Princess Cruises Caribbean: 14 nights from San Juan with Grand Princess
Jan 18, 2026

Saint Thomas

Even though it is only 32 sq km, St Thomas has 1 million things to do. Go shopping, sailing, snorkeling and city tours, diving and fine dining.

Enjoy the island's famous golf course, perfect images of beaches and spectacular nightlife. Take the Skyride 700 meters above the city for a breathtaking view, or climb the 99 steps to Charlotte Amalie for an incomparable view of the Caribbean. And if you are interested in culture and history, don't miss the second oldest synagogue in the Western Hemisphere, or the childhood home of Camille Pissarro, one of the most famous French Impressionists.

Philipsburg

Philipsburg is the capital of Sint Maarten in the Caribbean Sea. It is one of the best cruise ship ports in the Caribbean famous for shopping.

Philipsburg is the capital of the Dutch part of the island of St. Maarten, a Caribbean island divided into Dutch and French (Saint Martin). Business seekers flock to the duty-free shops and tax-free sales of the long Philipsburg shopping district. Visitors can also enjoy art galleries in the city, historical fortresses, casinos, and zoos, as well as Great Bay Beach and the boardwalk.

Saint Johns

Its ideal climate, the incredible landscape, a pleasant lifestyle and a beach for every day of the year make Saint John's a dream vacation destination.

Saint Johns, located in Antigua and Barbuda, has a captivating history that dates back to the colonial era. Founded by the British in the 17th century, the city played a significant role as a strategic port in the Caribbean Sea. Over the centuries, Saint Johns has evolved into a vibrant cultural and tourist hub, preserving traces of its colonial past in its architecture and traditions.

Saint Johns enjoys a tropical climate with warm temperatures and plenty of sunshine throughout the year. Summers are hot and humid, perfect for lounging on the white sandy beaches and swimming in the crystal-clear waters of the island. Winters are mild and dry, providing optimal conditions for exploring the city and its attractions without being hindered by rainfall.

Saint Johns offers a plethora of attractions that cater to all interests. The historic Nelson's Dockyard, a UNESCO World Heritage Site, showcases naval history and stunning views of English Harbour. The colorful markets of Redcliffe Quay are ideal for shopping for local crafts and souvenirs. Don't miss out on visiting Shirley Heights for panoramic vistas and lively sunset parties.

The culinary scene in Saint Johns reflects the rich gastronomic heritage of Antigua and Barbuda with dishes that tantalize the taste buds. Indulge in seafood delights like grilled lobster, spicy pepperpot stew, and sweet potato pudding. Sample local delicacies such as saltfish with fungee (cornmeal dish) and savor rum punch or Wadadli beer for a true taste of the islands.

To enhance your visit to Saint Johns in Antigua and Barbuda, consider booking a cruise departing from this picturesque city. Cruises around the surrounding islands offer breathtaking views of the turquoise Caribbean waters, pristine beaches, and vibrant coral reefs. Booking a cruise from Saint Johns guarantees unforgettable experiences and a deeper connection to the natural beauty of the Caribbean islands.

Dominica

Bridgetown

Bridgetown, an island located in the eastern part of the archipelago, is the capital of Barbodos islands. It is renowned for its duty-free shops and its cultural and historical attractions.
It is one of the most oldiest cities of the Carribean Islands; its architecture full of colonial buildings blending with warehouses and brash modern office blocks fascinates and entertains visitors. The center of the city is the Carenaggio, a tourist port that confines with the Parliament of Barbados (where are located two small fashinated history museums). Some of the most famous religious buildings are distant five minutes from the Parliament like Sant Micheal Cathedral and the synagogue.

Bridgetown is one of the oldest cities in the Caribbean; its architecture with balconies of colonial buildings blending with warehouses and brash modern office blocks fascinates and entertains visitors. The center of activity is the careenage, a marina that borders the Barbados Parliament (home to two small but fascinating local history museums). A number of the island's most important religious buildings are located within a five-minute walk of Parliament, including St. Michael's Cathedral and a synagogue.

San Juan

One of the largest islands in the eastern Caribbean, Puerto Rico's panorama includes mountains, caves, coral reefs, white sand beaches and an incredibly lush rainforest.

San Juan is the oldest city under the rule of the United States. San Juan is located in the northeast of Puerto Rico and features distinctly a century-old architecture, such as Spanish military fortresses built from 1540 to 1800, an active port, and a very active economic zone in the Hato Rey district. San Juan has magnificent beaches, hotels, squares, historical sites, and museums. San Juan is a Latin American city with Spanish culture mixed with African and Taíno traditions with American influence. The citizens of San Juan are very festive, as in the rest of the island.

Saint Thomas

Even though it is only 32 sq km, St Thomas has 1 million things to do. Go shopping, sailing, snorkeling and city tours, diving and fine dining.

Enjoy the island's famous golf course, perfect images of beaches and spectacular nightlife. Take the Skyride 700 meters above the city for a breathtaking view, or climb the 99 steps to Charlotte Amalie for an incomparable view of the Caribbean. And if you are interested in culture and history, don't miss the second oldest synagogue in the Western Hemisphere, or the childhood home of Camille Pissarro, one of the most famous French Impressionists.

Philipsburg

Philipsburg is the capital of Sint Maarten in the Caribbean Sea. It is one of the best cruise ship ports in the Caribbean famous for shopping.

