San Juan, Puerto Rico, is an old city of cobblestone streets, colonial architecture and shaded courtyards. It reflects its Spanish past in such famous fortresses as El Morro and San Cristobal. San Juan is also a modern world capital -- a cosmopolitan metropolis of wide boulevards, lively cafes and highly regarded shops and galleries. San Juan is two unique destinations -- and you'll be fascinated by them both.
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.
Dec 20, 2026 - San Juan
San Juan, Puerto Rico, is an old city of cobblestone streets, colonial architecture and shaded courtyards. It reflects its Spanish past in such famous fortresses as El Morro and San Cristobal. San Juan is also a modern world capital -- a cosmopolitan metropolis of wide boulevards, lively cafes and highly regarded shops and galleries. San Juan is two unique destinations -- and you'll be fascinated by them both.
Dec 21, 2026 - Jost Van Dyke
Jost Van Dyke boasts several lovely beaches and picturesque Great Harbour, with its beach-side West Indian village. Jost is very popular with sailors and has several famous watering holes on its southern shore, including Foxy's Tamarind Bar.
Dec 22, 2026 - Little Bay
Dec 23, 2026 - Castries
Castries is the capital of St Lucia, an independent Windward Island in the southeastern Caribbean Sea. What Castries may lack in sophistication it more than compensates for in its colourful Creole mood. Wander amid the lively street market with its fresh fruit, pottery and baskets. Then explore this most scenic of Caribbean islands, whose green mountains are draped in lush vegetation, and whose landmarks include the twin peaks of the Pitons rising sheer from the sea, the steaming sulphur springs of the 'drive-in' La Soufriere volcano and its unspoiled golden beaches. Further sights are to be seen at Diamond Falls and Mineral Baths where visitors can walk the gardens and take a dip in the pool under the waterfalls.
Dec 24, 2026 - Canouan Island
Canouan Island is a small island in the Grenadines belonging to St. Vincent. A barrier reef runs along the side of the island making for excellent scuba diving. Other activities on the island include sailing, tennis, wind-surfing and walking excursions. The island's landscape is rich with green hills, secluded bays and long beaches.
Dec 25, 2026 - At Sea
Dec 26, 2026 - Sopers Hole, Tortola
Soper’s Hole is a full service marina in Tortola belonging to the British Virgin Islands. The marina is surrounded by beautiful green mountains and has tropical weather. The pristine blue sea waters make this a popular destination for those looking to discover these sites of the Caribbean. There is so much to do in Soper’s Hole, enjoy a day shopping at many of the boutiques, have brunch at one of the sidewalk cafes or simply take a walk around the deck and catch an inspiring sunset.
Dec 27, 2026 - San Juan
San Juan, Puerto Rico, is an old city of cobblestone streets, colonial architecture and shaded courtyards. It reflects its Spanish past in such famous fortresses as El Morro and San Cristobal. San Juan is also a modern world capital -- a cosmopolitan metropolis of wide boulevards, lively cafes and highly regarded shops and galleries. San Juan is two unique destinations -- and you'll be fascinated by them both.
Dec 27, 2026 - San Juan
San Juan, Puerto Rico, is an old city of cobblestone streets, colonial architecture and shaded courtyards. It reflects its Spanish past in such famous fortresses as El Morro and San Cristobal. San Juan is also a modern world capital -- a cosmopolitan metropolis of wide boulevards, lively cafes and highly regarded shops and galleries. San Juan is two unique destinations -- and you'll be fascinated by them both.
Dec 28, 2026 - St. John (U.S.V.I.)
The yacht-filled harbor of Cruz Bay hugs a tiny strip of land between the mountains and the sea. This is your entry to the pristine island sanctuary of tiny St. John, the most beautiful of the Virgin Islands, surrounded by some of the most spectacular aquamarine waters in the Caribbean.
Dec 29, 2026 - Basseterre, St. Kitts
Basseterre, St. Kitts’ capital, still shows signs of colonial architecture. However, its setting against the emerald green hills ensures a distinct Caribbean ambiance. Many travelers agree Basseterre is one of the prettiest of the Caribbean’s small capitals.
Dec 30, 2026 - Iles des Saintes
Pastoral and far off the beaten track, the Saintes are a cluster of eight islands off the southern coast of Guadeloupe. In Bourg, the charming hamlet on Terre-de-Haut, the largest isle, you can wander peaceful streets past small houses, then follow the narrow road out of town through fields and hills to a sweeping strand of secluded beach.
Dec 31, 2026 - Bequia, Grenadines
See the whole panoply of tropic splendor, lagoons, white sand, coral reefs and the island of Bequia and the stunning approach to St. Vincent and its rugged grandeur.
Jan 01, 2027 - At Sea
Jan 02, 2027 - St. Thomas (Charlotte Amalie)
There are many ways to hunt for treasure in St. Thomas. You can discover its historic wealth in such places as the birthplace of painter Camille Pissarro or the infamous Bluebeard's Tower. Its sporting riches are tennis, golf, sailing and incredible beaches. Beneath its crystal-clear waters, you'll find coral gardens and shimmering schools of jewel-colored fish. Its fortune of earthly treasures can be found in the many shops of Charlotte Amalie, where savings on jewels, crystal, perfume and fine wines will arouse your hunting instincts.
Jan 03, 2027 - San Juan
San Juan, Puerto Rico, is an old city of cobblestone streets, colonial architecture and shaded courtyards. It reflects its Spanish past in such famous fortresses as El Morro and San Cristobal. San Juan is also a modern world capital -- a cosmopolitan metropolis of wide boulevards, lively cafes and highly regarded shops and galleries. San Juan is two unique destinations -- and you'll be fascinated by them both.