Oceania Cruises Caribbean: 16 nights from Boston with Insignia
Oct 27, 2025
United States, Bermuda, Saint Barthelemy, Antigua and Barbuda, Saint Lucia, Barbados, Grenada, Netherlands Antilles, Aruba
Cruise itinerary
Departure Port: Boston ➞
Landing: Miami
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Monday, October 27, 2025 - 6:00 PMBoston
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Tuesday, October 28, 2025 8:00 AM - 5:00 PMNewport
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Wednesday, October 29, 2025Navigation
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Thursday, October 30, 2025 10:00 AM - not foundHamilton
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Friday, October 31, 2025 not found - 6:00 AMHamilton
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Friday, October 31, 2025 8:00 AM - 4:00 PMSt. George's Island
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Saturday, November 1, 2025Navigation
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Sunday, November 2, 2025Navigation
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Monday, November 3, 2025 8:00 AM - 6:00 PMSaint-Barthélemy
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Tuesday, November 4, 2025 7:00 AM - 5:00 PMSaint Johns
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Wednesday, November 5, 2025 9:00 AM - 8:00 PMCastries
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Thursday, November 6, 2025 8:00 AM - 7:00 PMBridgetown
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Friday, November 7, 2025 7:00 AM - 1:00 PMSaint George
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Saturday, November 8, 2025 1:00 PM - 10:00 PMKralendijk
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Sunday, November 9, 2025 7:00 AM - 4:00 PMOranjestad
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Monday, November 10, 2025Navigation
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Tuesday, November 11, 2025Navigation
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Wednesday, November 12, 2025 6:00 AM 5:00 PMMiami

Boston
Boston is an American city to the core, exceptional for walks and cultural activities.
The Historic Heart of BostonBoston, one of the United States' oldest cities, is a treasure trove of American history. Founded in 1630, it played a pivotal role in the American Revolution, evident in landmarks like the Freedom Trail—a 2.5-mile journey through historic sites that tell the story of the nation's founding. From the cobblestone streets of Beacon Hill to the iconic grounds of Harvard University, Boston's rich past is intertwined with the American spirit of freedom and innovation, making it a must-visit for history enthusiasts.
Experiencing Boston's Distinctive ClimateBoston's climate offers a distinct experience of all four seasons. Spring blossoms in the Public Garden are a sight to behold, while summer brings warm, pleasant weather, perfect for exploring the city's waterfront and outdoor attractions. Fall in Boston is famously beautiful, with vibrant foliage transforming the city into a palette of fiery hues. Winters are cold and snowy, offering a picturesque, if brisk, landscape. This variety allows visitors to enjoy a different facet of Boston's charm, no matter when they visit.
Must-Visit Attractions in BostonBoston's attractions are as diverse as its history is long. The Boston Common and Public Garden provide serene green spaces in the heart of the city. The Museum of Fine Arts and the Isabella Stewart Gardner Museum cater to art lovers, while Fenway Park offers a pilgrimage site for baseball fans. The historic North End neighborhood, with its winding streets and authentic Italian cuisine, showcases Boston's cultural diversity. These attractions make the city a fascinating destination for travelers and cruisers seeking a rich, immersive experience.
A Taste of Boston's Culinary SceneBoston's culinary scene is a blend of traditional New England fare and contemporary cuisine. Seafood lovers can indulge in fresh lobster, clam chowder, and oysters, reflecting the city's coastal heritage. The North End, known as Boston's Little Italy, offers authentic Italian dishes, while innovative chefs throughout the city push the boundaries of culinary arts. From food trucks to fine dining, Boston's food landscape is a testament to its cultural melting pot.
Embarking on a Cruise from BostonFor those eager to explore the seas, Boston's port is a gateway to a variety of cruise destinations, including the picturesque New England coast, the rugged beauty of Atlantic Canada, and the historic cities of Europe. Embarking on a cruise from Boston not only offers a convenient starting point but also the chance to extend your stay in this historic city, blending the experience of America's rich history with the adventure of the open sea. With its combination of historic sites, cultural attractions, and culinary delights, Boston is an ideal embarkation point for a memorable cruise journey.

