Miami to San Juan
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Ports of Call & Itinerary
10-night voyage departing Miami, Florida, arriving San Juan (Puerto Rico).
Printable Itinerary (PDF)Route Map
Miami to San Juan
9 ports plotted · click a marker for details
Day 1
Miami, Florida , United States
Thursday, 10/12/2026
Miami is one of the world’s most popular holiday spots. It has so much to offer; from its countless beach areas, to culture and museums, from spa and shopping days out, to endless cuban restaurants and cafes. Miami is a multicultural city that has something to offer to everyone.
Day 4
Saint John Island , U.S. Virgin Islands
Sunday, 13/12/2026
Like so many of the islands in the Caribbean, 2017’s double whammy of hurricanes Irma and Maria devastated much of St. John. However, as relief funds get funnelled into rebuilding, normality is gradually being restored, and St. John version 2.0 is emerging - bolder, brighter and better.St. John’s small size might just give it the edge over other desert islands. The US purchased the tiny landmass (at just nine miles long, the island is the smallest of the three American Virgin Islands) from the West India and Guinea Company in 1917 and it remains under US govern to this day. Historically speaking however St. John is Danish, who colonised it for almost 250 years before its sale to America. The Virgin Island Nation park covers almost two-thirds the island, meaning visually St. John is stunning, and will remain that way for generations to come. This ‘gift’ to the world comes thanks to Laurence Rockefeller who in 1956 gave the 5,000 acres of lush forest to the people of the island, with the caveat that it become a national park. Thus, velvety green hills slope into picture perfect white sand beaches, which are ringed by turquoise seas.One very definite winner of the tourism hiatus since 2017 has been the marine wildlife. Underwater life was barely affected by the storms and the subsequent lack of tourism has allowed the eco-systems to propagate. The island’s abundant coral reefs were not overly affected by the storms and today the waters are teeming with sea turtles, reef sharks and sting rays.
Day 5
Philipsburg , Sint Maarten (Dutch part)
Monday, 14/12/2026
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
Basseterre, Saint Kitts , Saint Kitts and Nevis
Tuesday, 15/12/2026
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 7
Îles des Saintes , Guadeloupe
Wednesday, 16/12/2026
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 8
Fort-de-France , Martinique
Thursday, 17/12/2026
With its heady mix of Creole culture and French sophistication, there is more than a pinch of je ne sais quoi in Fort de France. The capital of Martinique, and by far the biggest city in the whole of the French West Indies, if you are looking for Paris in the Caribbean, you’ll find it in Fort de France.The island has been under French govern since 1638 when the first governor of Martinique Jacques Dyel du Parquet commissioned a fort (from which the city takes its name) to keep out invaders. Not even an unsuccessful attack by the British in 1720, nor the French Revolution in 1789, has been able to shake the French govern of the island and today the city’s French and Creole heritage are impossible to untangle. The colonial past is everywhere, take a stroll down the narrow streets and enjoy the remarkable architecture of the Schœlcher Library, St. Louis Cathedral and the Old Town Hall.Among the many legacies Dyel du Parquet left on the island is sugarcane. A drive through the tropical forests will not only reward you with trees bending under the weight of papayas, mangoes and bananas, but will also afford superb vistas of the elegant plant swaying in the breeze. The arrival and subsequent export of sugar brought the French bourgeoisie in their droves and many of their mansions are still standing. Josephine de Beauharnais, the Napoleonic Empress of “not tonight” fame, hails from the island and those interested will find her childhood home, La Pagerie in nearby Trois Ilets.
Day 9
Little Bay , Montserrat
Friday, 18/12/2026
Day 10
Great Harbour, Jost Van Dyke , British Virgin Islands
Saturday, 19/12/2026
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 11
San Juan (Puerto Rico) , Puerto Rico
Sunday, 20/12/2026
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
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 → | ||
| Royal Suite · 1076–1539 sqft | R1 Royal Suite (1 Bedroom) | Enquire → | ||
| Grand Suite · 1044–1615 sqft | G1 Grand Suite (1 Bedroom) | Enquire → | ||
| Owner's Suite · 1130–1475 sqft | O1 Owner's Suite (1 Bedroom) | 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
Royal Suite · 1076–1539 sqft
R1 Royal Suite (1 Bedroom)
Grand Suite · 1044–1615 sqft
G1 Grand Suite (1 Bedroom)
Owner's Suite · 1130–1475 sqft
O1 Owner's Suite (1 Bedroom)
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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.