We are open today until 4:00 pm. Call 020 7590 0610

San Juan to Cartagena

Summary

We start our Caribbean island-hopping adventure in San Juan, the vibrant capital of Puerto Rico. Sailing on to the British Virgin Islands, we arrive in idyllic Jost Van Dyke, named after a 17th-century Dutch privateer. Take a boat trip through the pristine waters, seek sunken treasure on a snorkeling adventure, or relax in one of the laidback bars. A day at sea provides ample time to unwind onboard before we arrive on the island of Aruba. Disembark to explore Oranjestad, the bustling and brightly colored harbor city, or set off on scenic catamaran and SUV adventures. Then we head for an overnight stay in our final destination, Cartagena, as rich in beauty as it is steeped in history.

Cruise line Crystal

Duration 5 nights

Type Ocean Cruise

Regions Caribbean,
Americas,
South America

Itinerary & Map

San Juan (Puerto Rico) → Cartagena 6 days · 5 ports · 1 sea day
Day 1 San Juan (Puerto Rico) Embark

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, radiat...

Full description
Day 2 Great Harbour, Jost Van Dyke

Jost Van Dyke, four miles long, is truly known as the 'barefoot island'. The smallest of the British Virgin Islands, it is known as a popular destination for ya...

Full description
Day 3 At Sea
Day 4 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 (Spani...

Full description
Day 5 Cartagena Overnight

Cartagena's magnificent city walls and fortresses, now a UNESCO World Heritage Site, enclose a well-restored historic center (the Cuidad Amurallada, or walled c...

Full description
Day 6 Cartagena Disembark

Cartagena's magnificent city walls and fortresses, now a UNESCO World Heritage Site, enclose a well-restored historic center (the Cuidad Amurallada, or walled c...

Full description
Scroll for all 6 days
Route overview map
Day 1 San Juan (Puerto Rico) Embark

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, radiat...

Full description
Day 2 Great Harbour, Jost Van Dyke

Jost Van Dyke, four miles long, is truly known as the 'barefoot island'. The smallest of the British Virgin Islands, it is known as a popular destination for ya...

Full description
Day 3 At Sea
Day 4 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 (Spani...

Full description
Day 5 Cartagena Overnight

Cartagena's magnificent city walls and fortresses, now a UNESCO World Heritage Site, enclose a well-restored historic center (the Cuidad Amurallada, or walled c...

Full description
Day 6 Cartagena Disembark

Cartagena's magnificent city walls and fortresses, now a UNESCO World Heritage Site, enclose a well-restored historic center (the Cuidad Amurallada, or walled c...

Full description

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.

Great Harbour, Jost Van Dyke

Jost Van Dyke, four miles long, is truly known as the 'barefoot island'. The smallest of the British Virgin Islands, it is known as a popular destination for yachts and is celebrated for its casual lifestyle, protected anchorages, fine beaches and beachfront restaurants and bars. The island has fewer than 200 inhabitants and they are widely known as a welcoming people. The island's name conjures up its rich, colorful past. Jost Van Dyke is said to have been named for an early Dutch settler, a former pirate. At Great Harbour, Little Harbour, and White Bay there are safe, protected bays and pristine beaches shaded with coconut palms and seagrape trees. Discover inviting shops selling local treasures, restaurants, and bars. 'The Painkiller', one of the Caribbean’s most popular drinks, originated at the Soggy Dollar Bar. Foxy’s and Gertrude's in White Bay are renowned for drinks made with the island's famous rum, frosty beers, and tales of pirates and sunken treasure. Explore Jost Van Dyke's history in the vegetation-covered ruins of centuries-old sugar mills, or on the old trails that crisscross the island. Revel in the natural beauty of the pristine, untouched beaches. Hike up to the highest spot on the island, Majohnny Point, and take in a stunning 360 degree view of the Caribbean. Relax in the natural 'bubble pool', a popular tourist attraction. Jost Van Dyke conjures up images of what the British Virgin Islands may have looked like many years ago.

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.

Cartagena

Cartagena's magnificent city walls and fortresses, now a UNESCO World Heritage Site, enclose a well-restored historic center (the Cuidad Amurallada, or walled city) with plazas, churches, museums, and shops that have made it a lively coastal vacation spot for South Americans and others. New hotels and restaurants make the walled city a desirable place to stay, and the formerly down-at-the-heels Getsemaní neighborhood attracts those seeking a bohemian buzz. The historic center is a small section of Cartagena; many hotels are in the Bocagrande district, an elongated peninsula where high-rise hotels overlook a long, gray-sand beach.When it was founded in 1533 by Spanish conquistador Pedro de Heredia, Cartagena was the only port on the South American mainland. Gold and silver looted from indigenous peoples passed through here en route to Spain and attracted pirates, including Sir Francis Drake, who in 1586 torched 200 buildings. Cartagena's walls protected the city's riches as well as the New World's most important African slave market.

Date & price

Why book with Wexas Travel?

At Wexas, we specialise in bespoke travel experiences. Our itineraries are just samples of what we can arrange, and can be changed depending on your precise needs, finances and ideas by our experienced destination specialists.

Contact one of our consultants on 020 7590 0610 to discuss how we can tailor your holiday.

Learn why Wexas is the leader in creating luxury holidays. What is tailor-made travel?

Expert advice & support

Visit us in our London office

Let our travel specialists curate the perfect holiday:

  • Inspirational ideas based on experience
  • Established for over 50 years
  • Tailor a holiday to your precise requirements
  • Personalised quotes and documentation

Every step of the way

Every step of the way

Our services are with you from start to finish:

  • Dedicated personal consultants
  • Free airport lounges on qualifying bookings
  • Care and guidance pre, post and during holiday
  • Full financial security: ATOL & ABTOT protected
Fri 27 Nov 2026
Enquire