Caribbean Holiday Cruise: San Juan, St. Barts & Curacao

19 days

No departures scheduled

Request price

Itinerary

day 1 | San Juan (Puerto Rico)

If you associate Puerto Rico's capital with the colonial streets of Old San Juan, then you know only part of the picture. San Juan is a major metropolis, radiating out from the bay on the Atlantic Ocean that was discovered by Juan Ponce de León. More than a third of the island's nearly 4 million citizens proudly call themselves sanjuaneros. The city may be rooted in the past, but it has its eye on the future. Locals go about their business surrounded by colonial architecture and towering modern structures.By 1508 the explorer Juan Ponce de León had established a colony in an area now known as Caparra, southeast of present-day San Juan. He later moved the settlement north to a more hospitable peninsular location. In 1521, after he became the first colonial governor, Ponce de León switched the name of the island—which was then called San Juan Bautista in honor of St. John the Baptist—with that of the settlement of Puerto Rico ("rich port").Defended by the imposing Castillo San Felipe del Morro (El Morro) and Castillo San Cristóbal, Puerto Rico's administrative and population center remained firmly in Spain's hands until 1898, when it came under U.S. control after the Spanish-American War. Centuries of Spanish rule left an indelible imprint on the city, particularly in the walled area now known as Old San Juan. The area is filled with cobblestone streets and brightly painted, colonial-era structures, and its fortifications have been designated a UNESCO World Heritage Site.Old San Juan is a monument to the past, but most of the rest of the city is planted firmly in the 21st century and draws migrants island-wide and from farther afield to jobs in its businesses and industries. The city captivates residents and visitors alike with its vibrant lifestyle as well as its balmy beaches, pulsing nightclubs, globe-spanning restaurants, and world-class museums. Once you set foot in this city, you may never want to leave.


day 2 | Charlotte Amalie

St. Thomas rises from turquoise waters fringed by white-sand beaches, its deep harbor dotted with sailboats and framed by lush tropical foliage. Its capital, Charlotte Amalie, was founded in 1666 and reflects centuries of history in pastel facades, red-tiled roofs and cobblestoned lanes shaded by flowering trees. Impressionist painter Camille Pissarro was born here in 1830 and his childhood stone house still stands along Main Street. Overlooking the harbor, Fort Christian—the oldest structure in the Virgin Islands—once shielded Danish settlers from pirates and rival powers.


day 3 | Virgin Gorda


day 4 | Saint John's

With its superb beaches, historical attractions and beautiful coral reefs, Antigua provides a host of diversions. It is said that the island contains 365 beaches, one for every day of the year. Antigua maintains its traditional West Indian character, with gingerbread-house style architecture, calypso music and carnival festivities. St John’s has been the administrative capital since the island’s colonisation in 1632, and has been the seat of government since it gained independence in 1981. From the port you can explore the colourful Redcliffe district, with its restored wooden houses, and Heritage Quay with its shopping mall and craft shops. The city has some fine examples of Colonial architecture, including the twin-towered cathedral, built in 1845 and considered one of the finest church buildings in the Caribbean. All coaches in Antigua are operated by smaller vehicles, and commentary will be given by a driver/guide.


day 5 | Gustavia

Gustavia is the capital and main harbor town of Saint Barthélemy in the Caribbean Sea. It is known for its beautiful waterfront, luxury yachts, and charming streets lined with shops and restaurants. The town was named after King Gustav III, reflecting the island’s historical connection to Sweden. Visitors enjoy its scenic beaches, colorful buildings, and relaxed atmosphere. Gustavia is a popular destination for tourists seeking both natural beauty and modern comforts.


day 6 | Saint Pierre

Today, step into the storied past of Martinique’s former capital, once affectionately known as the “Little Paris of the West Indies”. This stunning island, beloved by celebrities and a favourite retreat of the late HRH Princess Margaret, offers a captivating blend of heritage and charm.  Stroll along its charming cobbled streets, where echoes of history blend seamlessly with the island’s vibrant culture. Discover the beautifully restored ruins of historic buildings, delve into the fascinating exhibits at the Musée Volcanologique, and visit the magnificent Château Depaz, an elegant estate home to a renowned rum distillery. Today you might have the opportunity to enjoy marina activities such as kayaking, paddle boarding, and snorkeling, for an unforgettable experience on the water.


day 7 | Port Elizabeth, Bequia

Bequia is a Carib word meaning "island of the cloud." Hilly and green with several golden-sand beaches, Bequia is 9 miles (14½ km) south of St. Vincent's southwestern shore; with a population of 5,000, it's the largest of the Grenadines. Although boatbuilding, whaling, and fishing have been the predominant industries here for generations, sailing has now become almost synonymous with Bequia. Admiralty Bay is a favored anchorage for both privately owned and chartered yachts. Lodgings range from comfortable resorts and villas to cozy West Indian—style inns. Bequia's airport and the frequent ferry service from St. Vincent make this a favorite destination for day-trippers, as well. The ferry docks in Port Elizabeth, a tiny town with waterfront bars, restaurants, and shops where you can buy handmade souvenirs—including the exquisitely detailed model sailboats that are a famous Bequia export. The Easter Regatta is held during the four-day Easter weekend, when revelers gather to watch boat races and celebrate the island's seafaring traditions with food, music, dancing, and competitive games.To see the views, villages, beaches, and boatbuilding sites around Bequia, hire a taxi at the jetty in Port Elizabeth. Several usually line up under the almond trees to meet each ferry from St. Vincent.


