...

ATOL Protected

Rated Excellent

Price match promise

£11,660 donated

Call | Chat | Crui.se Call Icon 023 8268 7278
Mon - Fri from 9 am - 8 pm
Sat from 10 am - 4 pm

Discover the yachting islands of the Caribbean

Embark on a 14-day journey to Discover the yachting islands of the Caribbean with Scenic Ocean Cruises aboard the luxurious Emerald Azzurra. This exclusive voyage offers an intimate, yacht-style exploration of the regions most pristine and sought-after destinations.

Sail from San

  • Cruise Line: Scenic Ocean Cruises
  • Ship: Emerald Azzurra
  • Duration: 14 Nights
  • Departure: February
FROM PER PERSON*
£9,526
Enquire Now

Discover the yachting islands of the Caribbean Prices

Price per person
Feb 28, 2026
£9,526 pp
Enquire
More Dates

Discover the yachting islands of the Caribbean Itinerary

Day 1

San Juan (Puerto Rico)

The capital city of Puerto Rico, San Juan
is one of the busiest ports in the Caribbean and home to a third of
all Puerto Ricans. Nearly every visitor to the island arrives at
San Juan, many on cruise liners. It's one of the largest home-based
cruise ports in the world, hosting many vessels with more being
added each year.

San Juan is divided into three distinct
districts: Old San Juan, the historic walled city; the beach and
resort area; and the outlying suburbs. Tourists mainly visit Old
San Juan, the site of most restaurants, shops, entertainment venues
and some exquisite beaches.

The old city is linked to the new by the
largely residential barrio of Puerta de Tierra and a series of
modern highways leading to the Condado beachfront, which is
reminiscent of Florida's Miami Beach with its high-rise hotels and
apartment blocks.

It is not only tourism that keeps the
financial mills grinding in San Juan. The city is an important
centre for petroleum and sugar refining, brewing and distilling,
and the manufacturing of cement, pharmaceuticals, metal products
and tobacco products.

In the midst of all the hustle and bustle,
there are numerous attractions in San Juan to amuse, entertain and
interest many tourists, and the city is a perfect base for
exploring the rest of what this small Caribbean island has to
offer.

Day 2

Culebra Island

Day 3

Saint John Island

The smallest of the islands, two thirds of
St John consists of a national park, a peaceful and largely
unspoilt paradise for nature lovers offering pristine forests,
hidden coves and coral reefs, as well as secluded white beaches and
miles of hiking trails.

Danish immigrants were the first settlers
and became extensive producers of sugarcane. Today, the abandoned
18th-century plantations scattered about the island provide a
reminder of its agricultural industry. A walk around the ruins of
the Annaberg Sugar Plantation offers a historical glimpse of St
John, boasting magnificent views of the British Virgin Islands.

The Virgin Island National Park offers
numerous guided or independent hiking trails into the interior with
stunning views from the ridges. There's a variety of flora and
fauna, including wild cats, hummingbirds and iguanas.

Of the dozens of beaches, the most popular
is Trunk Bay. It's one of the world's most photographed spots,
offering swimming and excellent marine life in the protected reefs.
There is also an underwater snorkelling trail with signs
identifying the types of coral and its inhabitants.

The centre of activity on St John is Cruz
Bay, a small town offering speciality shopping, lively bars and
delicious cuisine, as well as jeep rental services and dive
centres. There is limited accommodation on the island so make sure
to book well in advance.

Day 4

Great Harbour, Jost Van Dyke

Great Harbour is a stunning and tranquil bay located on Jost Van Dyke, the smallest of the four main islands of the British Virgin Islands (BVI). Known for its picturesque scenery, crystal clear turquoise waters, and soft white sandy beaches, Great Harbour is an oasis for beach-goers, sailors, and adventure enthusiasts alike. Spanning just about three square miles, Jost Van Dyke hosts a small population, but it boasts an outsized reputation for its vibrant nightlife and welcoming community.

One of the most notable features of Great Harbour is its well-protected anchorage, which makes it a haven for yachts and boats throughout the year, especially during the peak sailing season. The harbour's natural geography provides shelter from the prevailing winds, creating a perfect natural marina. This has led to Great Harbour becoming a key stop on the Caribbean sailing circuit, with many sailors choosing to drop anchor and enjoy what the bay and its surroundings have to offer.

Upon arriving at Great Harbour, visitors are greeted with a laid-back vibe that is quintessential to the Caribbean way of life. The beachfront is lined with a selection of casual bars and restaurants that become hubs of activity as the sun sets. Among the most famous establishments is Foxy's Tamarind Bar & Restaurant, known for its beach barbecues, live music, and the legendary Old Year's Night (New Year's Eve) party that attracts party-goers from around the globe.

