San Juan to San Juan

The San Juan to San Juan is a 7-night Caribbean cruise aboard Silver Shadow, operated by Silversea. Departing San Juan on December 27, 2026, the voyage visits 6 ports. Fares start from $7,700 per person.

Length: 7 nights
Departs: Dec 27, 2026
Returns: Jan 3, 2027
Ports of call: 6
Days at sea: 1

from $7,700

$1,100 / night per person, incl. taxes & fees

Book with CruiseDirect Book direct with Silversea

We may earn a commission

from $7,700 pp

via CruiseDirect

Book

Book direct with Silversea we may earn a commission

Itinerary

Day 1 Dec 27, 2026 San Juan Departs 19:00 San Juan port guide Search cruises visiting San Juan

San Juan photo — Day 1 Dec 27, 2026 San Juan Departs 19:00 San Juan port guide Search cruises visiting San Juan

Day 2 Dec 28, 2026 St John, U.S.Virgin Islands 08:00 – 18:00 10.0 hrs ashore 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. View less 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 3 Dec 29, 2026 St. Kitts 08:00 – 18:00 10.0 hrs ashore An MSC Caribbean and Antilles cruise to St. Kitts and Nevis will introduce you to the sister volcanic islands of the Caribbean. These islands have been a premier destination for elite tourists for more than 200 years and served as a haven for European nobility in the 19th and 20th centuries. Basseterre, founded by the French in 1625, became the capital of St. Kitts in 1727, when the Eng-lish took over the island. It remained under British rule until the islands declared their independence in 1983. Throughout the city’s long history, natural disasters and conflicts have afflicted Basseterre; most buildings date from the latter part of the 1800s. A visit to the city’s two cathedrals, St. George’s Anglican Church and the Catholic Cathedral of Immaculate Conception, will appeal to those with a love of history and architecture. On South Square Street, visit Georgian House, one of the better-preserved examples of local 18th-century architecture. Leaving Basseterre, take a panoramic drive on an MSC excursion to the southeast peninsula en route for a kayaking adventure. Stop at Timothy Hill to enjoy a 360-degree view and a stunning glimpse of the Atlantic and Caribbean nearly side by side; the two bodies of water, each with a dis-tinct appearance, are separated by a spit of land. If it is adrenaline that quenches your thirst, go off-road on an excursion into the interior of St. Kitts in a specially modified 4x4 Land Rover to explore the lush rainforest and spot shy, green monkeys and other exotic tropical flora and fauna. At a private mountaintop property, 1,000 feet above sea level, enjoy amazing vistas of the rainforest, the coastline, Basseterre, and the neighbouring island of Nevis. Continue your journey through the mountains to the opposite side of the island to explore quaint villages and experience country life. Learn about wearable art at Romney Manor, home of the world-famous Caribelle Batik. Visit the demonstration room, where acclaimed artists present the wax and dye process of batik making. The Romney Manor Estate encompasses eight acres of historical ruins and features ancient Carib Indian rock drawings and a beautiful botanical garden. For an excursion unlike any other, book a land-and-sea tour combining train and catamaran. In the first leg of the trip, take in the scenery of St. Kitts on a narrow-gauge train, followed by a catama-ran cruise. The St. Kitts Scenic Railway has been showing visitors the island since 2003, but be-fore that it had transported sugar cane from the fields to the sugar mill in Basseterre for nearly 100 years. At the end of the train journey, board a catamaran to sail the storied western coast of the is-land and take in its gorgeous views. Fly through the rainforest 25 stories above the ground as you enjoy a spectacular zipline tour over a network of 5 cable lines at the historic Wingfield Estate. Enjoy fantastic panoramic views of Brimstone Hill National Fortress (a UNESCO World Heritage Site), Old Road Village, former sugar estates, the Caribbean Sea and Mount Liamuiga, with its volcano crater ridge marking the highest point in St. Kitts. St. Kitts port guide Search cruises visiting St. Kitts

