This 14-night Seabourn itinerary loops out and back from Miami, threading 9 ports of call through 7 countries with 4 days at sea to unwind aboard Seabourn Quest.
Why sail this route
You unpack once and let the ship do the travelling: 7 countries over 14 nights, beginning and ending in Miami, with a new port waiting most mornings instead of airports and hotel check-ins.
The pacing runs to 9 port days and 4 days at sea — time to enjoy the ship between stops.
Good to know
- Best for
- Immersive, slower-paced explorers
- Season
- Winter sailing
- Fly into
- Miami — round-trip
- Pace
- 9 port days · 4 sea days
Day-by-Day Itinerary
Hover a day to find it on the map.
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Day1
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Day2At SeaA Day at Sea
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Day3At SeaA Day at Sea
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Day4
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Day5St Barthelemy 8:00 AM – 5:00 PMExplore St Barthelemy
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Day6
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Day7
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Day8
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Day9Montserrat 8:00 AM – 6:00 PMExplore Montserrat
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Day10
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Day11
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Day12
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Day13At SeaA Day at Sea
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Day14At SeaA Day at Sea
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Day15
The Ship
Your home for all 14 nights aboard Seabourn Quest — so you unpack once and wake up somewhere new each morning.
About This Cruise
The 14 Night Windward & Leeward Islands is a 14-night round-trip itinerary aboard Seabourn Quest. You board and return in Miami, calling at 9 ports across 7 countries along the way.
In sequence the voyage takes in Florida (Miami), US Virgin Islands (St John), St. Kitts (Basseterre), Martinique (Fort de France), Dominica (Roseau), Antigua (St Johns, St Johns) and 2 more.
Because it's round-trip from Miami, you fly into and out of a single city and unpack just once. Longer hops are crossed on the 4 days at sea, keeping daylight hours for the ports. 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.