The village surrounding Great Harbour is charming and small-scale, allowing for an authentic island experience. The streets are often quiet, save for the bustle around the local businesses, which include quaint shops selling handcrafted goods, island apparel, and essential supplies for those continuing their sea voyage. The locals, known for their friendliness, are happy to share stories and offer recommendations to visitors, contributing to the harbour's reputation for warm hospitality.

For those looking to engage in watersports, Great Harbour does not disappoint. The clear waters are ideal for snorkeling and scuba diving, with vibrant coral reefs just a short swim away from the beach. Additionally, paddle-boarding, kayaking, and sailing are popular activities that allow visitors to explore the area at a leisurely pace. The nearby Sandy Cay and Sandy Spit offer additional opportunities for exploration and are excellent spots for a beach picnic or a day of seclusion and sunbathing.

The island's lush, volcanic terrain provides opportunities beyond the beach as well. Hiking trails wind through the hills, offering breathtaking panoramic views of the surrounding islands and the expanse of the Caribbean Sea. Naturalists and bird watchers will delight in the diversity of flora and fauna found on the trails.

Great Harbour's appeal is not only in its natural beauty but also in its cultural events. Beyond Foxy's famous New Year's bash, the harbour hosts celebrations like the Jost Van Dyke Music Festival and the Halloween Party, which showcase local music talent and bring the community together in a lively and joyous atmosphere.

While Great Harbour has gained popularity as a tourist destination, it remains unspoiled and continues to offer an authentic island experience. The mix of relaxing beach life, friendly locals, delicious cuisine, and year-round sailing opportunities make Great Harbour a cherished spot in the British Virgin Islands, appealing to travelers of all stripes — from those seeking serenity to those eager for the next great beach party under the Caribbean stars.

Day 5

Philipsburg

The capital of Dutch St. Maarten stretches about a mile (1½ km) along an isthmus between Great Bay and the Salt Pond and has five parallel streets. Most of the village's dozens of shops and restaurants are on Front Street, narrow and cobblestone, closest to Great Bay. It's generally congested when cruise ships are in port, because of its many duty-free shops and several casinos. Little lanes called steegjes connect Front Street with Back Street, which has fewer shops and considerably less congestion. Along the beach is a ½-mile-long (1-km-long) boardwalk with restaurants and several Wi-Fi hot spots.Wathey Square (pronounced watty) is in the heart of the village. Directly across from the square are the town hall and the courthouse, in a striking white building with cupola. The structure was built in 1793 and has served as the commander's home, a fire station, a jail, and a post office. The streets surrounding the square are lined with hotels, duty-free shops, restaurants, and cafés. The Captain Hodge Pier, just off the square, is a good spot to view Great Bay and the beach that stretches alongside.

Day 6

Gustavia

The beautiful beaches of St Barthelemy have captivated visitors from around the world for centuries. With its stunning white sand, crystal clear waters and lush tropical scenery, it’s easy to see why people fall in love with this charming island paradise. Whether you’re looking for a family vacation, romantic getaway or a place to party the night away, St Barthelemy has something for everyone.

Begin your beach vacation with a visit to Grand Cul-de-Sac, an area made up of stunning beaches that offer something for everyone. Whether you’re seeking adventure with snorkeling and jet skiing or just a place to relax with beautiful views and a gentle breeze, Grand Cul-de-Sac is sure to please. Take time to lounge on the beach with your feet in the sand and unwind with the sound of the waves crashing nearby.

Continue down the shoreline and experience the serenity of Anse du Gouverneur Beach. Here, you’ll have plenty of room to soak up the sun and lounge on the sand. Enjoy a nice picnic lunch by the sea and be sure to watch for dolphins swimming in the distance. Bring along your snorkeling gear if you’d like to explore the vibrant underwater world before continuing on your adventure.

For those who are looking for a bit of adventure and fun, head to Grand Fond Beach. Here, the surf is perfect for bodyboarding and surfing and there’s plenty of room to take part in beach games. After a long day at the beach, take a dip in the ocean and enjoy the cool water.

After a full day exploring St Barthelemy’s stunning beaches, be sure to check out the local culture and cuisine. The restaurants here offer a range of delicious dishes from international flavors to traditional Caribbean fare. Spend the evening exploring the area’s vibrant nightlife and enjoy some drinks with friends.

No matter what type of beach vacation you’re looking for, St Barthelemy will provide an unforgettable experience. From stunning views to exciting activities, this Caribbean paradise has it all. So, pack your bags and get ready for the trip of a lifetime to St Barthelemy’s stunning beaches!

