This 14-night Seabourn itinerary loops out and back from Miami, threading 10 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 10 port days and 4 days at sea — time to enjoy the ship between stops.
Good to know
- Best for
- Immersive, slower-paced explorers
- Season
- Autumn sailing
- Fly into
- Miami — round-trip
- Pace
- 10 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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Day5Anguilla 8:00 AM – 5:00 PMExplore Anguilla
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Day6
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Day7
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Day8
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Day9
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Day10Montserrat 8:00 AM – 6:00 PMExplore Montserrat
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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 Leeward Island Jewels is a 14-night round-trip itinerary aboard Seabourn Quest. You board and return in Miami, calling at 10 ports across 7 countries along the way.
In sequence the voyage takes in Florida (Miami), Puerto Rico (San Juan), St. Kitts (Basseterre), Dominica (Roseau), Martinique (Fort de France), Guadeloupe (Iles Des Saintes) 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.