This 7-night Silversea itinerary loops out and back from San Juan, threading 7 ports of call through 5 countries aboard Silversea Silver Shadow.
Why sail this route
You unpack once and let the ship do the travelling: 5 countries over 7 nights, beginning and ending in San Juan, with a new port waiting most mornings instead of airports and hotel check-ins.
The pacing runs to 7 port days — a port-packed schedule ashore.
Good to know
- Best for
- Culture-led travellers
- Season
- Winter sailing
- Fly into
- San Juan — round-trip
- Pace
- 7 port days
Day-by-Day Itinerary
Hover a day to find it on the map.
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Day1
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Day2
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Day3St Barthelemy 8:00 AM – 11:00 PMExplore St Barthelemy
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Day4
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Day5
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Day6Montserrat 8:00 AM – 5:00 PMExplore Montserrat
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Day7
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Day8
The Ship
Your home for all 7 nights aboard Silversea Silver Shadow — so you unpack once and wake up somewhere new each morning.
About This Cruise
The 7 Night Eastern Caribbean Featuring St. Barts & Montserrat is a 7-night round-trip itinerary aboard Silversea Silver Shadow. You board and return in San Juan, calling at 7 ports across 5 countries along the way.
In sequence the voyage takes in Puerto Rico (San Juan), US Virgin Islands (St John), St. Kitts (Basseterre), Antigua (St Johns), British Virgin Islands (Jost Van Dyke) and Puerto Rico (San Juan).
Because it's round-trip from San Juan, you fly into and out of a single city and unpack just once. Sailing dates, cabin availability and fares vary by season — use Check Dates & Prices for live pricing, or call our team to talk through the options.