Day 7

Little Bay

The beautiful island of Montserrat has a distinctly explosive history that has drawn intrepid travellers to its awe-inspiring shores. It seems quite clear the earth is trying to rid itself of this small Caribbean island, as its recent history is a list of major natural disasters.

A hurricane swept over the island in 1989, damaging 90 percent of the buildings. Following a hurricane in 1989, Montserrat's volcano, the Soufriere Hills, erupted in 1995 after staying dormant for hundreds of years.

It erupted again two years later, covering the capital city, Plymouth, in ash and mud, while limiting the 39 square mile (101km) island to a much smaller, inhabitable safe zone in the north of Monserrat. Most of the 12,000 inhabitants got the message and emigrated.

For those that stayed, tourism on the island is slowly growing and curious visitors are now eager to take tours of the active volcano where an ominous dome over the volcano's crater rebuilds and periodically collapses sending great plumes of ash into the air. Much of the island is within the 'volcanic exclusion zone' which was previously inaccessible; however, Montserrat tourism now conducts guided tours into the ashen wasteland in the south.

Despite the destruction caused by the Soufriere Hills, the volcano has also made some fascinating changes to the natural environment. Divers can see unique coral formations that have grown healthier from the volcano's substrate; sun lovers can relax on soft, volcanic sand at a number of beaches; and the nature walks and hikes have lush vegetation from the fertilised soil. As a result, Montserrat is looking to establish itself as a major player in global ecotourism.

The country often refers to itself as the Emerald Isle, an homage to its Irish settlers escaping religious oppression. The Caribbean is an unlikely place to celebrate St. Patrick's Day, but the national holiday highlights Monserrat's unique charm. Unlike Columbus, who sailed right past the islands, visitors to the Caribbean should make this a place to explore. Flights from Antigua and some surrounding islands arrive daily.

Day 8

Saint John's

St. John’s is the vibrant capital of Antigua and Barbuda, and one of the most alluring cities in the Caribbean. Situated on the island of Antigua, St. John’s is a bustling city that is both exciting and picturesque. From the Caribbean-infused cuisine, to the historical landmarks and lively attractions, St. John’s is a place that should be at the top of your travel itinerary.

The city is alive with activity, including plenty of colorful markets and shopping areas, and is known for its diverse population. As you explore, you’ll find yourself surrounded by music, art and culture. Strolling through St. John's Old Town will give you a delightful glimpse into the past, as local craftsmen display their wares in British colonial-style buildings. From there, head to the lively Independence Square and take in the sights and sounds.

Catch a glimpse of local wildlife at the nearby Antigua Recreation Ground, or head to deep sea fishing for fun and adventure. St. John’s also plays host to a few annual festivals, like the April Carnival which features a mix of costume parades, stilt walkers, drum circles, floats and masquerade performers.

For those looking to relax in the sun, the city’s numerous beaches are ideal. The pristine sand and crystal-clear waters make them a prime destination for swimming, snorkeling, and more. If you’re looking for a peaceful time with friends and family, why not have a picnic on an isolated beach? Or try an island tour and explore the waters on a guided boat cruise.

With its combination of sun-soaked beaches, expansive parks and traditional buildings, St. John’s is a place that everyone can enjoy. Its friendly locals will welcome you with open arms, and its diverse selection of restaurants will satisfy any taste buds. Whether you’re seeking relaxation or adventure, St. John’s has it all waiting for you in Antigua.

Day 9

Gustavia

The beautiful beaches of St Barthelemy have captivated visitors from around the world for centuries. With its stunning white sand, crystal clear waters and lush tropical scenery, it’s easy to see why people fall in love with this charming island paradise. Whether you’re looking for a family vacation, romantic getaway or a place to party the night away, St Barthelemy has something for everyone.

Begin your beach vacation with a visit to Grand Cul-de-Sac, an area made up of stunning beaches that offer something for everyone. Whether you’re seeking adventure with snorkeling and jet skiing or just a place to relax with beautiful views and a gentle breeze, Grand Cul-de-Sac is sure to please. Take time to lounge on the beach with your feet in the sand and unwind with the sound of the waves crashing nearby.

Continue down the shoreline and experience the serenity of Anse du Gouverneur Beach. Here, you’ll have plenty of room to soak up the sun and lounge on the sand. Enjoy a nice picnic lunch by the sea and be sure to watch for dolphins swimming in the distance. Bring along your snorkeling gear if you’d like to explore the vibrant underwater world before continuing on your adventure.

