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Cruises from Philipsburg

6 live cruises sail from Philipsburg — 7 to 21 nights, across 2 lines, through the Caribbean. A NestCruise advisor narrows them to the one that fits.

6 sailings
Cruising the Leeward IslandsCaribbean

Emerald Cruises

The Caribbean loop

Aboard Emerald Sakara

Round-trip from Philipsburg

↓ $2,451 this monthBlack Friday /

from$3,944pp · cruise fare≈ $563/night pp

Fares checked nightly

Nov 2027 – Apr 2028Next 20 Nov 2027 · 6 more
7-Night Yachtsman's CaribbeanCARIBBEAN

Seabourn

The Caribbean loop

Aboard Seabourn Ovation

Round-trip from Philipsburg

Rare itinerary

from$4,698pp · cruise fare≈ $671/night pp

Fares checked nightly

Sails every two weeks, Feb 2028 – Mar 2028
7-Night Caribbean CruiseCaribbean

Emerald Cruises

7 nights in the Caribbean

Aboard Emerald Sakara

Philipsburg → Bridgetown

↓ $2,551 this monthBlack Friday /

from$4,144pp · cruise fare≈ $592/night pp

Fares checked nightly

Dec 2027 – Apr 2028Next 4 Dec 2027 · 3 more
Tropical Charms of the CaribbeanCaribbean

Emerald Cruises

The Caribbean loop

Aboard Emerald Sakara

Round-trip from Philipsburg

↓ $2,861 this monthBlack Friday /

from$5,234pp · cruise fare≈ $582/night pp

Fares checked nightly

Dec 2027Next 18 Dec 2027 · 1 more
Caribbean Island Hopping: Sint Maarten to BarbadosCaribbean

Emerald Cruises

10 nights in the Caribbean

Aboard Emerald Sakara

Philipsburg → Bridgetown

↓ $3,208 this monthBlack Friday /

from$6,687pp · cruise fare≈ $669/night pp

Fares checked nightly

Jan 2028Next 12 Jan 2028
Epic Voyage: Sint Maarten to BarbadosCaribbean

Emerald Cruises

21 nights in the Caribbean

Aboard Emerald Sakara

Philipsburg → Bridgetown

Overnight in Virgin GordaRare itinerary

from$20,135pp · cruise fare≈ $959/night pp

Fares checked nightly

Feb 2028Next 5 Feb 2028

Frequently asked

How many cruises from Philipsburg does NestCruise have?
6 live sailings, 7 to 21 nights. A NestCruise advisor narrows them to the one that fits.
Which cruise lines sail from Philipsburg?
Emerald Cruises and Seabourn, among others.
How long are cruises from Philipsburg?
Most run 7 to 21 nights.
How much do cruises from Philipsburg cost?
NestCruise doesn't publish fares — it's a quote-only concierge. Share your dates and party size and an advisor prices your exact sailing at no cost.