Typical price
$833/night
$9,167 total
Eastern Caribbean cruises
Eastern Caribbean Loop via San Juan, Saint-Barthélemy & Little Bay (Rare Variant)
⚓ San Juan · Saint-Barthélemy · Basseterre, Saint Kitts · Little Bay · Jost Van Dyke
Balanced route with a steady mix of port days and sea days. Covers Puerto Rico, Saint Barthélemy, Saint Kitts and Nevis, and Montserrat and more.
☾11 nights
Miami
Eastern Caribbean
5 ports
6 sea days
Itinerary pricing
What this itinerary usually costs
Typical pricing runs around $833/night. with most departures landing in the $650-$973/night band. across 1 tracked sailings.
Normal range
$650-$973/night
$7,150-$10,700 total
Lowest recent fare
$636/night
$7,000 total
Comparison set
1 sailings
Used for itinerary baseline
Best departures
Best upcoming sailings
Start here. These departures surface first because they combine stronger pricing, useful timing, or a notable warning signal for this itinerary.
All departures
All upcoming departures
Compare all sailings for this itinerary.
When should I go?
Scan monthly pricing to see which departure windows tend to look stronger or weaker for this itinerary.
November 2026
Cheapest
Median price/night
$636
1 sailing
Upcoming departures
24% below itinerary median
1 priced departures tracked
Route overview
How this route is built
11 nights · 5 port calls · 6 sea days · 5 countries
5 port calls across Puerto Rico, Saint Barthélemy, Saint Kitts and Nevis, Montserrat · Neither especially port-heavy nor sea-day heavy for this trip length.
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Embark in Miami
Embarkation ports can vary by sailing
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Disembark in Miami
Disembarkation ports can vary by sailing
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Embark port
Disembark port
Port of call
Alternatives
Compare nearby alternatives
Nearby options in the same planning set, with price and trip-shape tradeoffs called out so you can compare without restarting your search.
Eastern Caribbean Arc via Kings Wharf, Bimini & Frederiksted, Saint Croix (Rare Variant)
12 nights
Cheaper entry price than this itinerary
From $1,068
$139-$149/night typical
Eastern Caribbean Arc via Philipsburg (Sea-Day Heavy)
4 nights
Cheaper entry price than this itinerary
From $5,036
$764-$1,040/night typical
Eastern Caribbean Loop via Philipsburg, Antigua & Fort-de-France (Rare Variant)
11 nights
Cheaper entry price than this itinerary
From $1,144
$89-$217/night typical
Eastern Caribbean Loop via Princess Cays, Puerto Plata & San Juan (Rare Variant)
10 nights
Cheaper entry price than this itinerary
From $823
$108-$131/night typical
From $571
$57-$95/night typical
Eastern Caribbean Loop via Princess Cays, Puerto Plata & San Juan (Best Balance)
10 nights
Cheaper entry price than this itinerary
From $953
$108-$131/night typical
FAQ
What’s the best month to sail this itinerary?
It depends on weather and crowd levels. Use the sailing list to compare dates and prioritize port days with comfortable conditions.
Are these sailings all the same route?
They can be close but not identical. Look for differences in port order, arrival times, and sea day placement.
How should I choose between two similar sailings?
Compare: (1) ship, (2) port day timing, (3) number of sea days, (4) price vs cabin value, and (5) flight convenience.