For those who are looking for a bit of adventure and fun, head to Grand Fond Beach. Here, the surf is perfect for bodyboarding and surfing and there’s plenty of room to take part in beach games. After a long day at the beach, take a dip in the ocean and enjoy the cool water.

After a full day exploring St Barthelemy’s stunning beaches, be sure to check out the local culture and cuisine. The restaurants here offer a range of delicious dishes from international flavors to traditional Caribbean fare. Spend the evening exploring the area’s vibrant nightlife and enjoy some drinks with friends.

No matter what type of beach vacation you’re looking for, St Barthelemy will provide an unforgettable experience. From stunning views to exciting activities, this Caribbean paradise has it all. So, pack your bags and get ready for the trip of a lifetime to St Barthelemy’s stunning beaches!

Day 10

Îles des Saintes

This small group of islands lies opposite the western part of Guadeloupe. They were discovered in November 1493 by Columbus, who named them Los Santos. French settlers established themselves in 1648 and changed the name to Iles des Saintes, commonly known as Les Saintes. Since then the islands have been closely connected with Guadeloupe. Until a recent influx of tourism, Les Saintes were among the Caribbean’s most unspoiled destinations. Only two of the eight islands are inhabited: Terre-de-Bas and Terre-de-Haut. The latter is known for its impressive Fort Napoleon built in the early 19th century to replace an earlier 17th-century fort. From its vantage point there are fine views of the many tiny islets scattered in the bay and across to Guadeloupe. Terre-de-Haut is the main island of Les Saintes, with steeply scarped hills, scenic valleys, hidden coves and beautiful beaches. Its main settlement consists of a charming village of red-roofed houses situated along a curving bay. A number of small boutiques and gift shops invite browsing. Quaint cafés and restaurants offer food and drink. To the east of the village lies Grande Anse, a fine sand beach. Most of the attractions on this small island can be seen on foot. With just a few vehicles on the island, there are no organized tours possible. Time ashore here is at your leisure.

Day 11

Deshaies

The islands of Guadeloupe are radiant gems of the Caribbean, offering travellers a unique combination of Creole culture, incredible beaches and simply fantastic French food. Guadeloupe is shaped rather like a butterfly, with Basse-Terre and Grand Terre as each of its wings.

Better developed Grand Terre enjoys exceptional beach towns and plenty of fun nightlife along its shores. Basse Terre is more wild, home to Parc National de la Guadeloupe and topped by the spectacular La Soufriere volcano.

First discovered by Columbus in 1493, the islands were known to the local Caribs as Karukera: 'the islands of beautiful waters'. In the 20th century, Guadeloupe became an overseas department of France, enjoying French protection and economic support. Guadeloupe is less well known than Antigua, its neighbour to the north and so enjoys a somewhat laid-back atmosphere and less developed infrastructure by comparison.

The beaches are quite magnificent and remain the main draw card for the steady stream of tourists, the majority of whom are French. Unusually for a tropical island, there are many other attractions such as tropical forests, towering waterfalls and a hard-hitting museum of slavery. The diving is also excellent, particularly on the 15 mile (25km) long coral wall of Grand Cul-de-Sac Marin, just off the coast of Grand Terre.

Getting around the islands is a breeze, with a decent public bus network and plenty of bicycle rental spots presenting better options than expensive taxis.

Day 12

Barbuda

Day 13

Virgin Gorda

Virgin Gorda, the third-largest of the British Virgin Islands (BVI), is a stunning tropical paradise that offers visitors an enticing combination of natural beauty, relaxation, and adventure. The island spans approximately 8.5 square miles and has a population of around 4,000 inhabitants, creating a friendly and laid-back atmosphere that makes tourists feel welcome. It is accessible by ferry, private boat, or a small airport that caters to chartered flights.

Geographically, Virgin Gorda is known for its remarkably diverse landscapes, ranging from the white sandy beaches to the rugged mountains, leaving nature enthusiasts and beachgoers equally enchanted. The island's name, which translates to "Fat Virgin," was coined by Christopher Columbus in 1493, allegedly because the island’s profile on the horizon resembles a plump woman lying on her side.

The jewel in Virgin Gorda's crown is "The Baths," a geological wonder consisting of gigantic granite boulders that form scenic grottoes and pools on the island’s southwest shore. These natural formations are believed to be the result of volcanic activity, and their incredible shapes are filled with sea water and coral sand beaches. The Baths is a national park and offers a unique experience for snorkeling, exploring through the caves, and swimming in the natural tidal pools. It's a must-visit location that attracts people from around the world for its sheer beauty and tranquil turquoise waters.