Newport
With its summer cottages, palaces and its status as the old yachting capital, Newport is the quintessential playground of American aristocracy.
Still, this harbor city is more than ship models and palaces. A waterfront with a wide view of sprawling Narragansett Bay—is still the soul of Newport, and gorgeous estates along Bellevue Avenue have not lost their glamour. But in a city that seems, on the surface, so intact from time, there's an undercurrent of youthful movement. Ambitious restaurants, a raucous nightlife, and an ever-flourishing surf culture belie Newport's poised reputation.
Hamilton
Hamilton, the lively capital of Bermuda, attracts visitors with its unique mix of British charm and Carribean vivacity. This small but fascinating city is a melting pot of cultures, history and natural beauty. Hamilton cruises offer the opportunity to discover the essence of Bermuda. Sailing through this island where Turkish water and pastel coloured houses create a picture postcard landscape.
A walk along Front Street, the heart of Hamilton, reveals a sequence of colonial buildings, luxury boutiques, art galleries and outdoor cafés. This street near the sea is the best place to immerse yourself in the local atmosphere, taste local dishes and appreciate the ships in the port. Hamilton is also famous for its flourishing vegetation and well-kept gardens such as Fort Hamilton Park where you can admire a breathtaking sight of the city and the ocean.
Beyond its urban attractions, Hamilton is an ideal starting point for exploring Bermuda's natural beauties. The Crystal caves, with their astonishing formations of stalactites and stalagmites suspended above crystal-clear waters, offer an unforgettable subterranean adventure. For sea lovers, with its pink sand and clear water, the Crystal caves can be easily be reached from Hamilton. There, you can relax and have fun.
Hamilton, the vibrant capital of Bermuda, enchants visitors with its unique mix of British charm and Caribbean vivacity. This small but fascinating city is a crossroads of cultures, history, and natural beauty, all enveloped in a relaxed and welcoming atmosphere. Cruises to Hamilton offer an unmissable opportunity to discover the essence of Bermuda, sailing to this island where turquoise waters and pastel-colored houses create a postcard landscape.
A walk along Front Street, the beating heart of Hamilton, reveals a sequence of colonial buildings, luxury boutiques, art galleries, and open-air cafes. This waterfront street is the ideal place to immerse yourself in local life, savor fresh seafood dishes, and admire the boats swaying in the harbor. Hamilton is also famous for its lush gardens and well-kept parks, such as Fort Hamilton Park, from which you can enjoy a breathtaking view of the city and the ocean.
In addition to its urban attractions, Hamilton serves as a base for exploring the natural wonders of Bermuda. The Crystal Caves, with their amazing formations of stalactites and stalagmites suspended above crystal clear waters, offer an unforgettable underground adventure. For sea lovers, the beaches of Bermuda, such as the famous Horseshoe Bay, with its pink sand and clear waters, are easily accessible from Hamilton, promising days of relaxation and fun in the sun.
Participating in a cruise that touches Hamilton is an experience that combines the discovery of a rich and varied culture with the pleasure of immersing yourself in natural landscapes of extraordinary beauty. Hamilton, with its relaxed lifestyle, fascinating history, and enchanting beaches, promises an unforgettable stay in one of the most exclusive and enchanting places in the world.

