STARTING AT
$8900.00
per person
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

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

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.
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.

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

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

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.
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.

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

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

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.
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.

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

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

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.
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.

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