Virgin Gorda also features some of the most luxurious resorts, villas, and restaurants in the Caribbean. Its exclusive North Sound is a well-known hideaway for yachts and offers several marinas and high-end accommodations. Here, visitors can take part in sailing, fishing, and water sports in one of the BVI's most sheltered harbors. Wellness-focused travelers can also indulge in spa services that incorporate the serenity and resources of the tropical environment.

The island’s economy thrives on tourism, but there is a sense of unspoiled charm as development is kept to ecologically sensitive levels. The community is dedicated to preserving the outstanding beauty of their environment, resulting in careful management of tourism activities.

For those looking to take a step back from water-based activities, Virgin Gorda does not disappoint. The island's hilly terrain is perfect for hiking, with trails leading to the highest point, Gorda Peak, which stands at 1,370 feet. The Gorda Peak National Park provides stunning panoramic views of the surrounding islands and cays, and on a clear day, even the distant Anegada can be seen. The mountain is also home to unique flora and fauna, such as the Virgin Gorda gecko, found nowhere else in the world.

Visitors to Virgin Gorda will savor the local cuisine, which is a blend of African, European, and Caribbean influences. Seafood is, unsurprisingly, a staple, and you’ll find it prepared in myriad delicious ways, from grilled lobster to conch fritters, often served with the island's staple side dishes like rice and peas.

Yet, what truly endears visitors to Virgin Gorda is the warmth of its people. From luxury resort staff to the vendors selling crafts at the local markets, everyone seems to have a story to share about the island. The cultural events and festivals, particularly during the Easter Festival, provide a lively display of local music, dance, and traditions.

In conclusion, Virgin Gorda is a small slice of heaven offering an authentic Caribbean experience. It's a place where luxury meshes with the simplicity of island life, where natural beauty is preserved, and where every traveler finds a tranquil escape. Whether it's for a honeymoon, family vacation, or a solo retreat, this island epitomizes the Caribbean's allure.

Day 14

Norman Island

Norman Island is a well-known destination for cruisers and other tourists because of three water-level caves at the base of cliffs just outside the western edge of the Bight. The caves are ideal for snorkeling, and, if one goes deeply enough into the cliffs, darkness makes the experience like a night dive.

The island has no permanent inhabitants (other than wild goats), but there are two restaurants on the island, Pirates Bight and The Club.

Day 15

Saint Thomas

St Thomas is the second largest and most
sophisticated of the Virgin Islands, serving as an extremely
popular port for cruise ships. There's a strong Danish influence,
especially evident in the main town and capital of Charlotte
Amalie.

Being the most accessible of the islands
also means it's the most heavily developed, with visitors from
around the world attracted by the town's reputation as an
international shopping and cruise hub.

But it's also beautiful, with numerous
headlands, coves, and forested hills providing stunning vistas over
the Caribbean. St Thomas also has some of the best white-sand
beaches in the region: Magens Bay Beach is acclaimed as one of the
finest in the world, and the sparkling waters and coral reef of
Coki Bay are superb for snorkelling. Fabulous panoramas can be
viewed from Drake's Seat, a high point in the centre of the island
from where Sir Francis Drake used to watch for enemy ships.

Combining natural beauty with first-rate
amenities, St Thomas offers numerous activities on and off the
water, fine international cuisine and a variety of accommodation
including luxury hotels and villas.

Discover the yachting islands of the Caribbean Ships

Trustpilot Reviews

Recommended Deals like Discover the yachting islands of the Caribbean

14 Nights

Discover the yachting islands of the Caribbean

Scenic Ocean Cruises
Departure: February
VISITING: San Juan Culebra Island Saint John's Great Harbour, Jost Van Dyke Philipsburg Gustavia Little Bay Saint John's Gustavia Îles des Saintes Deshaies Barbuda Virgin Gorda Norman Island Saint Thomas
FROM PER PERSON* £ 9,526

Join the Crui.se Club

Points That Pay

Earn 25 points (£25) just for joining — and collect more on bookings, reviews, and referrals.

Exclusive Member Deals

Unlock off-market offers reserved only for Crui.se Club members.

Early Access Perks

Be the first to book with pre-launch notifications and special member-only booking windows.

Cruise With Confidence

Our mission at wordpress-1024654-4169282.cloudwaysapps.com is to help you and your loved one’s book and experience the best cruise holiday imaginable. We’re different in that, our customers come first, not our suppliers or profit margins. Get in touch and let us help you set sail.

ABTA protected

Over 20 cruise brands to choose from

Low deposits from £500

All Inclusive cruises

Best deals & discounts

Community driven

Brand agnostic

We take care of everything

Custom built cruise holidays