San Juan to San Juan
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Ports of Call & Itinerary
10-night voyage departing San Juan (Puerto Rico).
Printable Itinerary (PDF)Route Map
San Juan to San Juan
10 ports plotted · click a marker for details
Day 1
San Juan (Puerto Rico) , Puerto Rico
Saturday, 10/03/2029
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 3
Rodney Bay , Saint Lucia
Monday, 12/03/2029
Day 4
Bridgetown , Barbados
Tuesday, 13/03/2029
Bridgetown, the captivating capital of Barbados, combines faded colonial history, captivating tradition, and vivid white beaches plucked directly from your richest imagination of Caribbean perfection. Recently listed as a UNESCO World Heritage site, thanks to its beautifully preserved colonial architecture, Bridgetown’s mask of modernity covers a core of complex history and fascinating culture. Sherbet coloured buildings line up to overlook the waterfront of the Constitution River at the ‘The Careenage’ - where gleaming ships bob on the blue water, and peaceful strolls along a wooden boardwalk await. Stop for a sobering moment at the commemorative plaque honouring the people traded at this spot, when Bridgetown was the British Empire’s most important harbour, and first stop on the Transatlantic Slave Trade crossing. Just five minutes’ stroll from here is Carlisle Bay - a postcard-perfect place where you'll find crystal-clear, turquoise seawater glowing in the Caribbean sun, and a mile of soft white powder sand. A treasure trove for divers, the shipwrecks scattered below the shallow water’s waves are now inhabited by turtles and swirling, rainbow-coloured tropical fish. Head to the backstreets, where street food vendors serve up spicy chicken soup, barbecued pigtails and thirst-quenching coconut water. There are bargains aplenty to be had on Broad Street, where duty-free malls and souvenir stalls cram together, vying for your attention. Roebuck Street is the spot where one of the Caribbean’s favourite drinks, rum, was discovered - having been created here from the by-products of the island’s booming sugarcane trade. Nowadays, it’s lined with bars splashing every variety of the deliciously spicy dark libation imaginable into glasses. For a touch more culture, visit one of the oldest synagogues in The Americas - Nidhe Israel Synagogue, which was built in 1654. The adjoining museum tells the story of Barbados’ Jewish immigrants, who were instrumental in the island’s development.
Day 5
Saint George's , Grenada
Wednesday, 14/03/2029
With beautiful seascapes, lush vegetation and intense natural ingredients, the Isle of Spice has the perfect recipe for a flavourful visit. A true sensory experience, St George's is famous as the world’s second-largest exporter of the spice, nutmeg. Just as much of a treat for the eyes as it is for the palate, its jungled mounds, idyllic white-sand beaches, and turquoise Caribbean seas are a glorious sight to behold. Thrilling waterfalls pour through the rainforest, while banana and cocoa groves spread wildly across the island. Grenada’s capital rolls down to an attractive waterfront decorated with pretty floral buildings, Georgian architecture and picturesque terracotta roofs. Breathe in deep at the spice market, where the freshest ingredients fill stalls. Heaps of fresh nutmeg, vanilla pods, cinnamon and cocoa beans all add to the colourful mosaic. Dip into the waters of Bamboo Waterfall, or venture to Grand Etang, to explore the rich and fertile interior of this scenic island, where mischievous mona monkeys explore treetops and a collapsed volcano holds the waters of a glorious caldera lake. If all of that exploring sounds like hard work - don’t worry, the island is skirted by some of the Caribbean’s dreamiest visions of seaside luxury - from famous natural beauties like Grand Anse Beach to secret stretches hidden amongst the palm trees. Soak in the vivid colours, best enjoyed with an iced cocktail and a taste of the locally distilled, spiced rum punch.
Day 6
Canouan Island , Saint Vincent and the Grenadines
Thursday, 15/03/2029
Day 7
Port Elizabeth, Bequia , Saint Vincent and the Grenadines
Friday, 16/03/2029
An almost mythical utopia of virgin beaches, rustic rum shacks and bays so scenic you feel like you’re intruding - Bequia Island is an island mirage of Caribbean perfection. This is the real, unspoiled experience - and with just 6,000 locals living here, you quickly start to recognise the same smiling faces, welcoming you with outstretched arms. Offering glorious - often deserted - beaches of pure golden sand, and hillside sweeps of forest and almond trees, Bequia Island is an extraordinary feast for the senses. Unlike some of the flashier Caribbean islands, Bequia - a part of the Grenadines - is a rustic, unassuming and off-the-beaten-path choice. The staggeringly picturesque natural harbour, Admiralty Bay, greets you on arrival, and is peppered with day-tripping yachts bobbing on the gentle waves. The island’s tiny capital, Port Elizabeth, sits behind, with its bustling fruit and vegetable market, turtle sanctuary, and stalls selling hand-crafted model ships. This tiny, pretty island is ridged along the centre, and you can earn your beachside bliss with a gentle hike to the top of Mount Peggy, looking out over views of Grenada and St Vincent. At just seven miles long, you can discover the whole island in a few hours – but that would be to miss the point somewhat. Bequia Island coaxes you in to slow the pace and soothe your soul on blissful beaches, where you can revel in the uncomplicated joys of sitting, reading and swimming in heavenly shallow waters. The royally approved Princess Margaret Beach is one of the finest - an arching band of soft sand and cobalt-blue waters. As evening sets in, you may find you’re beckoned to share with communal barbecues of the day’s fresh catch with the locals, or to indulge in rum-heavy cocktails at beachside bars, lashed together from sea-blanched wooden limbs.