Hamilton
Hamilton, the lively capital of Bermuda, attracts visitors with its unique mix of British charm and Carribean vivacity. This small but fascinating city is a melting pot of cultures, history and natural beauty. Hamilton cruises offer the opportunity to discover the essence of Bermuda. Sailing through this island where Turkish water and pastel coloured houses create a picture postcard landscape.
A walk along Front Street, the heart of Hamilton, reveals a sequence of colonial buildings, luxury boutiques, art galleries and outdoor cafés. This street near the sea is the best place to immerse yourself in the local atmosphere, taste local dishes and appreciate the ships in the port. Hamilton is also famous for its flourishing vegetation and well-kept gardens such as Fort Hamilton Park where you can admire a breathtaking sight of the city and the ocean.
Beyond its urban attractions, Hamilton is an ideal starting point for exploring Bermuda's natural beauties. The Crystal caves, with their astonishing formations of stalactites and stalagmites suspended above crystal-clear waters, offer an unforgettable subterranean adventure. For sea lovers, with its pink sand and clear water, the Crystal caves can be easily be reached from Hamilton. There, you can relax and have fun.
Hamilton, the vibrant capital of Bermuda, enchants visitors with its unique mix of British charm and Caribbean vivacity. This small but fascinating city is a crossroads of cultures, history, and natural beauty, all enveloped in a relaxed and welcoming atmosphere. Cruises to Hamilton offer an unmissable opportunity to discover the essence of Bermuda, sailing to this island where turquoise waters and pastel-colored houses create a postcard landscape.
A walk along Front Street, the beating heart of Hamilton, reveals a sequence of colonial buildings, luxury boutiques, art galleries, and open-air cafes. This waterfront street is the ideal place to immerse yourself in local life, savor fresh seafood dishes, and admire the boats swaying in the harbor. Hamilton is also famous for its lush gardens and well-kept parks, such as Fort Hamilton Park, from which you can enjoy a breathtaking view of the city and the ocean.
In addition to its urban attractions, Hamilton serves as a base for exploring the natural wonders of Bermuda. The Crystal Caves, with their amazing formations of stalactites and stalagmites suspended above crystal clear waters, offer an unforgettable underground adventure. For sea lovers, the beaches of Bermuda, such as the famous Horseshoe Bay, with its pink sand and clear waters, are easily accessible from Hamilton, promising days of relaxation and fun in the sun.
Participating in a cruise that touches Hamilton is an experience that combines the discovery of a rich and varied culture with the pleasure of immersing yourself in natural landscapes of extraordinary beauty. Hamilton, with its relaxed lifestyle, fascinating history, and enchanting beaches, promises an unforgettable stay in one of the most exclusive and enchanting places in the world.

St. George's Island

Saint-Barthélemy

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.
Fascinating History of Saint Johns in Antigua and BarbudaSaint 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.
Tropical Climate and Sunny DaysSaint 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.
Top Attractions and Places to Explore in Saint JohnsSaint 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.
Local Cuisine: Authentic Flavors of Antigua and BarbudaThe 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.
Embark on an Unforgettable Cruise from Saint JohnsTo 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.

Castries
St Lucia is renowned for its beautiful beaches. The most popular is Vigie Beach, a beautiful curve of golden sand, dotted with swaying palm trees.
St. Lucia has been part of the British Commonwealth since 1803. But before that, it was often occupied by the French, whose influences are evident in much of the island's culture. Castries offers a colorful local market and great shopping. And the surrounding areas offer lush rainforests, impressive waterfalls, beautiful beaches and sulfur springs. Admire the beautiful coast of Santa Lucia from the deck of a catamaran. You will have an unbeatable view of the landscape and you will get an exhilarating ride.

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.

Saint George
Bermuda's Historic Charms from Saint George!Set sail on a delightful cruise from Saint George, Bermuda, a charming and historic town that is a UNESCO World Heritage site. With its pastel-colored buildings, narrow alleyways, and rich colonial past, Saint George offers a picturesque and tranquil departure point for your island escape. Experience the unique blend of British heritage and island serenity before embarking on a journey filled with sun, relaxation, and unforgettable Bermudan discoveries.

Kralendijk
Kralendijk is the capital of the island of Bonaire in the Dutch Antilles, located in the Caribbean Sea off the coast of Venezuela. Surrounded by a coral reef that makes its fame worldwide, the city has a rich cultural heritage that attracts many tourists every year, thanks to its rich flora and fauna. The island of Bonaire was discovered by Alonso de Ojeda and Amerigo Vespucci in 1499, it was then part of Spanish territory. Then, in 1633, it was the turn of the Dutch to own the island. Subsequently, the Dutch Antilles became French, in 1805, after the conquest of Napoleon. In 1816, following the Treaty of Paris, it was returned to the hands of the Dutch. The abolition of slavery date occurred in 1863. Almost a century later, in 1943, Flamingo International Airport was built, promoting the development of the island. Bonaire obtained its independence on October 10, 2010. The boomerang-shaped port is full of cruise ships that stop to allow a visit to tourists. The city of Kralendijk offers paved roads with some shops, restaurants, and bars on the waterfront. Nearby is Fort Orange, built in 1639 to defend Bonaire's main port. The center of Kralendijk is the ideal place for shopping, shops are generally open from 8 am to noon and from 2 pm to 6 pm. This place is much quieter and more relaxed than the other ports in the Dutch Antilles. The splendid Bonaire National Park is considered one of the best diving destinations in the Caribbean, while Washington-Slagbaai Park in Brandaris is the highest point on the island. Other popular sites to see are the salt pyramids and the Willemstoren lighthouse.