Philipsburg is the capital of the Dutch part of the island of St. Maarten, a Caribbean island divided into Dutch and French (Saint Martin). Business seekers flock to the duty-free shops and tax-free sales of the long Philipsburg shopping district. Visitors can also enjoy art galleries in the city, historical fortresses, casinos, and zoos, as well as Great Bay Beach and the boardwalk.

Saint Johns

Its ideal climate, the incredible landscape, a pleasant lifestyle and a beach for every day of the year make Saint John's a dream vacation destination.

Saint Johns, located in Antigua and Barbuda, has a captivating history that dates back to the colonial era. Founded by the British in the 17th century, the city played a significant role as a strategic port in the Caribbean Sea. Over the centuries, Saint Johns has evolved into a vibrant cultural and tourist hub, preserving traces of its colonial past in its architecture and traditions.

Saint Johns enjoys a tropical climate with warm temperatures and plenty of sunshine throughout the year. Summers are hot and humid, perfect for lounging on the white sandy beaches and swimming in the crystal-clear waters of the island. Winters are mild and dry, providing optimal conditions for exploring the city and its attractions without being hindered by rainfall.

Saint Johns offers a plethora of attractions that cater to all interests. The historic Nelson's Dockyard, a UNESCO World Heritage Site, showcases naval history and stunning views of English Harbour. The colorful markets of Redcliffe Quay are ideal for shopping for local crafts and souvenirs. Don't miss out on visiting Shirley Heights for panoramic vistas and lively sunset parties.

The culinary scene in Saint Johns reflects the rich gastronomic heritage of Antigua and Barbuda with dishes that tantalize the taste buds. Indulge in seafood delights like grilled lobster, spicy pepperpot stew, and sweet potato pudding. Sample local delicacies such as saltfish with fungee (cornmeal dish) and savor rum punch or Wadadli beer for a true taste of the islands.

To enhance your visit to Saint Johns in Antigua and Barbuda, consider booking a cruise departing from this picturesque city. Cruises around the surrounding islands offer breathtaking views of the turquoise Caribbean waters, pristine beaches, and vibrant coral reefs. Booking a cruise from Saint Johns guarantees unforgettable experiences and a deeper connection to the natural beauty of the Caribbean islands.

Pointe à Pitre

Pointe à Pitre, one of the main cities on the island of Guadeloupe, is the perfect departure port for a cruise to discover the Caribbean and Antilles. Set sail from Pointe à Pitre aboard MSC Cruises and Costa Cruises ships for a perfect holiday at advantageous prices, on our site you will find all the available itineraries starting from €299, if your dream is the white beaches of the Caribbean do not wait, we have the right holiday for you!

Pointe à Pitre is located on the French island of Guadeloupe which is part of the Lesser Antilles. From this city numerous cruise ships depart to discover the most fascinating islands in the region such as Antigua, Dominica, Martinique, the Virgin Islands, Barbados and Montserrat.
Given its location, Pointe à Pitre is therefore the ideal port for a cruise in the Caribbean Sea: dive into the coral reef, admire the lush vegetation rich in hibiscus flowers, orchids and bougainvillea or taste savory dishes of Creole and French cuisine.
Those who wish to visit this city will also be fascinated by the colorful markets, especially the fish market, by the characteristic streets with craft shops and by the lively atmosphere that can be breathed while strolling through the city. Don't miss the opportunity to set sail from Pointe à Pitre for an unforgettable cruise to the Antilles!

The best time for a cruise from Pointe à Pitre is from December to May when the climate is drier and precipitation is almost absent. This makes the port of Pointe à Pitre ideal for a cruise during the Christmas holidays or during the coldest months in Europe, warm your winter with a Caribbean cruise with boarding from Pointe à Pitre!
The city of Pointe à Pitre is served by an international airport not far away, you can easily reach the port with flights from Italy and immediately experience a wonderful holiday. Browse the available departures listed by departure date below and choose the itinerary you prefer: the Caribbean Sea awaits you for an unforgettable cruise!

Bridgetown

Bridgetown, an island located in the eastern part of the archipelago, is the capital of Barbodos islands. It is renowned for its duty-free shops and its cultural and historical attractions.
It is one of the most oldiest cities of the Carribean Islands; its architecture full of colonial buildings blending with warehouses and brash modern office blocks fascinates and entertains visitors. The center of the city is the Carenaggio, a tourist port that confines with the Parliament of Barbados (where are located two small fashinated history museums). Some of the most famous religious buildings are distant five minutes from the Parliament like Sant Micheal Cathedral and the synagogue.

Bridgetown is one of the oldest cities in the Caribbean; its architecture with balconies of colonial buildings blending with warehouses and brash modern office blocks fascinates and entertains visitors. The center of activity is the careenage, a marina that borders the Barbados Parliament (home to two small but fascinating local history museums). A number of the island's most important religious buildings are located within a five-minute walk of Parliament, including St. Michael's Cathedral and a synagogue.

San Juan

One of the largest islands in the eastern Caribbean, Puerto Rico's panorama includes mountains, caves, coral reefs, white sand beaches and an incredibly lush rainforest.

San Juan is the oldest city under the rule of the United States. San Juan is located in the northeast of Puerto Rico and features distinctly a century-old architecture, such as Spanish military fortresses built from 1540 to 1800, an active port, and a very active economic zone in the Hato Rey district. San Juan has magnificent beaches, hotels, squares, historical sites, and museums. San Juan is a Latin American city with Spanish culture mixed with African and Taíno traditions with American influence. The citizens of San Juan are very festive, as in the rest of the island.