "Emerald Island of the Caribbean", Montserrat is a fascinating island with a rich cultural heritage and a vibrant community. In addition to its volcanic peaks and lush rainforests, Montserrat is one of the Caribbean's most dramatic islands having endured the devastating eruptions of the Soufrière Hills Volcano in the late 1990s. Today, the slow pace of life, welcoming locals, amazing hiking and birdwatching, and peaceful atmosphere of the old Caribbean are a big drawcard for visitors. You can visit Montserrat Volcano Observatory, where the large observation deck provides breathtaking panoramas of the mountain against the blue waters of the Caribbean Sea. The Cot Trail and the Katy Hill Trail are two of the most popular hiking routes on the island, but there are many others to explore.

Day 5 - Jolly Harbour
Day 5

Jolly Harbour

Antigua’s largest marina community

Distance2nm

Jolly Harbour is a popular anchorage with a well-equipped marina, protected waters, Jolly Beach to the west, and Jolly Harbour Golf Club to the east. It has an 'exclusive' feel, blended with a relaxed Caribbean vibe, offering a quite the unique experience. Walk from the marina along the picturesque boardwalk and you will find a range of dining and shopping to indulge in. Beyond the marina, it offers easy access to the breathtaking beauty of Antigua, including the nearby Saint Garusi Beach to the north, and Valley Church bay to the south - both stunning. The spectacular sunsets in Jolly Harbour provide an idyllic backdrop for romantic evening on board, guaranteed to leave you with special memories.

Day 6 - Deep Bay
Day 6

Deep Bay

Dive to a sunken 1905 wreck

Distance3nm

A magical spot to throw down your anchor, protected from the rough seas. Grab your snorkel and explore the wreck of The Andes, a ship from Trinidad sank here nearly 100 years ago and today is teaming with marine life. Head ashore to explore Fort Barrington which was built in 1779, before kicking back on the beautiful beach and taking in the breathtaking natural beauty.

Day 7 - Dickenson Bay
Day 7

Dickenson Bay

One of Antigua’s most iconic beaches

Distance3nm

Imagine yourself on a picture-perfect Caribbean beach. Dickenson Bay, found on the island's northwest coast, is a favourite among yacht charters because of its beautiful scenery and welcoming community. Dive of your yacht into pristine waters and find yourself surrounded by tropical fish. Swim into the beach and feel the sand between your toes as you sip a cocktail while watching the waves lap the shore. In Dickinson Bay, that's just how things are.

Day 8 - Barbuda
Day 8

Barbuda

Home to one of the world’s largest frigatebird colonies

Distance29nm

Barbuda is one of three islands that make up the Caribbean nation of Antigua and Barbuda. The majority of the town's 1,500 residents live in one small village, and the area as a whole is serene and beautiful. The island may only be 15 miles in length and 8 miles wide, but it is packed with stunning natural attractions, from exploring the fascinating ecosystems to swimming in the Caribbean's pristine waters. Barbuda's Frigate Bird Sanctuary and its idyllic pink sand beaches are among the island's most famous features. If you're looking for a place to unwind on a picture-perfect beach, eat delicious food, and learn about the island's fascinating history, look no further than Barbuda.

Day 9 - Green Island
Day 9

Green Island

A private island surrounded by coral reefs

Distance35nm

Sailing around Antigua is a dream, and Green Island is one of the most beautiful places you can visit. This tiny, uninhabited island is a great place to go snorkelling or scuba diving, with clear waters and colourful coral reefs surrounding it. You can drop anchor off the coast and spend the day relaxing on the island's white sand beaches or walking through the tropical forest. Hike up Signal Hill, the island's highest point, to take in the stunning panorama of the ocean and nearby islands.

Day 10 - English Harbour
Day 10

English Harbour

A historic British naval base

Route29mn

A picturesque and historic port surrounded by lush green hills and crystal-clear waters, making it a breath-taking sight to behold. The harbour is a hub of activity where you can choose to keep busy with watersports, or head ashore to explore the wealth of history. Several old forts and museums dot the landscape, and a visit to Nelson's Dockyard is a great way to learn about the rich history of English Harbour. To truly immerse yourself in the local culture, head to one of the many live performance of Caribbean music or sample the local cuisine at one of the harbour’s many restaurants.