Oranjestad
Oranjestad, the historic Dutch capital of Aruba, is located along the picturesque south coast, and it is considered a paradise for the senses by every tourist.
Boutiques, exclusive shops, street vendors, casinos and a wide range of restaurants, discos and bars make Orajestad a very popular tourist destination in Aruba. In addition to shops, restaurants and entertainment, in the city you can visit museums, a butterfly farm, art galleries, golf, historical sites and a functional touristic port. The colonization of the island by Netherlands is demonstrated in Dutch colonial architecture that is mixed with distinctly Caribbean brightly coloured buildings.
Boutiques, exclusive shops, street vendors, casinos and a wide range of restaurants, discos and bars, make Oranjestad, a super popular tourist destination in Aruba. In addition to shops, restaurants and entertainment, this capital city of the island offers museums, a butterfly farm, art galleries, golf, historical sites and a functional marina. The colonization of the island by the Netherlands is demonstrated in Dutch colonial architecture, mixed with buildings with distinctly Caribbean bright colors.

Miami
Cruises departing from Miami: itineraries and offers!Miami is the most important city in Florida and is the ideal departure port for a Caribbean cruise. This city, founded at the end of the 1800s, is cosmopolitan and ready to welcome tourists with maximum comfort. Every day ships from the best companies set sail from Miami with itineraries ranging from 3 to 21 nights: discover all the cruises from Miami on our website and book your next vacation at unbeatable prices!
A Glimpse into Miami's Rich HistoryMiami, a vibrant city known for its dynamic culture and scenic beauty, holds a rich tapestry of history that dates back centuries. Initially inhabited by the Tequesta Native Americans and later claimed by Spain, Miami has transformed from a mangrove swamp into a bustling metropolis. The city's strategic location made it a crucial hub for trade and migration, contributing to its diverse cultural heritage. This fascinating blend of influences is evident in its architecture, traditions, and vibrant communities, making Miami a unique American city with a story to tell at every corner.
The Alluring Climate of MiamiMiami's climate is a major draw for visitors from around the globe. With warm, sunny weather year-round, it offers an eternal summer that appeals to sun-seekers and adventurers alike. The city enjoys a tropical monsoon climate, featuring hot, humid summers and warm, dry winters. This delightful weather allows for a plethora of outdoor activities, from sunbathing on its world-renowned beaches to exploring its lush, tropical landscapes. Miami's inviting climate makes it an ideal destination wishing to escape colder regions, promising a warm welcome in any season.
Must-Visit Attractions and SitesMiami is a treasure trove of attractions, catering to every interest. South Beach, known for its stunning Art Deco architecture and vibrant nightlife, is a must-visit. Art enthusiasts will revel in the colorful street art of Wynwood Walls, while history buffs can explore the ancient Spanish Monastery. For a taste of nature, the Everglades National Park offers thrilling airboat tours. Additionally, Miami serves as a gateway to the Bahamas and the Caribbean, making it a perfect starting point for cruises.
Savoring Miami's Local CuisineThe culinary scene in Miami is as diverse as its population, offering a fusion of flavors from around the world. Cuban influence is paramount, with local staples such as Cubano sandwiches and cafecito. Seafood lovers will delight in the fresh catches available, highlighted in dishes like ceviche and stone crab claws. The city's vibrant food scene is a reflection of its multicultural makeup, offering an adventure for the palate and an essential aspect of the Miami experience.
Embark on a Journey from MiamiFor those enchanted by the allure of the sea, Miami is not just a destination but a beginning. This city, with its state-of-the-art cruise terminals, is a premier starting point for voyages across the Caribbean, Mexico, and beyond. Embracing Miami's eclectic spirit, vibrant culture, and scenic beauty can only be matched by the adventures that await on a cruise originating from this dynamic city. With exclusive deals and packages available, there's no better time to embark on a journey that begins in Miami, promising an unforgettable experience on the high seas.