Round-trip San Juan

San Juan To San Juan

7 nights · Round-trip San Juan · Silver Shadow

Back to Caribbean sailings
Departure
20 December 2026
From
$2,870 per person
Travelling solo
please check live prices to see solo quote

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Fares are per person, cruise only. Airfare arranged separately.

CruisesThe CaribbeanEastern Caribbean

7 nights8 portsRound-trip San JuanSilver Shadow / Silver Dawn

The Journey

Day by Day

7 nights · 7 ports

Day 1San Juan, Puerto Rico
Day 2Cruz Bay, St. John
Day 3Gustavia, St. Barths
Day 4Basseterre, St. Kitts
Day 5St. John's, Antigua
Day 6Little Bay, Montserrat
Day 7Jost Van Dyke, BVI
Day 8San Juan, Puerto Rico
San Juan, Puerto Rico
Day 1
San Juan, Puerto Rico

Five hundred years of Spanish stone at El Morro, and blue cobblestones under cafe tables in the old city.

Embark

Cruz Bay, St. John
Day 2
Cruz Bay, St. John

Two-thirds national park, with Trunk Bay and the quiet coves the crowds never quite reach.

Ashore

Gustavia, St. Barths
Day 3
Gustavia, St. Barths

The red roofs and superyachts of St. Barths, shellfish lunches above the harbour and shopping to match Paris.

Ashore

Basseterre, St. Kitts
Day 4
Basseterre, St. Kitts

St. Kitts’ capital beneath its green volcano, with Brimstone Hill fortress up the coast.

Ashore

St. John's, Antigua
Day 5
St. John's, Antigua

The Antiguan capital, gateway to a beach for every day of the year.

Ashore

Little Bay, Montserrat
Day 6
Little Bay, Montserrat

The Caribbean’s Pompeii, half the island reborn as wild green hills beneath the Soufrière volcano.

Ashore

Jost Van Dyke, BVI
Day 7
Jost Van Dyke, BVI

A few hundred souls, one beach bar of world renown, and the clearest anchorage in the BVI.

Ashore

San Juan, Puerto Rico
Day 8
San Juan, Puerto Rico

Five hundred years of Spanish stone at El Morro, and blue cobblestones under cafe tables in the old city.

Disembark

The Route

Where You Sail

Your Ship

Silver Shadow

All-suite, all-butler, and door-to-door if you want it: the most complete luxury product afloat.

Silver Shadow
Silver Shadow
Silversea · 7 Nights · Round-trip San Juan

All-suite, all-butler, and door-to-door if you want it: the most complete luxury product afloat.

  • Butler service for every suite
  • All-inclusive drinks and gratuities
  • S.A.L.T. culinary program cooks the islands you sail
  • Small ships that fit the smaller harbors

The Silversea Brochure

Ready When You Are

Sail Round-trip San Juan.

From $2,870 per person, and our planning from first question to the flight home.

Fares are per person, cruise only. Airfare additional. Fares are capacity-controlled and may change or be withdrawn without notice. Elevida Luxury Journeys is an independent affiliate of Travel Planners International.