St. Kitts photo — Day 3 Dec 29, 2026 St. Kitts 08:00 – 18:00 10.0 hrs ashore An MSC Caribbean and Antilles cruise to St. Kitts and Nevis will introduce you to the sister volcanic islands of the Caribbean. These islands have been a premier destination for elite tourists for more than 200 years and served as a haven for European nobility in the 19th and 20th centuries. Basseterre, founded by the French in 1625, became the capital of St. Kitts in 1727, when the Eng-lish took over the island. It remained under British rule until the islands declared their independence in 1983. Throughout the city’s long history, natural disasters and conflicts have afflicted Basseterre; most buildings date from the latter part of the 1800s. A visit to the city’s two cathedrals, St. George’s Anglican Church and the Catholic Cathedral of Immaculate Conception, will appeal to those with a love of history and architecture. On South Square Street, visit Georgian House, one of the better-preserved examples of local 18th-century architecture. Leaving Basseterre, take a panoramic drive on an MSC excursion to the southeast peninsula en route for a kayaking adventure. Stop at Timothy Hill to enjoy a 360-degree view and a stunning glimpse of the Atlantic and Caribbean nearly side by side; the two bodies of water, each with a dis-tinct appearance, are separated by a spit of land. If it is adrenaline that quenches your thirst, go off-road on an excursion into the interior of St. Kitts in a specially modified 4x4 Land Rover to explore the lush rainforest and spot shy, green monkeys and other exotic tropical flora and fauna. At a private mountaintop property, 1,000 feet above sea level, enjoy amazing vistas of the rainforest, the coastline, Basseterre, and the neighbouring island of Nevis. Continue your journey through the mountains to the opposite side of the island to explore quaint villages and experience country life. Learn about wearable art at Romney Manor, home of the world-famous Caribelle Batik. Visit the demonstration room, where acclaimed artists present the wax and dye process of batik making. The Romney Manor Estate encompasses eight acres of historical ruins and features ancient Carib Indian rock drawings and a beautiful botanical garden. For an excursion unlike any other, book a land-and-sea tour combining train and catamaran. In the first leg of the trip, take in the scenery of St. Kitts on a narrow-gauge train, followed by a catama-ran cruise. The St. Kitts Scenic Railway has been showing visitors the island since 2003, but be-fore that it had transported sugar cane from the fields to the sugar mill in Basseterre for nearly 100 years. At the end of the train journey, board a catamaran to sail the storied western coast of the is-land and take in its gorgeous views. Fly through the rainforest 25 stories above the ground as you enjoy a spectacular zipline tour over a network of 5 cable lines at the historic Wingfield Estate. Enjoy fantastic panoramic views of Brimstone Hill National Fortress (a UNESCO World Heritage Site), Old Road Village, former sugar estates, the Caribbean Sea and Mount Liamuiga, with its volcano crater ridge marking the highest point in St. Kitts. St. Kitts port guide Search cruises visiting St. Kitts

Day 4 Dec 30, 2026 Les Saints 08:00 – 17:00 9.0 hrs ashore During the feast of All Saints in 1493, Christopher Columbus discovered this archipelago of nine islands that he named "The Saints". Today, only two of them are inhabited. Terre de Haut, in the east, is dominated by the Morne Mire hill; at the summit stands Fort Napoleon, paying homage to the islands' history. In the heart of the botanical garden, shared by iguanas and cacti, there is an exceptional view of the Baie des Saintes, one of the most beautiful in the world. The long shady beach of Pompierre, where it is forbidden to drop anchor, is a peaceful place for a swim, while Pain de Sucre Beach offers wonderful opportunities for snorkelling. On the island, don’t forget to taste the local speciality, the “tourment d’amour”, a cake made with coconut.

