Home > Cruises > Caribbean Cruises > Miami to San Juan

Miami to San Juan

No Reviews No Booking FeesDedicated Cruise Advisor
Oceanview
$9,900
Balcony
$10,989
Suite
$15,048
* Port charges, taxes and fees included
 Cruise Length
13 Days
 Cruise Starts
Miami
 Cruise Finishes
San Juan
Cruise Line
Silversea
No Reviews
Ship
Departures
Passengers
388
Crew
302
Launched
2000
Refurbished
2019
Cruise Code
SSMSJMSJ.1

Overview

Begin your journey in Miami and cruise through to San Juan onboard the Silver Shadow and enjoy exclusive savings and cruise inclusions with Silversea and Global Journeys.

Cruise Itinerary

Departs: 18:00

Known as the 'cruise capital of the world', Port Miami is is considered to be the world’s busiest cruise ship port. Whether arriving or departing, aboard your cruise liner you can take in the superb view of the Miami skyline.

This multicultural city where the sun rules supreme is more than just a cruise port. Visitors from all over the world enjoy Miami’s famous Art Deco buildings, family-friendly zoos and romantic palm tree-lined streets filled with fantastic restaurants. Don’t forget about the white sandy beaches and year-round warm weather, perfect for relaxing before or after your Caribbean cruise from Miami.

Days at sea are the perfect opportunity to relax, unwind and catch up with what you’ve been meaning to do. So whether that is going to the gym, visiting the spa, whale watching, catching up on your reading or simply topping up your tan, these blue sea days are the perfect balance to busy days spent exploring shore side.

Arrives: 13:00 Departs: 19:00

St. John, the smallest of the U.S. Virgin Islands, is renowned for its pristine beaches and lush national parks. Nearly two-thirds of the island is protected as Virgin Islands National Park, offering visitors stunning landscapes and rich biodiversity. Trunk Bay, famous for its underwater snorkelling trail, and Cinnamon Bay are must-visit beaches with crystal-clear waters and white sands.

The island also boasts historic ruins like the Annaberg Sugar Plantation, providing insights into its colonial past. Hiking trails, such as the Reef Bay Trail, lead through tropical forests to hidden waterfalls and petroglyphs. St. John’s natural beauty and serene atmosphere make it a perfect Caribbean escape.

Arrives: 08:00 Departs: 18:00

Sint Martin, a gem in the Caribbean, is renowned for its dual French and Dutch heritage. This unique blend offers travelers a diverse cultural experience. In the French capital, Marigot, visit the bustling open-air markets and savor gourmet dining, while in Philipsburg on the Dutch side, indulge in duty-free shopping and lively beach bars. Maho Beach, famous for its low-flying planes, is a must-see spectacle.

For nature lovers, the island offers pristine beaches and crystal-clear waters perfect for snorkeling and diving. Loterie Farm provides an adventurous escape with zip-lining and hiking trails. Don't miss the opportunity to sample local delicacies like conch fritters and guavaberry liqueur, which reflect the island’s rich culinary traditions.

Port:Philipsburg

Philipsburg is the capital of Dutch Sint Maarten and it's port is conveniently located about 2 kilometers (1.2 miles) from downtown Philipsburg, taking roughly 5 minutes by car or a leisurely 20-minute walk. Visitors can explore the vibrant Front Street, known for its duty-free shopping, colorful boutiques, and lively cafes. Transportation options include taxis, rental cars, and water taxis. Don’t miss a visit to the Great Bay Beach, just steps from the main shopping area, or venture to Maho Beach to watch planes land dramatically close to the shore.

Arrives: 08:00 Departs: 18:00

The port town for the island of St. Kitts, Basseterre has centuries of history to explore in impressive estates and photo-worthy monuments. With more than a quarter of the island set aside as a national park and a rainforest that is growing rather than shrinking, St. Kitts is a stunning tropical island escape. Ships will dock at this port.

Top Things to Do in Basseterre:

  • hike the Mount Liamuiga trail
  • circle St. Kitts in a restored vintage train
  • zip line in the Valley of Giants
  • visit the Brimstone Hill Fortress

Arrives: 08:00 Departs: 18:00

Iles Des Saintes or Les Saintes is formed by nine unspoiled islands, two of which are inhabited. Forest-coated island cones rise from the turquoise waters and crystalline tropical beaches line the shores of these heavenly Caribbean islands. Ships will anchor offshore and tenders will be provided to the island, Terre de Haut.

