Home > Cruises > Caribbean Cruises > San Juan to San Juan

San Juan to San Juan

8 Days San Juan Return
San Juan to San Juan
San Juan to San Juan
San Juan to San Juan
Jost Van Dyke
Jost Van Dyke
San Juan
San Juan
St. John
St. John
Philipsburg
Philipsburg
Roseau
Roseau
Cruising At Sea
Cruising At Sea
Sint Maarten
Sint Maarten
Basseterre
Basseterre
San Juan
San Juan
Sint Maarten
Sint Maarten

Overview

Begin and end your 8 day (7 night) cruise in San Juan onboard Silver Dawn and enjoy exclusive savings and cruise inclusions with Silversea and Global Journeys.
Our Price From
US$5,600 per person
Price shown based on twin share
Check Availability
Trip Length
Cruise Length

8 Days

Trip Starts
Cruise Starts

San Juan

Trip Ends
Cruise Ends

San Juan

Trip Departures
Cruise Departures
Dec 2027
Cruise Line
Cruise Line
Silversea
Cruise Shi
Cruise Ship
Silver Dawn
Passengers
Passengers

596

Crew
Crew

411

Ship Launch
Launched

2022

Cruise Code
Cruise Code

SDSJSJSJSJ.11

Itinerary

Departs: 19:00

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

Arrives: 08:00 Departs: 18:00

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: 17:00

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 capital of Dominica, Roseau is a small town with plenty of colonial charm. Its surrounds are lush and mountainous, rich rainforest embraces rare bird species, crater lakes, bubbling hot springs and splendid tumbling cascades. Ships will dock at this port.

Top Things to Do in Roseau:

  • relax in the hot springs at Bongo Baths
  • snorkel Champagne Reef
  • swim at Trafalgar Falls
  • 4wd through Dominica's rainforests
  • visit the Dominica Botanic Garden
  • hike to the Emerald Pool

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: 08:00 Departs: 17:00

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: 17:00

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 On Board

Silversea
 (2) Reviews
Total No. of Cruises 482
A luxurious cruise means many things to many people but we feel that Silversea’s small ship cruises personify the true meaning of comfort. Our intimate, ultra-luxury ships can sail up narrow waterways into the heart of a city, or tie up right at the pier while others must anchor off shore. And for those who yearn to explore more the new and unknown, Silversea’s expedition ships can transport you to the furthermost boundaries of the planet.

Enjoy free-flowing premium wines and spirits, delicious gourmet cuisine, in-suite dining, full butler service for every suite and of course all gratuities. Whether you long to mingle in the Mediterranean, swim with the turtles of the Galapagos or embrace the glaciers of Alaska, there is something special about knowing that this cruising is all inclusive.
Silver Dawn
Silver Dawn

Be among the first to sail aboard Silver Dawn, the tenth ultra-luxury ship to join Silversea's fleet. Read more

The Suite Life
The Suite Life

With a butler to look after your every comfort, relax and take in the ocean views from your suite. Read more

Sea and Land Taste (S.A.L.T.) Programme
Sea and Land Taste (S.A.L.T.) Programme

Enrich your culinary journey with immersive food and wine experiences and classes on board and ashore. Read more

Otium
Otium

Introducing Silversea's curated signature experience, Otium, where memorable sensory journeys take you away from the every day. Read more

Dolce Vita
Dolce Vita

Re-imagined for Silver Dawn, guests will love mingling in the heart of the ship's social scene. Read more

Venetian Lounge Entertainment
Venetian Lounge Entertainment

Relax in the glamourous Venetian Lounge and enjoy world class shows, solo performers and cinema. Read more

Download Brochure

Silversea Voyages (2026-27) Brochure

Silversea Voyages (2026-27)

Where will your wanderlust lead? Witnessing the fleeting splendour of the cherry blossoms in Japan? Joining the kaleidoscopic celebrations of the world’s greatest carnival in Rio de Janeiro? Or swimming with shoals of multicoloured fish off the shores of the Caribbean? Our new ocean voyages from September 2026 to May 2027 will fulfil your yearning to more travel. From Asia to Australia, and from South America to the South Pacific, prepare to see the gems that other journeys miss.

Dates & Pricing USD USD

Cabin Layout Options:

Select Cabin Preference:

From $5,600
From $6,100
From $10,700
Tuesday 28 Dec 2027 28 Dec 27 San Juan
Tuesday 04 Jan 2028 04 Jan 28 San Juan
Details
Silver Dawn
All-Inclusive Fare
Oceanview
US$5,600
Twin Share (Per Personpp)
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 the cruise-line and 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.

Similar Cruises

9 Day King George Island to Puerto Williams (Silversea)

9 Days Santiago Santiago

Operated By: Silversea

From 30,600
Save 3,500
9 Day Bridgetown to San Juan (Silversea)

9 Days Bridgetown San Juan

Operated By: Silversea

From 7,600
9 Day Barcelona to Monte Carlo (Silversea)

9 Days Barcelona Monte Carlo

Operated By: Silversea

From 5,050
9 Day Barcelona to Monte Carlo (Silversea)

9 Days Barcelona Monte Carlo

Operated By: Silversea

From 5,450