Day 5 Dec 31, 2026 Bequia 08:00 – 18:00 10.0 hrs ashore 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. Bequia port guide Search cruises visiting Bequia

Bequia photo — Day 5 Dec 31, 2026 Bequia 08:00 – 18:00 10.0 hrs ashore 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. Bequia port guide Search cruises visiting Bequia

Day 7 Jan 2, 2027 St. Thomas (US Virgin Islands) 08:00 – 18:00 10.0 hrs ashore The steep, spectacular hills that surround St Thomas's exquisite harbour provide a fitting entry point for this island of overwhelming natural splendour. The jungled-mountains reach up above tempting beaches and scuba diving sites, while Charlotte Amalie - the island's capital - sprawls down towards the water, bedecked with shops and tasty restaurants. Part of the beautiful U.S. Virgin Islands - together with St John and St Croix - these lands were purchased by the US in 1917. View less Nowadays, St Thomas is a patchwork of cultures, and a lively welcome to the islands, serving as a gracious host to the many visitors who linger - as well as those who jump on ferries, yachts and catamarans to explore the blessed beaches of the Caribbean's other retreats. A stunning island of dramatic jungled-scenery, keep your camera close to hand as you swing up the Skyride to Paradise Point, to look down over the natural amphitheatre of the dock and city below. Snap some more postcard-perfect shots at Drake’s Seat - said to be Sir Francis Drake's lookout point, where he could survey for approaching enemy ships. Nowadays, the views over Magens Bay and the infinite sea are always peaceful, and this is a great spot to catch a fiery Caribbean sunset spilling across the sky. Take catamaran cruises to explore the shining coastline, or seek out the glorious coves and caves that are hidden along the island's perimeter. Land on the secluded shores of tiny islands, before scuba diving and snorkelling above the twisted boughs of lost ships, reclaimed by the waters and inhabited by curious tropical fish life. Kayak over still lagoon waters, or take the chance to lay back on soft beaches strewn with tiny shells, as St Thomas's beauty washes over you. St. Thomas (US Virgin Islands) port guide Search cruises visiting St. Thomas (US Virgin Islands)

St. Thomas (US Virgin Islands) photo — Day 7 Jan 2, 2027 St. Thomas (US Virgin Islands) 08:00 – 18:00 10.0 hrs ashore The steep, spectacular hills that surround St Thomas's exquisite harbour provide a fitting entry point for this island of overwhelming natural splendour. The jungled-mountains reach up above tempting beaches and scuba diving sites, while Charlotte Amalie - the island's capital - sprawls down towards the water, bedecked with shops and tasty restaurants. Part of the beautiful U.S. Virgin Islands - together with St John and St Croix - these lands were purchased by the US in 1917. View less Nowadays, St Thomas is a patchwork of cultures, and a lively welcome to the islands, serving as a gracious host to the many visitors who linger - as well as those who jump on ferries, yachts and catamarans to explore the blessed beaches of the Caribbean's other retreats. A stunning island of dramatic jungled-scenery, keep your camera close to hand as you swing up the Skyride to Paradise Point, to look down over the natural amphitheatre of the dock and city below. Snap some more postcard-perfect shots at Drake’s Seat - said to be Sir Francis Drake's lookout point, where he could survey for approaching enemy ships. Nowadays, the views over Magens Bay and the infinite sea are always peaceful, and this is a great spot to catch a fiery Caribbean sunset spilling across the sky. Take catamaran cruises to explore the shining coastline, or seek out the glorious coves and caves that are hidden along the island's perimeter. Land on the secluded shores of tiny islands, before scuba diving and snorkelling above the twisted boughs of lost ships, reclaimed by the waters and inhabited by curious tropical fish life. Kayak over still lagoon waters, or take the chance to lay back on soft beaches strewn with tiny shells, as St Thomas's beauty washes over you. St. Thomas (US Virgin Islands) port guide Search cruises visiting St. Thomas (US Virgin Islands)

Pricing

Lowest fare we've tracked over the observed 98-day span: $4,300 · range $4,300–$7,700