day 9 | Scarborough

Together, the islands of Trinidad and Tobago make up a state and as such are an independent member of the British Commonwealth. Located just off the coast of Venezuela, both islands are excellent getaways offering different attractions. While Trinidad pulses with life, the smaller and unspoiled island of Tobago is the place for a restful and relaxing holiday. Most of its appeal lies in the beautiful scenery and the availability of outdoor activities. The tourist area is concentrated on the southwestern end, about six miles from the island’s capital of Scarborough. The recently completed deep water harbor with its new cruise terminal has helped to spruce up the town a bit. Although not warranting an extended visit, Scarborough features interesting Botanic Gardens, a few historical buildings and the well-maintained Fort King George, located above the town. The primary appeal, however, lies without doubt in the great outdoors - swimming, snorkeling, diving, fishing, golfing, playing tennis or simply relaxing on Tobago's glorious beaches.


day 10 | Mayreau Island

The small island of Mayreau, just one and 1/2 square miles in area (3.9 square kilometres) is the smallest inhabited island of The Grenadines, and is part of the independent state of St.Vincent in the eastern Caribbean Sea. Two of the best known islands in The Grenadines are Mustique and Bequia, the second largest island in this group. The Grenadine Islands are strung out in a gentle sweep between St.Vincent and Grenada. Most visitors to Mayreau arrive from cruise ships, on the regular ferry, or by yacht. There are no proper roads on the island, only a few vehicles, no airport and only a single unnamed village. Mayreau and the neighboring Tobago Cays are very popular for divers and snorkellers. Saline Bay, on the west coast of the island, has a wonderful broad beach and a few local vendors selling T-shirts and local craft. A climb up the road to the hilltop village on the island provides breathtaking views across Mayreau, Canouan, the Tobago Cays and Carriacou.


day 11 | Bridgetown

Located beside the island’s only natural harbour, the capital of Barbados combines modern and colonial architecture with glorious palm tree-lined beaches and a number of historical attractions. Experience the relaxed culture of the city renowned for its British-style parliament buildings and vibrant beach life, and seek out the Anglican church and the 19th-century Barbados Garrison. The distance between the ship and your tour vehicle may vary. This distance is not included in the excursion grades.


day 13 | Willemstad

Dutch settlers came here in the 1630s, about the same time they sailed through the Verazzano Narrows to Manhattan, bringing with them original red-tile roofs, first used on the trade ships as ballast and later incorporated into the architecture of Willemstad. Much of the original colonial structures remain, but this historic city is constantly reinventing itself and the government monument foundation is always busy restoring buildings in one urban neighborhood or another. The salty air causes what is called "wall cancer" which causes the ancient abodes to continually crumble over time. The city is cut in two by Santa Anna Bay. On one side is Punda (the point)—crammed with shops, restaurants, monuments, and markets and a new museum retracing its colorful history. And on the other side is Otrobanda (literally meaning the "other side"), with lots of narrow, winding streets and alleyways (called "steekjes" in Dutch), full of private homes notable for their picturesque gables and Dutch-influenced designs. In recent years the ongoing regeneration of Otrobanda has been apparent, marked by a surge in development of new hotels, restaurants, and shops; the rebirth, concentrated near the waterfront, was spearheaded by the creation of the elaborate Kura Hulanda complex.There are three ways to cross the bay: by car over the Juliana Bridge; by foot over the Queen Emma pontoon bridge (locally called "The Swinging Old Lady"); or by free ferry, which runs when the pontoon bridge is swung open for passing ships. All the major hotels outside town offer free shuttle service to town once or twice daily. Shuttles coming from the Otrobanda side leave you at Riffort. From here it's a short walk north to the foot of the pontoon bridge. Shuttles coming from the Punda side leave you near the main entrance to Ft. Amsterdam.


day 14 | Oranjestad

Aruba's capital is easily explored on foot. Its palm-lined central thoroughfare runs between old and new pastel-painted buildings of typical Dutch design (Spanish influence is also evident in some of the architecture). There are a lot of malls with boutiques and shops—the Renaissance mall carries high-end luxury items and designer fashions. A massive renovation in downtown has given Main Street (a.k.a. Caya G. F. Betico Croes) behind the Renaissance Resort a whole new lease on life: boutique malls, shops, and restaurants have opened next to well-loved family-run businesses. The pedestrian-only walkway and resting areas have unclogged the street, and the new eco-trolley is free and a great way to get around. At this writing, Linear Park was well and will showcase local merchants and artists. There will be activities along a boardwalk that will eventually run all the way to the end of Palm Beach, making it the longest of its kind in the Caribbean.


