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

7 Nights

San Juan & the Virgin Islands

Departure Date
20 Feb 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Seeker
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Basseterre, Saint Kitts, Philipsburg, Gustavia, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)

From £2,813pp

Plus substantial savings from Deluxe Cruises

14 Nights

Star Collector: Lovely Leewards

Departure Date
20 Feb 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Seeker
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Basseterre, Saint Kitts, Philipsburg, Gustavia, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico), Philipsburg, Terre-de-Haut, Mayreau Island, Port Elizabeth, Bequia, Soufrière and San Juan (Puerto Rico)

From £4,714pp

Plus substantial savings from Deluxe Cruises

14 Nights

Star Collector: Lovely Leewards

Departure Date
20 Feb 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Seeker
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Basseterre, Saint Kitts, Philipsburg, Gustavia, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico), Philipsburg, Terre-de-Haut, Mayreau Island, Port Elizabeth, Bequia, Soufrière and San Juan (Puerto Rico)

From Please Call

Plus substantial savings from Deluxe Cruises

7 Nights

San Juan & the Virgin Islands

Departure Date
20 Feb 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Seeker
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Basseterre, Saint Kitts, Philipsburg, Gustavia, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)

From £4,796pp

Plus substantial savings from Deluxe Cruises

6 Nights

A Journey of Vibrant Landscapes & Island Calm

Departure Date
20 Feb 26
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA I
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Bridgetown
Itinerary
San Juan (Puerto Rico), Oranjestad, Willemstad, Kralendijk and Bridgetown

From £2,735pp

Plus substantial savings from Deluxe Cruises

17 Nights

An Extended Journey into Tropical Utopia, Coral Wonders & Blissful Beaches

Departure Date
20 Feb 26
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA I
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Miami, Florida
Itinerary
San Juan (Puerto Rico), Oranjestad, Willemstad, Kralendijk, Bridgetown, Terre-de-Haut, Philipsburg, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico), Saint John's, Road Bay, Spanish Town, Virgin Gorda, Charlotte Amalie and Miami, Florida

From £6,335pp

Plus substantial savings from Deluxe Cruises

10 Nights

A Journey into Historic Charm & Tropical Bliss

Departure Date
20 Feb 26
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA I
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Oranjestad, Willemstad, Kralendijk, Bridgetown, Terre-de-Haut, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)

From £4,270pp

Plus substantial savings from Deluxe Cruises

7 Nights

Caribbean yachting discovery

Departure Date
21 Feb 26
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

3 Nights

San Juan (Puerto Rico) Roundtrip

Departure Date
22 Feb 26
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), Saint John Island, Virgin Gorda and San Juan (Puerto Rico)

From £2,600pp

Plus substantial savings from Deluxe Cruises

15 Nights

An Extended Journey of Idyllic Coves and Captivating Cultures

Departure Date
24 Feb 26
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, Charlotte Amalie, Great Harbour, Jost Van Dyke, Saint John's, Gustavia, San Juan (Puerto Rico), Saint George, Port Elizabeth, Bequia, Bridgetown, Martinique, Gustavia, Basseterre, Saint Kitts and San Juan (Puerto Rico)

From £6,975pp

Plus substantial savings from Deluxe Cruises

7 Nights

A Journey of Paradise Coves and Puerto Rican Spirits

Departure Date
24 Feb 26
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, Charlotte Amalie, Great Harbour, Jost Van Dyke, Saint John's, Gustavia and San Juan (Puerto Rico)

From £3,465pp

Plus substantial savings from Deluxe Cruises

14 Nights

San Juan to Fort Lauderdale

Departure Date
24 Feb 26
Cruise Line Silversea
Cruise Type Ocean
Ship Silver Ray
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Fort Lauderdale, Florida
Itinerary
San Juan (Puerto Rico), Saint John Island, Gustavia, Saint John's, Port Elizabeth, Bequia, Soufrière, Bridgetown, Fort-de-France, Deshaies, Basseterre, Saint Kitts, Road Town, Tortola and Fort Lauderdale, Florida

From £6,160pp

Plus substantial savings from Deluxe Cruises