Cruises from Philipsburg, Caribbean Cruises from Philipsburg, Philipsburg Cruise Deals

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Philipsburg, St. Maarten Highlights

Exotic Caribbean Island

Ample waterfront activities grace the tropical Dutch region.

Featured Cruises from Philipsburg, St. Maarten

7 Night Caribbean

Round Trip Philipsburg, St. Maarten

Starting at

$229.57/night

Windstar Cruises | Wind Surf

Ports: Philipsburg, St. Maarten • Falmouth Harbour • Road Bay • Soper's Hole • Virgin Gorda / Prickly Pear, British Virgin Islands • Soper's Hole • Jost Van Dyke, Great Harbour • Gustavia • Philipsburg, St. Maarten + View More

Pricing above includes $222.00 in taxes and expenses.

7 Night Caribbean

Round Trip Philipsburg, St. Maarten

Starting at

$364.43/night

Windstar Cruises | Wind Surf

Ports: Philipsburg, St. Maarten • Charlestown • Roseau • Mayreau • Les Saintes • Basseterre • Gustavia • Philipsburg, St. Maarten + View More

Pricing above includes $205.00 in taxes and expenses.

7 Night Caribbean

Round Trip Philipsburg, St. Maarten

Starting at

$364.43/night

Windstar Cruises | Wind Surf

Ports: Philipsburg, St. Maarten • Charlestown • Les Saintes • Mayreau • Roseau • Basseterre • Gustavia • Philipsburg, St. Maarten + View More

Pricing above includes $52.00 in taxes and expenses.

7 Night Caribbean

Round Trip Philipsburg, St. Maarten

Starting at

$366.71/night

Windstar Cruises | Wind Surf

Ports: Philipsburg, St. Maarten • Road Bay • Jost Van Dyke, Great Harbour • Soper's Hole • Jost Van Dyke, Great Harbour • Virgin Gorda / Prickly Pear, British Virgin Islands • Gustavia • Falmouth Harbour • Philipsburg, St. Maarten + View More

Pricing above includes $68.00 in taxes and expenses.

7 Night Caribbean

Round Trip Philipsburg, St. Maarten

Starting at

$366.71/night

Windstar Cruises | Wind Surf

Ports: Philipsburg, St. Maarten • Falmouth Harbour • Road Bay • Jost Van Dyke, Great Harbour • Soper's Hole • Jost Van Dyke, Great Harbour • Virgin Gorda / Prickly Pear, British Virgin Islands • Gustavia • Philipsburg, St. Maarten + View More

Pricing above includes $68.00 in taxes and expenses.

14 Night Transatlantic Cruises

Philipsburg, St Maarten to Lisbon

Starting at

$187.57/night

Windstar Cruises | Wind Surf

Ports: Philipsburg, St Maarten • Day at Sea • Day at Sea • Day at Sea • Day at Sea • Day at Sea • Day at Sea • Day at Sea • Day at Sea • Day at Sea • Ponta Delgada • Day at Sea • Day at Sea • Day at Sea • Lisbon + View More

Pricing above includes $257.00 in taxes and expenses.

7 Night Caribbean

Round Trip Philipsburg, St. Maarten

Starting at

$378.71/night

Windstar Cruises | Wind Surf

Ports: Philipsburg, St. Maarten • Charlestown • Roseau • Mayreau • Les Saintes • Basseterre • Gustavia • Philipsburg, St. Maarten + View More

7 Night Caribbean

Round Trip Philipsburg, St. Maarten

Starting at

$378.71/night

Windstar Cruises | Wind Surf

Ports: Philipsburg, St. Maarten • Charlestown • Roseau • Mayreau • Les Saintes • Basseterre • Gustavia • Philipsburg, St. Maarten + View More

Pricing above includes $52.00 in taxes and expenses.

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American Discount Vacations is proud to offer the best deals possible on all cruises from Philipsburg, St. Maarten. Backed by our "Low Price Guarantee," and powered by our team of expert travel agents, we're sure to exceed your expectations when booking your next cruise departing from Philipsburg, St. Maarten!

Cruises From Philipsburg, St. Maarten