Top Things to Do on Iles Des Saintes:

  • sail around the isles of Les Saintes
  • explore the waters in a clear kayak
  • hike to the summit of Mount Morel
  • visit Fort Napoleon

Arrives: 08:00 Departs: 18:00

Saint Lucia is the quintessential island paradise, with the majestic peaks of the Pitons, the splendour of lush rainforests, and the blue-green waters of the Caribbean breaking just off shore. Here, the mix of Caribbean, African, English, and French cultures creates an exquisite blend of food, music, and traditions. Enjoy a leisurely morning visiting Sulphur Springs, the world's only drive-in volcano, where you can relax in therapeutic mud baths and hot springs. For a taste of local culture, head to Castries Market, bustling with vendors selling fresh produce, spices, and handmade crafts.

Port:Castries

In Castries, cruise ships dock at Pointe Seraphine or La Place Carenage. Both terminals are conveniently located within 2 kilometers (1.2 miles) of the city center, making it a quick 5-minute drive or a pleasant 15-minute walk. Pointe Seraphine is the primary terminal, featuring duty-free shops and a range of local craft stores, while La Place Carenage offers easy access to the central market.

To explore further, consider taking a taxi or a water taxi to Marigot Bay, roughly 11 kilometers (7 miles) south, about a 20-minute drive. Alternatively, arrange for a guided tour to the island's iconic Pitons, which are 45 kilometers (28 miles) away, typically a 1.5-hour drive. Local buses are also an economical way to see the island's stunning landscapes.

Arrives: 08:00 Departs: 18:00

Fort-de-France, located on Martinique is the largest city in the French West Indies and it has personality to match. Life here is vibrant and fast-paced, and the culture is as colourful as the brightly painted shops that line the city’s cobblestone streets. Ships will dock at the port.

Top Things to Do in Fort-de-France:

  • visit the Botanical Gardens
  • join a rainforest hike to Absalon
  • visit the Rum Distillery
  • explore a banana plantation
  • see the ruins of Chateau Dubuc
  • take a helicopter flight over Martinique

Arrives: 08:00 Departs: 18:00

Little Bay is the gateway to the island of Montserrat. The island has been nicknamed 'the emerald isle' due to its lush verdant forests lined with lime trees and palms and also due to its Irish heritage. Much of the islands tourism is based around its volcano and its eruptions.

Top Things to Do in Little Bay:

  • take a boat tour of the island coast
  • trek to Runaway Ghaut
  • visit the Montserrat Volcanic Observatory
  • explore the 'Buried City' of Plymouth, destroyed by the volcanoes 1995 eruption

Arrives: 08:00 Departs: 17:00

Antigua and Barbuda beckon with their pristine beaches and vibrant history. For beach enthusiasts, Antigua presents a different shore for each day of the year, like the tranquil Half Moon Bay. Adventure seekers can explore the mysterious caves at Two Foot Bay in Barbuda, offering a glimpse into the island’s natural wonders.

History buffs will find Nelson’s Dockyard, a UNESCO World Heritage site in Antigua, a compelling visit, showcasing the island's rich naval history. For a unique experience, take a boat tour to the Frigate Bird Sanctuary in Barbuda, one of the world’s largest, to observe these magnificent birds in their natural habitat. Culinary explorers can delight in the local cuisine, with seafood and Creole dishes highlighting the islands’ cultural melting pot.

Port:St. John's

Cruise ships dock at the St. John's Cruise Port, a bustling gateway mere steps away from the city's vibrant streets and markets. The terminal's location is ideal, placing visitors within a short walking distance (0.5 km, 0.3 miles, about 5 minutes) from the heart of St. John's. Here, colorful colonial architecture and local eateries welcome travelers seeking a taste of Antiguan culture.

For those looking to explore beyond the city, public buses and taxis are readily available. A popular destination is Nelson's Dockyard, roughly 19 km (12 miles, about 30 minutes) away, offering a glimpse into the island's rich naval history amidst stunning scenery. Remember, Antigua boasts 365 beaches—one for every day of the year—making any coastal excursion a must-do.