Current prices

Per person · 2 guests · incl. taxes & fees

Inside

Not available

Oceanview

Not available

Balcony

Not available

Suite

from $7,700

$1,100 / night

Fare rows

Vista Suite

Cabin grade

Available

from $7,700

$1,100 / night

per person · incl. taxes

Deluxe Veranda Suite

Cabin grade

Available

from $9,700

$1,385 / night

per person · incl. taxes

Silver Suite

Cabin grade

Available

from $13,100

$1,871 / night

per person · incl. taxes

Owner's 1 Suite

Cabin grade

Available

from $16,400

$2,342 / night

per person · incl. taxes

Prices verified Jul 1, 2026

Prices come from third-party data feeds via Silversea and may differ from the cruise line's current fare. Confirm the final price before booking. How our pricing works

Show all 16 cabin grades

Cabin grades and pricing
Name	Supplier code	Type
Veranda Suite	B1	Suite
Veranda Suite	B2	Suite
Veranda Suite	B3	Suite
Veranda Suite	B4	Suite
Classic Veranda Suite	CV	Suite
Deluxe Veranda Suite	DX	Suite
Grand 1 Suite	G1	Suite
Grand 2 Suite	G2	Suite
Medallion Suite	ME	Suite
Owner's 1 Suite	O1	Suite
Owner's 2 Suite	O2	Suite
Royal 1 Suite	R1	Suite
Royal 2 Suite	R2	Suite
Silver Suite	SL	Suite
Superior Veranda Suite	SV	Suite
Vista Suite	VI	Suite

Ship

Your ship Silver Shadow 5★ **28,258** GT **388** guests Built **2019** Award-winning Silver Shadow has all the hallmarks of extreme luxury at sea. With one of the highest space-to-guest ratios at sea, Silver Shadow is a firm favourite in the Silversea fleet. Authentic experiences. Simple pleasures. Shared moments. Silversea’s Millennium Class luxury cruise ships Silver Shadow and Silver Whisper offer you freedom and space to design your day. Slightly larger in size than ships Silver Cloud and Silver Wind, Silver Shadow retains Silversea’s essence – spacious suites, a complement of only 388 guests, superior service – paired with a lively cosmopolitan atmosphere and enhanced amenities. Aboard the Silver Shadow, energize body and soul with complimentary Pilates and yoga in the expanded fitness center. Savour fine wines and French gastronomy in La Dame, enjoy authentic Italian cuisine in La Terrazza, or simply gaze at endless ocean views from The Grill. Not forgetting the regional-inspired The Restaurant, dining at sea has never been so good. Silver Shadow ship guide Search cruises on Silver Shadow

Similar cruises

Compare similar cruises

8-Day Southern Caribbean Yacht Harbors

Seabourn Venture · Caribbean · 8 nights

from $4,653

$581 / night

per person · incl. taxes

Oct 5, 2026

Eastern Caribbean Cruise from Port Canaveral

Disney Treasure · Caribbean · 7 nights

from $3,128

$446 / night

per person · incl. taxes

Jul 18, 2026

Eastern Caribbean Cruise from Port Canaveral

Disney Treasure · Caribbean · 7 nights

from $2,211

$315 / night

per person · incl. taxes

Aug 1, 2026

Eastern Caribbean from Port Canaveral (Orlando),FL

Carnival Vista · Caribbean · 8 nights

from $1,162

$145 / night

per person · incl. taxes

Jul 25, 2026

7-Day Caribbean Round-Trip Miami: Great Stirrup Cay, Dominican Republic & Tortola

Norwegian Luna · Caribbean · 7 nights

from $1,109

$158 / night

per person · incl. taxes

Jul 25, 2026

Eastern Caribbean From Miami, FL

Carnival Magic · Caribbean · 8 nights

from $1,000

$125 / night

per person · incl. taxes

Jul 11, 2026

Browse all cruises in search →

from $7,700 pp

via CruiseDirect

Book

Book direct with Silversea we may earn a commission

Itinerary

Pricing

Current prices

Inside

Oceanview

Balcony

Suite

Price history

Ship

Similar cruises

Compare similar cruises