day 16 | Castries

The typical image of a lush tropical paradise comes to life on the friendly island of St Lucia. Despite its small size – just 27 miles long and 14 miles wide – St Lucia is rich in natural splendour with dense emerald rainforest, banana plantations and orchards of coconut, mango and papaya trees. The twin peaks of Les Pitons, now a UNESCO World Heritage Site rise dramatically 2,000 feet into the sky and dominate the island. Look out for unusual birds with brilliant plumage such as the St Lucia parrot, see a surprising diversity of exotic flora and enjoy the warm hospitality of the islanders in the small villages and open-air markets. Please be aware that St Lucia is a small, mountainous island, with steep, winding and bumpy roads. Customers with back and neck problems should take this into consideration when booking an excursion.


day 17 | Charlestown (Nevis)

Glorious golden beaches, fiery sunsets, and verdant tropical backdrops await at Nevis - a picturesque sliver of Caribbean heaven, and the smaller twin of Saint Kitts. The sight of the island's golden sands, lying before the verdant backdrop of Nevis Peak's clouded taper, is sure to mesmerize you - just as it moved Christopher Columbus, the first European to encounter these majestic islands in 1493. Charlestown serves as the laidback capital of Nevis and is peppered with a charming assortment of baby blue colonial architecture. The perfume of incense hangs heavy in the air at the Botanical Gardens of Nevis - where orchids open up in the bright sunshine, and fountains trickle among the green haven of tropical plants. The simple pleasure of a vivid sunset is one of a myriad of reasons why Nevis is such a sought-after destination, and the nightly explosions of salmon-pinks and blood-reds that spill across the sky never fade in impact. Head to the magnificent Pinney's Beach - which stretches for more than three miles - to stroll through turquoise water and caramel-colored sand. Lovers Beach offers an alternative flavor in a quieter, breathlessly romantic setting - laying out views across the Atlantic rollers to St Kitts before you. Shipwrecks wait, strewn just offshore, and enthusiastically embraced by abundant marine life. Scuba dive to explore the skeletal wrecks firsthand, as clownfish zip between the broken boughs of doomed vessels. Booby High Shoals is a popular diving spot where you can meet curious sea turtles, gliding through the water.


day 18 | Frederiksted, Saint Croix

The largest of the US Virgin Islands, St. Croix’s rural expanses are dotted with the preserved ruins of sugar mills. Nestled on its western shores, historic Frederiksted is anchored by the stately Fort Frederik, an 18th-century Danish stronghold. The crimson walls of this fortress stand in stark contrast to the turquoise waters of the naturally deep harbor, which lured settlers during the colonial era. At sea, St. Croix’s reefs teem with vibrant marine life, while beyond the waterfront, quiet streets lined with neoclassical and Victorian architecture lead to shaded squares.


day 19 | San Juan (Puerto Rico)

If you associate Puerto Rico's capital with the colonial streets of Old San Juan, then you know only part of the picture. San Juan is a major metropolis, radiating out from the bay on the Atlantic Ocean that was discovered by Juan Ponce de León. More than a third of the island's nearly 4 million citizens proudly call themselves sanjuaneros. The city may be rooted in the past, but it has its eye on the future. Locals go about their business surrounded by colonial architecture and towering modern structures.By 1508 the explorer Juan Ponce de León had established a colony in an area now known as Caparra, southeast of present-day San Juan. He later moved the settlement north to a more hospitable peninsular location. In 1521, after he became the first colonial governor, Ponce de León switched the name of the island—which was then called San Juan Bautista in honor of St. John the Baptist—with that of the settlement of Puerto Rico ("rich port").Defended by the imposing Castillo San Felipe del Morro (El Morro) and Castillo San Cristóbal, Puerto Rico's administrative and population center remained firmly in Spain's hands until 1898, when it came under U.S. control after the Spanish-American War. Centuries of Spanish rule left an indelible imprint on the city, particularly in the walled area now known as Old San Juan. The area is filled with cobblestone streets and brightly painted, colonial-era structures, and its fortifications have been designated a UNESCO World Heritage Site.Old San Juan is a monument to the past, but most of the rest of the city is planted firmly in the 21st century and draws migrants island-wide and from farther afield to jobs in its businesses and industries. The city captivates residents and visitors alike with its vibrant lifestyle as well as its balmy beaches, pulsing nightclubs, globe-spanning restaurants, and world-class museums. Once you set foot in this city, you may never want to leave.


Meet your expedition cruise experts

Australia and
Latin America

DISCLAIMER: Rates are per person, subject to availability and can change at any time

Subscribe to our free newsletter

Receive exclusive offers and updates directly to your inbox


Head Office

CRUISE NORWAY
373 Broadway, Suite C1

New York, NY 10013, USA

Cruise Norway International

Tallinn, Estonia

[email protected]

Contact us

U.S. & Canada Toll Free: 1-888-538-8652
Europe & Global: +372 5299 832 / WhatsApp
Germany: +49 156 7820 3775 / WhatsApp
Australia: +61 7 537 95922 / WhatsApp
India: +91 98300 53005 / WhatsApp


•
About Cruise Norway
•
Contact Us
•
Home
•
Offers
•
Insights
•
Privacy Policy
•
Best Price Promise
Compare trips (0)
28 years ©2026 Cruise Norway. All Rights Reserved.