San Juan (Puerto Rico), Puerto Rico

Location

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.

San Juan (Puerto Rico), Puerto Rico Itineraries

14 Nights

Fort Lauderdale to Fort Lauderdale

Departure Date
22 Dec 25
Cruise Line Silversea
Cruise Type Ocean
Ship Silver Dawn
Region Caribbean
Departure Port Fort Lauderdale, Florida
Destination Port Fort Lauderdale, Florida
Itinerary
Fort Lauderdale, Florida, Grand Turk Island, Saint Thomas, Basseterre, Saint Kitts, Roseau, Port Elizabeth, Bequia, Fort-de-France, Saint John's, San Juan (Puerto Rico) and Fort Lauderdale, Florida

From £9,700pp

Plus substantial savings from Deluxe Cruises

14 Nights

An Extended Journey of Caribbean Festivities and West Indies Coastal Wonders

Departure Date
22 Dec 25
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA II
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Ocean Cay, MSC Marine Reserve, Charlotte Amalie, Spanish Town, Virgin Gorda, Marigot, San Juan (Puerto Rico), Road Bay, Cruz Bay, Saint John, Puerto Plata, Key West, Florida and Miami, Florida

From £9,225pp

Plus substantial savings from Deluxe Cruises

7 Nights

A Journey of Holiday Festivities and Unwrapping Gifts of Sand and Sun

Departure Date
22 Dec 25
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA II
Region Caribbean
Departure Port Miami, Florida
Destination Port San Juan (Puerto Rico)
Itinerary
Miami, Florida, Ocean Cay, MSC Marine Reserve, Charlotte Amalie, Spanish Town, Virgin Gorda, Marigot and San Juan (Puerto Rico)

From £3,740pp

Plus substantial savings from Deluxe Cruises

7 Nights

Bridgetown to San Juan

Departure Date
22 Dec 25
Cruise Line Silversea
Cruise Type Ocean
Ship Silver Spirit
Region Caribbean
Departure Port Bridgetown
Destination Port San Juan (Puerto Rico)
Itinerary
Bridgetown, Castries, Saint George's, Philipsburg, Saint John's, Sopers Hole, Tortola and San Juan (Puerto Rico)

From £4,800pp

Plus substantial savings from Deluxe Cruises

14 Nights

Eastern Caribbean Cruise: Sint Maarten, Martinique & Saint Lucia

Departure Date
23 Dec 25
Cruise Line Azamara
Cruise Type Ocean
Ship Azamara Onward
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, San Juan (Puerto Rico), Philipsburg, Saint Pierre, Castries, Saint George's, Bridgetown, Basseterre, Saint Kitts, Road Town, Tortola and Miami, Florida

From Please Call

Plus substantial savings from Deluxe Cruises

14 Nights

Fort Lauderdale to Fort Lauderdale

Departure Date
23 Dec 25
Cruise Line Silversea
Cruise Type Ocean
Ship Silver Ray
Region Caribbean
Departure Port Fort Lauderdale, Florida
Destination Port Fort Lauderdale, Florida
Itinerary
Fort Lauderdale, Florida, San Juan (Puerto Rico), Saint John Island, Basseterre, Saint Kitts, Deshaies, Fort-de-France, Soufrière, Saint John's, Spanish Town, Virgin Gorda and Fort Lauderdale, Florida

From Please Call

Plus substantial savings from Deluxe Cruises

14 Nights

Discover the yachting islands of the Caribbean

Departure Date
27 Dec 25
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Azzurra
Region Caribbean
Departure Port Antigua
Destination Port Antigua
Itinerary
Antigua, Barbuda, Îles des Saintes, Deshaies, Gustavia, Virgin Gorda, Norman Island, San Juan (Puerto Rico), Culebra Island, Saint John Island, Great Harbour, Jost Van Dyke, Norman Island, Philipsburg, Gustavia, Little Bay and Antigua

From Please Call

Plus substantial savings from Deluxe Cruises

7 Nights

Caribbean Yachting Discovery

Departure Date
27 Dec 25
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Azzurra
Region Caribbean
Departure Port Antigua
Destination Port San Juan (Puerto Rico)
Itinerary
Antigua, Barbuda, Îles des Saintes, Deshaies, Gustavia, Virgin Gorda, Norman Island and San Juan (Puerto Rico)

From Please Call

Plus substantial savings from Deluxe Cruises

7 Nights

Tropical New Year's II

Departure Date
28 Dec 25
Cruise Line SeaDream Yacht Club
Cruise Type Ocean
Ship SeaDream II
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Charlotte Amalie
Itinerary
San Juan (Puerto Rico), White Bay, Jost Van Dyke, Gustavia, Gustavia, Gustavia, Sandy Ground, Cruz Bay, Saint John and Charlotte Amalie

From £7,954pp

Plus substantial savings from Deluxe Cruises

7 Nights

San Juan (Puerto Rico) Roundtrip

Departure Date
28 Dec 25
Cruise Line The Ritz-Carlton Yacht Collection
Cruise Type Ocean
Ship Ilma
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Marigot, Falmouth, Sandy Ground, Sandy Ground, Road Town, Tortola, Saint John Island and San Juan (Puerto Rico)

From £7,100pp

Plus substantial savings from Deluxe Cruises

8 Nights

A Journey from Miami to San Juan

Departure Date
29 Dec 25
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA I
Region Caribbean
Departure Port Miami, Florida
Destination Port San Juan (Puerto Rico)
Itinerary
Miami, Florida, Great Harbour, Jost Van Dyke, Deshaies, Bridgetown, Martinique, Basseterre, Saint Kitts and San Juan (Puerto Rico)

From £7,100pp

Plus substantial savings from Deluxe Cruises

15 Nights

An Extended Journey into Shimmering New Dawns and Caribbean Secrets

Departure Date
29 Dec 25
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA I
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Great Harbour, Jost Van Dyke, Deshaies, Bridgetown, Martinique, Basseterre, Saint Kitts, San Juan (Puerto Rico), Gustavia, Saint John's, Tortola, Road Bay and Miami, Florida

From £11,700pp

Plus substantial savings from Deluxe Cruises