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San Juan (Puerto Rico), 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.

Cruise Holidays Departing From San Juan (Puerto Rico), Puerto Rico

479 results Found

Innovative ships packed with endless activities
Reduced child fare
Perfect for families and activity-seekers
Excellent dining and attentive service
Aqua Theater and/or Ice rink on board
1 / 0
Rhapsody of the Seas

7 Night Southern Caribbean Cruise

Start:

San Juan (Puerto Rico)

End:

San Juan (Puerto Rico)

No Port Available

View Full Itinerary

Days:

8

Depart:

28 September 2025

Return:

5 October 2025

Royal Caribbean International

Inside from:

£432

 PP

Cruise & Flights from:

£1,160

 PP

Balcony from:

£1,330

 PP

Innovative ships packed with endless activities
Reduced child fare
Perfect for families and activity-seekers
Excellent dining and attentive service
Aqua Theater and/or Ice rink on board
1 / 0
Rhapsody of the Seas

7 Night Southern Caribbean Cruise

Start:

San Juan (Puerto Rico)

End:

San Juan (Puerto Rico)

No Port Available

View Full Itinerary

Days:

8

Depart:

5 October 2025

Return:

12 October 2025

Royal Caribbean International

Inside from:

£395

 PP

Outside from:

£401

 PP

Cruise & Flights from:

£1,174

 PP

Balcony from:

£1,527

 PP

Innovative ships packed with endless activities
Reduced child fare
Perfect for families and activity-seekers
Excellent dining and attentive service
Aqua Theater and/or Ice rink on board
Innovative ships packed with endless activities
Reduced child fare
Perfect for families and activity-seekers
Excellent dining and attentive service
Aqua Theater and/or Ice rink on board
Innovative ships packed with endless activities
Reduced child fare
Perfect for families and activity-seekers
Excellent dining and attentive service
Aqua Theater and/or Ice rink on board
Kids Club (3-17 years old)
Disney entertainment
Waterparks
Adult Only Area
Excellent service & cuisine
1 / 0
Rhapsody of the Seas

7 Night Southern Caribbean Cruise

Start:

San Juan (Puerto Rico)

End:

San Juan (Puerto Rico)

No Port Available

View Full Itinerary

Days:

8

Depart:

26 October 2025

Return:

2 November 2025

Royal Caribbean International

Inside from:

£484

 PP

Outside from:

£485

 PP

Balcony from:

£894

 PP

Cruise & Flights from:

£1,408

 PP

Innovative ships packed with endless activities
Reduced child fare
Perfect for families and activity-seekers
Excellent dining and attentive service
Aqua Theater and/or Ice rink on board
Kids Club (3-17 years old)
Disney entertainment
Waterparks
Adult Only Area
Excellent service & cuisine
1 / 0
Rhapsody of the Seas

6 Night Western Caribbean Cruise

Start:

San Juan (Puerto Rico)

End:

Tampa, Florida

No Port Available

View Full Itinerary

Days:

7

Depart:

2 November 2025

Return:

8 November 2025

Royal Caribbean International

Inside from:

£418

 PP

Outside from:

£425

 PP

Cruise & Flights from:

£1,247

 PP

Innovative ships packed with endless activities
Reduced child fare
Perfect for families and activity-seekers
Excellent dining and attentive service
Aqua Theater and/or Ice rink on board
Kids Club (3-17 years old)
Disney entertainment
Waterparks
Adult Only Area
Excellent service & cuisine
Adults -Only
Modern & Futuristic Ship Design
Fun, laid-back atmosphere
Exceptional dining
Immersive and interactive shows
All-Included
All Included
Extended Destination Days
Exclusive cultural events included
Small, intimate ships with a cosy and stylish design
All Included
Extended Destination Days
Exclusive cultural events included
Small, intimate ships with a cosy and stylish design

Showing 24 out of 479 results