San Juan to San Juan
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Ports of Call & Itinerary
7-night voyage departing San Juan (Puerto Rico).
Printable Itinerary (PDF)Route Map
San Juan to San Juan
8 ports plotted · click a marker for details
Day 1
San Juan (Puerto Rico) , Puerto Rico
Saturday, 10/02/2029
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 2
Great Harbour, Jost Van Dyke , British Virgin Islands
Sunday, 11/02/2029
Glowing turquoise waters lazily bowing palm trees and pristine white sand beaches – it's all waiting for you in Jost Van Dyke's picturesque Caribbean splendour. Slip off your shoes you won't be needing them too much in these parts as you wander soft heavenly sands and paddle out into impossibly clear waters. If this is your first experience of the Caribbean's splendour you may be a little sceptical about the reality of those famed shockingly bright colours that you see in photographs. Splash into water that glows with a bright teal hue and is blotched with occasional swells of deeper royal blue. Snorkellers will adore the explosions of colourful fish beneath the waves. White Bay is a slice of island perfection with a neat hill of trees framing a sandy sweep of shaded beach bars. The wander up to Majohnny Hill is the most exertion needed to explore this four-square-mile island and it's worth it to see the heavenly beaches emerging from tranquil waters below. Even the natural sea formations here encourage you to unwind with waves gurgling and frothing over the rocks to create Bubbly Pool a natural jacuzzi. Jost Van Dyke has a reputation as the off-the-radar island getaway of choice for celebrities like Keith Richards. A lot of that comes down to the calypso charm of its rustic beach bars - especially the legendary Foxy's Bar which is run by island legend Foxy Callwood. Rum-drenched cocktails and icy buckets of beach beers await - sure to get you into the island’s party spirit in no time.
Day 3
Saint John's , Antigua and Barbuda
Monday, 12/02/2029
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 4
Îles des Saintes , Guadeloupe
Tuesday, 13/02/2029
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 5
Philipsburg , Sint Maarten (Dutch part)
Wednesday, 14/02/2029
Offering an island bounty of electric-blue Caribbean Sea waters sensational scuba diving and elevated viewpoints Philipsburg revels in Caribbean beauty. St. Maarten is an unusual island of dual personality - partitioned into French and Dutch sides. Discovered by Christopher Columbus on his second journey to the Americas in 1493. Squeezed between the bay and the Great Salt Pond the town offers waterfront strolls in the gentle breeze duty-free bargains and plenty of room to sit and drink in the dazzling sea views. Clear turquoise waters hold underwater worlds of colourful corals and fish while glorious beaches of typical Caribbean beauty invite you to sprawl out beside the tempting shallow waters. Look out to see occasional jet skis skirting the waters as you recline on sand flanked by lush vegetation on both sides. Tear into the fresh local produce and taste the island’s sensational seafood - from lobster to red snapper and conch cocktails. Don’t miss the opportunity to try out the island’s favourite tipple either - guavaberry rum. Beautiful green peaks offer stunning hikes amid the rich tangle of jungle scenery. Maho Beach may also be on the radar – the tranquillity of this small beach is regularly interrupted by the deafening roar of jet engines as Princess Juliana International Airport’s runway comes perilously close to the sands. Huge planes skim just above the beach before touching down and the blasts of departing jet engines blow violent gales out towards the waters.
Day 6
Gustavia , Saint Barthélemy
Thursday, 15/02/2029
Cherry red roofs, yacht-sprinkled bays and a sophisticated French flavour all add to the gorgeous Caribbean allure of Gustavia. The island's capital rolls around a horseshoe-shaped harbour, where gleaming yachts hover and fancy boutiques, bars and restaurants fizz with life and clinking cutlery. Head up to red and white Gustavia Lighthouse to look down over the revered waters, which attract many a celebrity guest and diving enthusiast to these shores. Christopher Columbus was the first European to discover this volcanic island in 1493, giving it the name St Barthelemy in honour of his younger brother. The island has a unique history as a Swedish colony, following a deal with the French King Louis XVI to exchange the island with Sweden for better trading rights. It was returned to French control in 1878 and is now a French Overseas Collectivity. Learn more of the Swedish legacy at Fort Karl - which sits on a 29-metre-high hill above Shell Beach. The fort now lies in ruins, but you'll meet wandering iguanas, and the views down of sweeping sea and emerald coastline are some of the island's finest. Down below, a delightful spread of tiny pebbles and shell fragments are scattered like confetti and lapped by crystal-clear water. A little exploration uncovers countless other glorious beaches and natural wonders. Colombier Beach is a little out of the way but cradles silky-smooth sands and typically turquoise waters. If you have chance, find somewhere to settle and sip fruity rum cocktails as the sunset flares across the waves.
Day 7
Charlestown , Saint Kitts and Nevis
Friday, 16/02/2029
Glorious golden beaches fiery sunsets and verdant tropical backdrops await at Nevis - a picturesque sliver of Caribbean heaven and the smaller twin of Saint Kitts. The sight of the island’s golden sands lying before the verdant backdrop of Nevis Peak’s clouded taper is sure to mesmerise you. Charlestown serves as the laidback capital of Nevis and is peppered with a charming assortment of baby blue colonial architecture. The perfume of incense hangs heavy in the air at the Botanical Gardens of Nevis - where orchids open up in the bright sunshine and fountains trickle among the green haven of tropical plants. The simple pleasure of a vivid sunset is one of a myriad of reasons why Nevis is such a sought-after destination and the nightly explosions of salmon-pinks and blood-reds that spill across the sky never fade in impact. Head to the magnificent Pinney's Beach - which stretches for more than three miles - to stroll through turquoise water and caramel-coloured sand. Lovers Beach offers an alternative flavour in a quieter breathlessly romantic setting – laying out views across the Atlantic rollers to St Kitts before you. Shipwrecks wait strewn just offshore and enthusiastically embraced by abundant marine life. Scuba dive to explore the skeletal wrecks first hand as clownfish zip between the broken boughs of doomed vessels. Booby High Shoals is a popular diving spot where you can meet curious sea turtles gliding through the water.
Day 8
San Juan (Puerto Rico) , Puerto Rico
Saturday, 17/02/2029
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.