Day 8
Roseau , Dominica
Saturday, 17/03/2029
Raise a glass to the immaculate surroundings of Roseau where beautiful beaches - alive with fine bubbles fizzing upwards from the geothermal activity below - wait for you. Dive into extraordinary snorkelling and diving experiences amongst thriving marine life active corals and live volcanoes concealed below the waves. With attractive volcanic sands to relax on and glorious jungled mountains to explore Roseau is an intoxicating welcome to Dominica's Caribbean island appeal. Nowadays Old Market Square is crammed with locals trading huge vegetables colourful fruits and handmade jewellery - but the square has a darker past and was the centre of the island's slave-trade. Head up to the former British fort which offers a panoramic postcard-perfect view from the top of Roseau and the lush green mountains behind. The large botanical gardens offer more magnificent views and you can walk amongst thriving tropical plant life as parrots flutter and add splashes of colour to the greenery. The rainforest around the city conceals rich wildlife and waterfalls spilling into splash pools while plantations give a taste of the island's heritage. You can also discover the second-largest hot spring in the world - Boiling Lake - which brews with angry volcanic activity in the steamy Morne Trois Pitons National Park. The hiking and snorkelling can take its strain - so simmer away any stiffness in a mineral-rich hot pool or by indulging in a rum punch or two.
Day 9
Little Bay , Montserrat
Sunday, 18/03/2029
Day 10
Basseterre, Saint Kitts , Saint Kitts and Nevis
Monday, 19/03/2029
St. Kitts verdant volcanic slopes rise from crystal clear Caribbean waters, promising a land of escape, relaxation and rejuvenation. A place for ‘limin’ - the local word for kicking back, Caribbean style, you’ll be welcomed to an island paradise blessed with swarming reefs, hidden white-sand beaches, and irresistible shallow seas. Bigger sibling to nearby Nevis, St. Kitts is a place of unrestrained natural beauty. Soak up the dreamy Caribbean bliss, or explore sprawling island rainforests, teeming with hummingbirds and the distant sounds of waterfalls, as you walk the island’s vine-tangled paths. A ride on Basseterre’s scenic sugar train is a rumbling, immersive journey through the heart of this Caribbean island of culture and vivid unspoiled scenery. Carriages that once transported crops of sugar cane to the city sweep around long curving bends, revealing a spectacular introduction to St. Kitts. The landscapes here are beautiful, and things are no less spectacular offshore, where glorious crystalline waters invite you to dive with turtles, and explore doomed wrecks like the River Taw ship – which has now exploded with marine life. In Basseterre itself, stop off to see the pea-green Berkeley Memorial clock, which stands in the Circus, surrounded by busy St. Kitts life. Independence Square is also waiting among the city’s charming Georgian buildings. Renamed from Pall Mall on the 19th of September 1983 - to celebrate the island’s independence - the pretty square gravitates around a colourful burbling fountain, and has a dark history, as a former slave market. Wary canons watch out over the waves far below at Brimstone Hill Fortress, a site of significant history, which dates back to 1690. Known as the ‘Gibraltar of the West Indies’ due to its importance at the heart of the British empire, St. Kitts was one of the first island in the West Indies to be colonised. Nowadays, its World Heritage Site fortress offers panoramic views along the coastline it was built to defend.
Day 11
San Juan (Puerto Rico) , Puerto Rico
Tuesday, 20/03/2029
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.
Room Type & Prices
All prices per person based on double occupancy. Solo traveller prices — single occupancy. Contact our cruise experts for the latest availability and best fares.
Vista Suite
291 sqft · Up to 2 guests
Classic Veranda Suite
409 sqft · Up to 3 guests
Superior Veranda Suite
409 sqft · Up to 3 guests
Deluxe Veranda Suite
409 sqft · Up to 3 guests
Medallion Suite
614 sqft · Up to 3 guests
Silver Suite
764–818 sqft · Up to 3 guests
Royal Suite
1076–1539 sqft · Up to 4 guests
Grand Suite
1044–1615 sqft · Up to 5 guests
Owner's Suite
1130–1475 sqft · Up to 5 guests
Suite
| Cabin | Grade | Per Person | Avail. | |
|---|---|---|---|---|
| Vista Suite · 291 sqft | VI | Enquire → | ||
| Classic Veranda Suite · 409 sqft | CV | Enquire → | ||
| Superior Veranda Suite · 409 sqft | SV | Enquire → | ||
| Deluxe Veranda Suite · 409 sqft | DX | Enquire → | ||
| Medallion Suite · 614 sqft | ME | Enquire → | ||
| Silver Suite · 764–818 sqft | SL | Enquire → | ||
| Royal Suite · 1076–1539 sqft | R2 Royal Suite (2 Bedrooms) | Enquire → | ||
| Grand Suite · 1044–1615 sqft | G2 Grand Suite (2 Bedrooms) | Enquire → | ||
| Owner's Suite · 1130–1475 sqft | O2 Owner's Suite (2 Bedrooms) | Enquire → |
Vista Suite · 291 sqft
VI
Classic Veranda Suite · 409 sqft
CV
Superior Veranda Suite · 409 sqft
SV
Deluxe Veranda Suite · 409 sqft
DX
Medallion Suite · 614 sqft
ME
Silver Suite · 764–818 sqft
SL
Royal Suite · 1076–1539 sqft
R2 Royal Suite (2 Bedrooms)
Grand Suite · 1044–1615 sqft
G2 Grand Suite (2 Bedrooms)
Owner's Suite · 1130–1475 sqft
O2 Owner's Suite (2 Bedrooms)
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Your Ship
Silver Shadow
Award-winning Silver Shadow is a firm favourite in the Silversea fleet. With one of the highest space-to-guest ratios at sea she offers authentic experiences, simple pleasures and shared moments.