Arrives: 08:00 Departs: 18:00

The British Virgin Island’s smallest island, Jost Van Dyke, runs deep with rugged scenery and colourful folklore. The island offers glowing turquoise waters, lazily bowing palm trees, and pristine white sand beaches. Ships will anchor offshore and tenders will be provided to the shore.

Top Things to Do on Jost Van Dyke:

  • snorkel Norman Island
  • explore The Baths on Virgin Gorda Island
  • cruise the waters of Jost Van Dyke and Tortola
  • relax on the pristine White Bay beach

Arrives: 07:00

San Juan's picturesque cobblestone streets, plazas and chapels reflect its Spanish heritage. But the second oldest city in the Americas also boasts fine beaches, lush rainforests, verdant mountainsides, imposing forts and a lovely tropical climate. Ships will dock at this port.

Top Things to Do in San Juan:

  • explore the El Yunque Rainforest
  • visit the Bacardi Rum Distillery
  • visit Fort Cristobal and the Old Town
  • play a round of golf at the Palmes del Mar Golf Resort
  • sail in San Juan Bay
Note: Ship ports may not be located in the starting & ending cities listed. Port and transfer details will be provided in your travel documentation. The provided itinerary is for informational purposes only. Activities and sightseeing attractions listed may not be available or achievable within the time in port.

Life Onboard Silver Shadow

Silver Shadow
Silver Shadow

All inclusive cruising on Silver Shadow offers guests fine dining and lounge bars where you can relax or mingle. Read more

The Suite Life
The Suite Life

It's all suite luxury aboard the Silversea fleet with your own suite butler. Read more

Show Lounge Entertainment
Show Lounge Entertainment

Relax in the Show Lounge of an evening and take in a live show or movie. Read more

White Gloved Personal Service
White Gloved Personal Service

Your every need will be taken care of by Silversea's crew from the moment you board. Read more

A Fine Choice of Dining
A Fine Choice of Dining

You will be treated to exquisite dishes and impeccable service in the four fine dining restaurants. Read more

Fitness and Wellness
Fitness and Wellness

Join a class and use the state of the art equipment in the on board Fitness Centre. Read more

Brochure

Winter Voyages

Silversea Winter Voyages (2025-26)

From historic cities to remote shores, take your curiosity deep into the heart and soul of astounding destinations. Together with our timeless itineraries, this new collection reveals some of the world’s most hidden stories, histories and treasures.

Availability Click on prices below to view cabin upgrades and details

Port-to-PortDoor-to-Door Upgrade Option
Thursday 10 Dec 2026
Tuesday 22 Dec 2026
Ship Silver Shadow
Oceanview
Save $2,600
$9,900
View Cabins
Balcony
Save $2,611
$10,989
View Cabins
Suite
Save $2,652
$15,048
View Cabins
Port-to-PortDoor-to-Door Upgrade Option
Thursday 10 Dec 2026
Tuesday 22 Dec 2026
Ship Silver Shadow
Oceanview
$10,313
View Cabins
Balcony
$11,220
View Cabins
Suite
$13,728
View Cabins
Port-to-PortDoor-to-Door Upgrade Option
Thursday 10 Dec 2026
Tuesday 22 Dec 2026
Ship Silver Shadow
Oceanview
$9,281
View Cabins
Balcony
$10,098
View Cabins
Suite
$11,830
View Cabins
Port-to-PortDoor-to-Door Upgrade Option
Thursday 10 Dec 2026
Tuesday 22 Dec 2026
Ship Silver Shadow
Oceanview
$18,562
View Cabins
Balcony
$20,196
View Cabins
Suite
$35,046
View Cabins
Note
Tour & cruises prices are per person. Prices shown have savings applied, are subject to availability and may be withdrawn at any time without notice. Pricing and trip details are correct at this point in time, however are subject to confirmation at the time of booking and are subject to change by Silversea. For cruise itineraries, cabin images are sourced from Silversea. These should be treated as indicative only. Cabin inclusions, upholsteries and room layout may differ to the image(s) shown depending on the ship selected and your sailing dates.

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