San Juan to San Juan
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Ports of Call & Itinerary
11-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
Tuesday, 16/01/2029
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
Oranjestad , Aruba
Thursday, 18/01/2029
Stroll multi-coloured Oranjestad - the capital of enchanting Aruba - and feel the sun’s bronzing kiss, on the shores of one of the sunniest islands in the Caribbean. Settle in for a day on the beach, to relish the stunning weather on some of the region's finest shores - where white sands glow, gentle waves sparkle, and knotted divi divi trees lean. Offering sensational diving and snorkelling, you can swim in the shallow, warm waters, or head out on a catamaran or submarine to investigate further and deeper. If you can drag yourself away from the sparkling beaches and glowing turquoise waters, venture inland towards Bushiribana Gold Mill Ruins, which lie on the route to Aruba Natural Bridge. The vast natural arch collapsed in 2005, but picturesque Baby Bridge remains to take the plaudits at this scenic spot. The island takes its form from the looming, 165-metre-high volcanic hill called Hooiberg - named after the Dutch for ‘haystack’. The volcano's cone is omnipresent as you traverse the island, and if you’re up for a challenge, you can take the wheezy rise up the 650 steps to the lookout. You’ll climb among sunbathing iguanas, and reaching cacti, to views that unravel as far as Venezuela’s coastline on clear days. Visit the island's farms of butterflies and ostriches, or explore amongst Oranjestad's Spanish and Dutch flavours. Pick out bargains from the fancy shops of the colourful boutique-lined streets, or choose from local makers selling hand-crafted wares. The multicultural blend extends to the cuisine that’s cooked up, with a tantalising fusion of the best of Dutch, Asian and Caribbean flavours.
Day 4
Willemstad , Curaçao
Friday, 19/01/2029
Bright and brilliant colours coat the waterfront buildings of Willemstad, gleaming attractively below the generous Caribbean sun. The capital of the Carribean island Curacao, Willemstad is famous for its technicolour UNESCO World Heritage Site city centre, and a narrow channel connects the sea with the Schottegat harbour, which expands inland like a blooming flower. Settled by the Dutch in the 1630s, they brought colourful architecture, lavish red-roofed mansions, and gorgeous European-style waterfront buildings to this beautiful Caribbean island. Watching over the entrance to this luxurious port is Rif Fort - a 19th-century fortress, which looms above the Sint Anna Bay channel. From here, wind your way to the Queen Emma Bridge - a pontoon bridge known as the Swinging Old Lady, which was built in 1888 to connect Otrobanda and Punda. Enjoy the wonderful views of Willemstad's lavish, pastel-coloured Punda waterfront set before you. Visit the small boats that pull up side by side to sell juicy fruits and vegetables, in a floating market on the waters below. At sunset, the gingerbread stretch bathes in lights, glowing evocatively as the last of the evening's light ebbs away. Wander Willemstad to discover the lemon-shaded Mikve Israel-Emanuel Synagogue, said to be the oldest synagogue in the Americas, see the historic liqueur distillery or head for Queen Wilhelmina Park - where the letters 'DUSHI' are spelt out in a standing sign. You'll hear this word a lot - the island's favourite way of describing the little things that make life worth living. The beaches of Curacao are certainly 'dushi', with tempting sandy curves on practically every corner. Snorkel in the turquoise waves, among dashing fish life and sleek sea turtles.
Day 5
Kralendijk , Bonaire
Saturday, 20/01/2029
Bonaire's small, tidy capital city (population 3,000) is five minutes from the airport. The main drag, J.A. Abraham Boulevard, turns into Kaya Grandi in the center of town. Along it are most of the island's major stores, boutiques, and restaurants. Across Kaya Grandi, opposite the Littman’s jewelry store, is Kaya L.D. Gerharts, with several small supermarkets, a handful of snack shops, and some of the better restaurants. Walk down the narrow waterfront avenue called Kaya C.E.B. Hellmund, which leads straight to the North and South piers. In the center of town, the Harbourside Mall has chic boutiques. Along this route is Ft. Oranje, with its cannons. From December through April, cruise ships dock in the harbor once or twice a week. The diminutive ocher-and-white structure that looks like a tiny Greek temple is the produce market, where one can find plenty of fresh produce brought over from Venezuela. Pick up the brochure Walking and Shopping in Kralendijk from the tourist office to get a map and complete list of all the monuments and sights in the town.
