Silver Shadow: 14-Night from San Juan - December 20, 2026

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STARTING AT

$8900.00

per person

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Silver Shadow

14 NIGHT CRUISE

SAILING FROM

San Juan, Puerto Rico on Dec 20th, 2026

DISEMBARK

San Juan, Puerto Rico on Jan 3rd, 2027

14 Nights

ITINERARY

  1. Cruise port of San Juan, Puerto Rico.

    San Juan, Puerto Rico

    December 20, 2026Departs 7:00 pm

    San Juan blends ocean air, colorful streets, and historic forts where Caribbean warmth meets old world charm just steps from your cruise ship.

    Captain's Tip

    Your cruise departs from San Juan, Puerto Rico on the Silver Shadow. We strongly recommend flying in the day before - flight delays and cancellations happen, and the ship won't wait. Use the extra time to explore San Juan, Puerto Rico and start your trip relaxed. Complete your online check-in before arrival. English is widely spoken, the US dollar is used, and no passport is required for US travelers.

    Explore San Juan, Puerto Rico
  2. Virgin Gorda in the British Virgin Islands of the Carribean.

    Jost Van Dyke, British Virgin Islands

    December 21, 20268:00 am – 6:00 pm

    Jost Van Dyke is pure Caribbean ease, white sand beaches, turquoise water, barefoot beach bars, and an island vibe that invites you to slow way down.

    Captain's Tip

    You'll have 10 hours hours to explore Jost Van Dyke, British Virgin Islands, from 8:00 am to 6:00 pm - a solid full day ashore. That's enough for 2-3 attractions and a sit-down lunch without rushing. Tackle the most distant spot first, then work your way back toward the port. White Bay is the island's most famous beach, known for soft sand and shallow, crystal clear water.

    Explore Jost Van Dyke, British Virgin Islands
  3. View to the active volcano in Montserrat with a large ash cloud.

    Little Bay, Montserrat, Leeward Islands

    December 22, 20269:00 am – 6:30 pm

    Little Bay is serene and lush, volcanic slopes, turquoise waters, friendly local vibes, and a quiet Caribbean charm that feels untouched and welcoming.

    Captain's Tip

    As a smaller vessel, the Silver Shadow means a quicker disembarkation in Little Bay, Montserrat, Leeward Islands - fewer passengers funneling through the gangway gets you off the ship faster. Keep in mind that other, larger ships may be in port the same day, so pre-booking excursions or transportation is still a smart move. The harbor area is compact and perfect for a leisurely stroll.

    Explore Little Bay, Montserrat, Leeward Islands
  4. Panoramic aerial view of Casablanca, with Grand mosque Hassan II Mosque and the Atlantic ocean. Casablanca. Morocco

    Casablanca, Morocco

    December 23, 20268:30 am – 6:00 pm

    Casablanca blends Atlantic air and modern energy, wide boulevards, seaside cafés, and echoes of history that feel cinematic and unmistakably Moroccan.

    Captain's Tip

    Your ship arrives in Casablanca, Morocco at 8:30 am, one of the most common arrival windows. If you've booked a morning excursion, aim to be among the first off. If your plans are flexible, waiting 30-45 minutes lets the initial wave pass. The Hassan II Mosque is one of the largest religious buildings in the world and a defining symbol of Casablanca.

    Explore Casablanca, Morocco
  5. Small yellow boats and many colorful buildings on the coast of Martinique. Image blurred in postproduction

    Fort-de-France, Martinique

    December 24, 20268:00 am – 6:00 pm

    Fort de France feels like the heart of Martinique, warm Caribbean air, French flair, colorful markets, and an easy rhythm shaped by sea and culture.

    Captain's Tip

    You'll have 10 hours hours to explore Fort-de-France, Martinique, from 8:00 am to 6:00 pm - a solid full day ashore. That's enough for 2-3 attractions and a sit-down lunch without rushing. Tackle the most distant spot first, then work your way back toward the port. French Caribbean culture shows up everywhere, from language and food to architecture and music.

    Explore Fort-de-France, Martinique
  6. Day at Sea — December 25, 2026

    December 25, 2026

  7. Day at Sea — December 26, 2026

    December 26, 20268:00 am – 6:00 pm

  8. Cruise port of San Juan, Puerto Rico.

    San Juan, Puerto Rico

    December 27, 2026Arrives 7:00 am

    San Juan blends ocean air, colorful streets, and historic forts where Caribbean warmth meets old world charm just steps from your cruise ship.

    Captain's Tip

    Your cruise ends in San Juan, Puerto Rico, where the Silver Shadow is scheduled to dock at 7:00 am. On a smaller ship, the disembarkation process moves quickly - most passengers are off within one to two hours. If you're flying out, book your flight at least four hours after the ship's scheduled arrival. Stop for a coffee, sample local pastries, or enjoy a relaxed lunch while watching daily life unfold around you.

    Explore San Juan, Puerto Rico
  9. Cruise port of San Juan, Puerto Rico.

    San Juan, Puerto Rico

    December 27, 2026Departs 7:00 pm

    San Juan blends ocean air, colorful streets, and historic forts where Caribbean warmth meets old world charm just steps from your cruise ship.

    Captain's Tip

    Your cruise departs from San Juan, Puerto Rico on the Silver Shadow. We strongly recommend flying in the day before - flight delays and cancellations happen, and the ship won't wait. Use the extra time to explore San Juan, Puerto Rico and start your trip relaxed. Complete your online check-in before arrival. English is widely spoken, the US dollar is used, and no passport is required for US travelers.

