DEPARTURE PORT

Philipsburg (St. Maarten) cruises and prices

Compare cruises departing from Philipsburg (St. Maarten). The list combines current two-adult cabin totals with price history and itinerary details, so you can weigh the fare against the trip instead of relying on a headline price.

113upcoming sailings

$4,216lowest captured cabin total

$660average per person, per night

$1,260largest captured decrease

Prices shown are fresh, available cabin totals for two adults in the U.S. market. The nightly average uses the lowest captured cabin total on each priced sailing; cabin classes and trip lengths vary. Availability and final checkout totals can change. Last data update: 9/24/2026, 7:19:39 AM UTC.

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LIVE INVENTORY

Upcoming cruises

Open a sailing to see cabin prices, price history, availability, itinerary times, and the current GemScore.

Atlas Ocean Voyages

World Navigator

Oct 14, 2026 · 7 nights

Route: Colors of the Caribbean
From: Philipsburg, St. Maarten
Destination: Caribbean

Captured total$9,998Per person$4,999See price history →

Seabourn

Seabourn Ovation

Dec 5, 2026 · 14 nights

Route: 14-Day Yachtsman's Caribbean In Depth
From: St. Maarten
Destination: Caribbean

Captured total$14,996Per person$7,498See price history →

Seabourn

Seabourn Ovation

Dec 5, 2026 · 7 nights

Route: 7-Day Yachtsman's Caribbean
From: St. Maarten
Destination: Caribbean

Captured total$8,596Per person$4,298See price history →

Four Seasons Yachts

Four Seasons I

Dec 13, 2026 · 7 nights

Route: Grand Caribbean featuring Anguilla and Antigua
From: Philipsburg
Destination: Caribbean

Captured total$21,800Per person$10,900See price history →

Windstar Cruises

Wind Surf

Dec 19, 2026 · 7 nights

Route: Beach Fun & Sun: A Remote Caribbean Getaway
From: Philipsburg, St. Maarten
Destination: Caribbean

Captured total$6,996Per person$3,498See price history →

Windstar Cruises

Wind Surf

Dec 19, 2026 · 14 nights

Route: Star Collector: Caribbean Explorations
From: Philipsburg, St. Maarten
Destination: Caribbean

Captured total$16,480Per person$8,240See price history →

Seabourn

Seabourn Ovation

Dec 26, 2026 · 7 nights

Route: 7-Day Yachtsman's Caribbean
From: St. Maarten
Destination: Caribbean

Captured total$11,596Per person$5,798See price history →

Windstar Cruises

Wind Surf

Dec 26, 2026 · 14 nights

Route: Star Collector: Caribbean Explorations
From: Philipsburg, St. Maarten
Destination: Caribbean

Captured total$16,480Per person$8,240See price history →

Windstar Cruises

Wind Surf

Dec 26, 2026 · 7 nights

Route: Classic Caribbean
From: Philipsburg, St. Maarten
Destination: Caribbean

Captured total$10,254Per person$5,127See price history →

Four Seasons Yachts

Four Seasons I

Dec 27, 2026 · 7 nights

Route: Grand Caribbean featuring Nevis and Exuma Sound
From: Philipsburg
Destination: Bahamas

Captured total$47,000Per person$23,500See price history →

Windstar Cruises

Wind Surf

Jan 2, 2027 · 7 nights

Route: Beach Fun & Sun: A Remote Caribbean Getaway
From: Philipsburg, St. Maarten
Destination: Caribbean

Captured total$7,066Per person$3,533See price history →

Windstar Cruises

Wind Surf

Jan 2, 2027 · 14 nights

Route: Star Collector: Caribbean Explorations
From: Philipsburg, St. Maarten
Destination: Caribbean

Captured total$12,840Per person$6,420See price history →

Windstar Cruises

Wind Surf

Jan 9, 2027 · 14 nights

Route: Star Collector: Caribbean Explorations
From: Philipsburg, St. Maarten
Destination: Caribbean

Captured totalNot currently capturedSee price history →

Windstar Cruises

Wind Surf

Jan 9, 2027 · 7 nights

Route: Classic Caribbean
From: Philipsburg, St. Maarten
Destination: Caribbean

Captured total$7,104Per person$3,552See price history →

Seabourn

Seabourn Ovation

Jan 16, 2027 · 7 nights

Route: 7-Day Yachtsman's Caribbean
From: St. Maarten
Destination: Caribbean

Captured total$11,996Per person$5,998See price history →

Seabourn

Seabourn Ovation

Jan 16, 2027 · 14 nights

Route: 14-Day Caribbean Gems In Depth
From: St. Maarten
Destination: Caribbean

Captured total$22,596Per person$11,298See price history →

Windstar Cruises

Wind Surf

Jan 16, 2027 · 7 nights

Route: Beach Fun & Sun: A Remote Caribbean Getaway
From: Philipsburg, St. Maarten
Destination: Caribbean

Captured total$6,296Per person$3,148See price history →

Windstar Cruises

Wind Surf

Jan 16, 2027 · 14 nights

Route: Star Collector: Caribbean Explorations
From: Philipsburg, St. Maarten
Destination: Caribbean

Captured totalNot currently capturedSee price history →

Windstar Cruises

Wind Surf

Jan 23, 2027 · 14 nights

Route: Star Collector: Caribbean Explorations
From: Philipsburg, St. Maarten
Destination: Caribbean

Captured totalNot currently capturedSee price history →

Windstar Cruises

Wind Surf

Jan 23, 2027 · 7 nights

Route: Classic Caribbean
From: Philipsburg, St. Maarten
Destination: Caribbean

Captured total$10,814Per person$5,407See price history →

Seabourn

Seabourn Ovation

Jan 30, 2027 · 7 nights

Route: 7-Day Yachtsman's Caribbean
From: St. Maarten
Destination: Caribbean

Captured total$10,646Per person$5,323See price history →

Windstar Cruises

Wind Surf

Jan 30, 2027 · 7 nights

Route: Beach Fun & Sun: A Remote Caribbean Getaway
From: Philipsburg, St. Maarten
Destination: Caribbean

Captured total$7,276Per person$3,638See price history →

Windstar Cruises

Wind Surf

Jan 30, 2027 · 14 nights

Route: Star Collector: Caribbean Explorations
From: Philipsburg, St. Maarten
Destination: Caribbean

Captured total$15,080Per person$7,540See price history →

Windstar Cruises

Wind Surf

Feb 6, 2027 · 14 nights

Route: Star Collector: Caribbean Explorations
From: Philipsburg, St. Maarten
Destination: Caribbean

Captured total$13,820Per person$6,910See price history →