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 compare the route and total cost.

128upcoming sailings
$5,608lowest displayed cabin total
$961average per person, per night
$42,000largest captured decrease

Prices shown are captured cabin totals for two adults in the U.S. market that passed our freshness and availability checks. 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: 11/13/2026, 11:29:22 PM UTC.

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LIVE STREAM

St. Maarten cruise port webcam

Views across Great Bay toward the cruise-ship docks in Philipsburg.

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UPCOMING SAILINGS

Upcoming cruises

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

Seabourn

Seabourn Ovation

Dec 5, 2026 · 14 nights

Route
14-Day Yachtsman's Caribbean In Depth
From
St. Maarten
Destination
Caribbean
Captured cabin total$10,028Per person$5,014See price history →

Fare captured

Seabourn

Seabourn Ovation

Dec 5, 2026 · 7 nights

Route
7-Day Yachtsman's Caribbean
From
St. Maarten
Destination
Caribbean
Captured cabin total$5,608Per person$2,804See price history →

Fare captured

Four Seasons Yachts

Four Seasons I

Dec 13, 2026 · 7 nights

Route
Grand Caribbean featuring Anguilla and Antigua
From
Philipsburg
Destination
Caribbean
Captured cabin total$21,800Per person$10,900See price history →

Fare captured

Windstar Cruises

Wind Surf

Dec 19, 2026 · 14 nights

Route
Star Collector: Caribbean Explorations
From
Philipsburg, St. Maarten
Destination
Caribbean
Captured cabin totalNot currently capturedSee 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 cabin totalNot currently capturedSee price history →
Seabourn

Seabourn Ovation

Dec 26, 2026 · 7 nights

Route
7-Day Yachtsman's Caribbean
From
St. Maarten
Destination
Caribbean
Captured cabin total$11,596Per person$5,798See price history →

Fare captured

Windstar Cruises

Wind Surf

Dec 26, 2026 · 14 nights

Route
Star Collector: Caribbean Explorations
From
Philipsburg, St. Maarten
Destination
Caribbean
Captured cabin totalNot currently capturedSee price history →
Windstar Cruises

Wind Surf

Dec 26, 2026 · 7 nights

Route
Classic Caribbean
From
Philipsburg, St. Maarten
Destination
Caribbean
Captured cabin totalNot currently capturedSee 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 cabin total$55,000Per person$27,500See price history →

Fare captured

Windstar Cruises

Wind Surf

Jan 2, 2027 · 14 nights

Route
Star Collector: Caribbean Explorations
From
Philipsburg, St. Maarten
Destination
Caribbean
Captured cabin totalNot currently capturedSee 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 cabin totalNot currently capturedSee price history →
Windstar Cruises

Wind Surf

Jan 9, 2027 · 14 nights

Route
Star Collector: Caribbean Explorations
From
Philipsburg, St. Maarten
Destination
Caribbean
Captured cabin totalNot currently capturedSee price history →
Windstar Cruises

Wind Surf

Jan 9, 2027 · 7 nights

Route
Classic Caribbean
From
Philipsburg, St. Maarten
Destination
Caribbean
Captured cabin totalNot currently capturedSee price history →
Seabourn

Seabourn Ovation

Jan 16, 2027 · 7 nights

Route
7-Day Yachtsman's Caribbean
From
St. Maarten
Destination
Caribbean
Captured cabin total$9,518Per person$4,759See price history →

Fare captured

Seabourn

Seabourn Ovation

Jan 16, 2027 · 14 nights

Route
14-Day Caribbean Gems In Depth
From
St. Maarten
Destination
Caribbean
Captured cabin total$18,528Per person$9,264See price history →

Fare captured

Windstar Cruises

Wind Surf

Jan 16, 2027 · 14 nights

Route
Star Collector: Caribbean Explorations
From
Philipsburg, St. Maarten
Destination
Caribbean
Captured cabin totalNot currently capturedSee 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 cabin 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 cabin totalNot currently capturedSee price history →
Windstar Cruises

Wind Surf

Jan 23, 2027 · 7 nights

Route
Classic Caribbean
From
Philipsburg, St. Maarten
Destination
Caribbean
Captured cabin totalNot currently capturedSee price history →
Seabourn

Seabourn Ovation

Jan 30, 2027 · 7 nights

Route
7-Day Yachtsman's Caribbean
From
St. Maarten
Destination
Caribbean
Captured cabin total$7,988Per person$3,994See price history →

Fare captured

Windstar Cruises

Wind Surf

Jan 30, 2027 · 14 nights

Route
Star Collector: Caribbean Explorations
From
Philipsburg, St. Maarten
Destination
Caribbean
Captured cabin totalNot currently capturedSee 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 cabin totalNot currently capturedSee price history →
Windstar Cruises

Wind Surf

Feb 6, 2027 · 14 nights

Route
Star Collector: Caribbean Explorations
From
Philipsburg, St. Maarten
Destination
Caribbean
Captured cabin totalNot currently capturedSee price history →
Windstar Cruises

Wind Surf

Feb 6, 2027 · 7 nights

Route
Classic Caribbean
From
Philipsburg, St. Maarten
Destination
Caribbean
Captured cabin totalNot currently capturedSee price history →