    Explore San Juan, Puerto Rico
  10. Cruz Bay, St John, United States Virgin Islands.

    Cruz Bay, St. John, U.S. Virgin Islands

    December 28, 20268:00 am – 6:00 pm

    Cruz Bay feels like clear water and green hills meeting gently, ferry wakes in the harbor, flip flops on the dock, and island calm arriving fast.

    Captain's Tip

    As a smaller vessel, the Silver Shadow means a quicker disembarkation in Cruz Bay, St. John, U.S. Virgin Islands - fewer passengers funneling through the gangway gets you off the ship faster. Keep in mind that other, larger ships may be in port the same day, so pre-booking excursions or transportation is still a smart move. Trunk Bay is one of the most famous beaches in the Caribbean and sits a short drive from Cruz Bay.

    Explore Cruz Bay, St. John, U.S. Virgin Islands
  11. Basseterre, St. Kitts and Nevis town skyline at the port.

    Port of Basseterre, St. Kitts, St. Kitts and Nevis

    December 29, 20268:00 am – 6:00 pm

    Port of Basseterre welcomes cruise visitors with sunlit streets, colorful colonial architecture, Caribbean rhythms, and warm waters perfect for exploration.

    Captain's Tip

    Your ship arrives in Port of Basseterre, St. Kitts, St. Kitts and Nevis at 8:00 am, one of the most common arrival windows. If you've booked a morning excursion, aim to be among the first off. If your plans are flexible, waiting 30-45 minutes lets the initial wave pass. Walking through downtown Basseterre reveals colorful colonial buildings, the central Circus Square, and a variety of local shops and cafés.

    Explore Port of Basseterre, St. Kitts, St. Kitts and Nevis
  12. Panoramic landscape view of Terre de Haut, Guadeloupe.

    Iles des Saintes, Guadeloupe

    December 30, 20268:00 am – 5:00 pm

    Iles des Saintes feels like Caribbean calm perfected, pastel houses, quiet bays, French island flavors, and turquoise water that instantly slows your pace.

    Captain's Tip

    You'll have 9 hours hours to explore Iles des Saintes, Guadeloupe, from 8:00 am to 5:00 pm - a solid full day ashore. That's enough for 2-3 attractions and a sit-down lunch without rushing. Tackle the most distant spot first, then work your way back toward the port. This small crescent shaped beach is famous for clear water and easy snorkeling.

    Explore Iles des Saintes, Guadeloupe
  13. Day at Sea — December 31, 2026

    December 31, 20268:00 am – 6:00 pm

  14. Day at Sea — January 1, 2027

    January 1, 2027

  15. Port at St. Thomas, U.S. Virgin Islands.

    St. Thomas, U.S. Virgin Islands

    January 2, 20278:00 am – 6:00 pm

    St. Thomas, U.S. Virgin Islands, dazzles with turquoise waters, lively markets, and sun-soaked beaches, offering a perfect blend of Caribbean charm and cruise excitement.

    Captain's Tip

    As a smaller vessel, the Silver Shadow means a quicker disembarkation in St. Thomas, U.S. Virgin Islands - fewer passengers funneling through the gangway gets you off the ship faster. Keep in mind that other, larger ships may be in port the same day, so pre-booking excursions or transportation is still a smart move. Relax on the world-renowned Magens Bay Beach, famous for its soft sand and calm waters.

    Explore St. Thomas, U.S. Virgin Islands
  16. Cruise port of San Juan, Puerto Rico.

    Return to San Juan, Puerto Rico

    January 3, 2027Arrives 7:00 am

    San Juan blends ocean air, colorful streets, and historic forts where Caribbean warmth meets old world charm just steps from your cruise ship.

    Captain's Tip

    Your cruise ends in San Juan, Puerto Rico, where the Silver Shadow is scheduled to dock at 7:00 am. On a smaller ship, the disembarkation process moves quickly - most passengers are off within one to two hours. If you're flying out, book your flight at least four hours after the ship's scheduled arrival. Stop for a coffee, sample local pastries, or enjoy a relaxed lunch while watching daily life unfold around you.

    Explore San Juan, Puerto Rico

ITINERARY MAP

111: Silver Shadow

Silver Shadow

8Decks
6+Restaurants
1Pools
6+Bars

INCLUDED IN FARE

Cafe table and chairs
Arts Café

The elegant cafe serves light bites, as well as smoothies, fresh juices, bespoke cocktails and wine by the glass from our extensive drinks menu, and is the ideal place to meet your friends, grab a coffee or aperitif and plan your next adventures.

ADDITIONAL COST

Elegant dining tables
La Dame

Named after “La Dame de Paris” or the Eiffel Tower, La Dame echoes the traditions and cultures embedded in the French gastronomic past, while respecting its bright culinary future.

INCLUDED IN FARE

Dining room table and chairs
La Terrazza

On board this luxury cruise ship a divine selection of Italy’s best cuisine is served à la carte in La Terrazza. Authentic recipes and the freshest ingredients come together with flair and passion aboard this luxury cruise — a flavourful expression of Silversea’s distinctive Italian heritage.

INCLUDED IN FARE

Chef cooking
The Grill

One of the healthiest cuisines to exist, The Grill features lava stone cooking at its finest. Sourced from volcanic rock and placed in an oven to reach an optimum temperature of 400˚C, The Grill invites guests to cook their food directly at their table.

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