Day 7
Canouan Island , Saint Vincent and the Grenadines
Monday, 22/01/2029
Day 8
Castries , Saint Lucia
Tuesday, 23/01/2029
Explore a land of vibrant colour, from the tranquil turquoise water that surrounds it, to the verdant green peaks of its famous soaring volcanic plugs - The Pitons; which give this mesmerising island its form. Waterfalls thunder in the jungled interior, should you successfully drag yourself from St Lucia's gleaming beaches and dive spots - where patchworks of colourful fish dance below the waves. Offering the picturesque island luxury of your wildest dreams, St. Lucia is a cinematic, thrilling Caribbean idyl. Marigot Bay served as the tropical backdrop for 1967’s Doctor Dolittle film, and the island's amiable animal life is never too far away - spot flashes of bright red, as parrots zip between palm trees, before catching sight of dolphins splashing playfully offshore. Vigie beach is a charmed spot to lie back and recline in the sun’s glow, watching as overlapping layers of mesmerising blue hues intertwine. St. Lucia’s iconic Pitons mountains deliver as the perfect backdrop to any envy generating photograph - rising up exponentially from the calm waters like sharp shark fins. Castries is this heavenly island’s capital, and while the Cathedral Basilica of the Immaculate Conception may seem a little humble from the outside, the soft sounds of soulful hymns emanating from within are sure to draw you in. The astonishing interior glows with bright frescoes, lit up by the sunlight that spills inside, and atmospheric rows of flickering candles. There's more rich Caribbean colour to behold at the ramshackle Castries Market, where you can take handfuls of fragrant spices, like nutmeg and cinnamon, and enjoy the singsong ritual of bartering, as you move between tables heaving under bounties of green bananas and rosy mangos.
Day 9
Îles des Saintes , Guadeloupe
Wednesday, 24/01/2029
It’s easy to imagine how these heavenly Caribbean islands earned their name - which translates as Islands of the Saints. Labelled as such by Christopher Columbus when he reached them in 1493 the islands have lost none of their heavenly beauty and appeal since. Promising crystalline tropical beaches and undisturbed shallow seas Les Saintes is a blessed archipelago and a moreish vision of unspoiled Caribbean glory. Forest-coated island cones rise from the turquoise waters and you can lounge on deserted beaches or snorkel among teeming reefs that flourish with life below the warm waters. Jump into a kayak to get out on the sea gliding above the incredible fish life blossoming just below the waves. Somewhat off the beaten track the islands form a necklace of nine in total but only two are occupied. Head out across the bobbing waves to revel in their beauty from the deck of a catamaran or choose your spot on a banana-bend of soft sand like Pain De Sucre Beach. Relax in this impossibly gorgeous setting surrounded by lush vegetation and a spectacular cliff that closely resembles Rio de Janiero’s famous Sugarloaf Mountain - and lends this beach its name. The vast Fort Napoleon was constructed by the French to repel British attacks and is now home to a popular cactus park and gardens - which blooms with a colourful variety of flowers. Look out for the huge iguanas leisurely soaking up the sunshine.
Day 10
Saint John's , Antigua and Barbuda
Thursday, 25/01/2029
Lush and lively, Antigua is a bedazzling Caribbean destination, gorged with sunshine and crisp white sand beaches. Historic forts, sparkling coastline, and dense rainforest all contribute to Antigua’s land of thrilling natural beauty. With its bright blue to turquoise sea gradients – the beaches are vibrant and plentiful and the island has no shortage to choose from, with a rumoured 365 options. Experience the beauty on horseback, as your ride pounds across the sands, and the wind whips through your hair. Choose to loll in a catamaran offshore, or lie back on a bed of the softest sand to soak it all in. Beach shacks cook up fresh seafood and spicy goat meat curries if you're feeling hungry. St John’s glows in the sunshine, with flamingo pink and baby blue paints boldly coating vivid Georgian buildings. Lively markets offer an authentic slice of Antiguan life, while museums celebrate the island’s revered cricketers like Viv Richards, and the story of independence. The whacks and whoops of makeshift cricket games hint at the island’s British history, and you can see more of this heritage at Falmouth Harbour - which was the centre of the British presence in the Caribbean. The area is still filled with sailers and dallying yachts, as well as the only working Georgian dockyard in the world. Built in 1725, the UNESCO World Heritage Site, Nelson's Dockyard, was led by the admiral Horatio Nelson himself and is a fascinating time warp. Hike up to viewpoints here, which reward with glorious views of the forest-clad inlets, craggy cliffs and pointed hills. The stone towers of sugar mills dot the island, and hint at the tragic history of slavery, amid the island's sugar trade past.
Day 11
Anguilla , Anguilla
Friday, 26/01/2029
Stretching just over 20 km, Anguilla is the discrete gem of the Caribbean. Still to be feature in the spotlight of Caribbean tourism, the white-sanded beaches, pristine waters and palm trees of the island make it a paradisiac destination that regularly attracts the likes of many American actors such as Denzel Washington, Robert de Niro and more recently Brad Pitt. A must-see for the avid traveller.
Day 12
San Juan (Puerto Rico) , Puerto Rico
Saturday, 27/01/2029
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.