Knot Your Average Crossing

Apr 4, 2026 — Apr 18, 2026

Starting from

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PHILIPSBURG, ST. MAARTEN → LISBON

14 Nights on Wind Surf

Set sail on an unforgettable ocean crossing aboard one of our majestic sailing ships, where you’ll immerse yourself in the timeless art of seafaring. This voyage features a guest speaker offering fascinating talks on navigation history, legendary explorers, and even swashbuckling pirates. You’ll learn to read charts, tie sailor’s knots, and even navigate the vessel on the Flying Bridge alongside our Officers. Enjoy stargazing and star mapping sessions, and hear navigational insights directly from the Captain himself. Throughout the journey, hands-on workshops and immersive activities will deepen your connection to the sea — and for a final splash of fun, join our lively "Pirates of the Atlantic” themed party, so don’t forget to pack your nautical outfits!.

1
APR 04, 2026
Philipsburg, St. Maarten
EMBARK
1:00 PM
DEPART
7:00 PM
MARINA
NO
SHORE EXCURSIONS
5

Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole restaurants as well as jewelry stores, stylish boutiques, and lively casinos for visitors seeking an upbeat island experience.

St. Maarten, Post Island Tour with Transfer to Airport

Time
8:00 AM
Duration
4.5 Hours
Activity Level
Easy
Price
$99

St. Maarten, Post Island Tour with Transfer to Hotel

Time
7:30 AM
Duration
4.5 Hours
Activity Level
Easy-Moderate
Price
$99

St. Maarten: Americas Cup Sailboat Racing with Transfer to Airport

Time
8:30 AM
Duration
2.75 Hours
Activity Level
Moderate-Strenuous
Price
$179

St. Maarten: Americas Cup Sailboat Racing with Transfer to Windstar Hotel

Time
8:30 AM
Duration
2.75 Hours
Activity Level
Moderate-Strenuous
Price
$179

St. Maarten, Post Island Tour with Transfer to Hotel

Time
8:00 AM
Duration
4.5 Hours
Activity Level
Easy-Moderate
Price
$99
2
APR 05, 2026
AT SEA
3
APR 06, 2026
AT SEA
4
APR 07, 2026
AT SEA
5
APR 08, 2026
AT SEA
6
APR 09, 2026
AT SEA
7
APR 10, 2026
AT SEA

Wind Surf

number of decks
6 Decks
yacht length
535 ft (163 meters)
yacht crew size
191 Crew Members
yacht guest capacity
342 Guests

Staterooms

Room Size 495 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 376 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 188 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 188 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 188 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 188 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 188 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 242 sq ft
Max. Occupancy 2 Passengers
Amenities

Room Size sq ft
Max. Occupancy 2 Passengers
Amenities

Available Dates

No other dates are available.