2026 Mar 21 7 days, round-trip Classic Caribbean Philipsburg St Maarten $3799

Wind Surf • Windstar Cruises

Upcoming

Departs

Mar 21, 2026

Returns

Mar 28, 2026

Duration

7 nights

Ports

8 destinations

Loading map...

Day 1

Philipsburg St Maarten , Sint Maarten

Depart: Mar 21, 2026, 07:00 PM
Day 2

Charlestown Nevis , Saint Kitts and Nevis

Arrive: Mar 22, 2026, 08:00 AM Depart: Mar 22, 2026, 05:00 PM
Day 3

Roseau , Dominica

Arrive: Mar 23, 2026, 08:00 AM Depart: Mar 23, 2026, 04:00 PM
Day 4

Mayreau Island , Saint Vincent and the Grenadines

Arrive: Mar 24, 2026, 08:00 AM Depart: Mar 24, 2026, 05:00 PM
Day 5

Iles des Saintes , Guadeloupe

Arrive: Mar 25, 2026, 12:00 PM Depart: Mar 25, 2026, 06:00 PM
Day 6

Basseterre St Kitts , Saint Kitts and Nevis

Arrive: Mar 26, 2026, 08:00 AM Depart: Mar 26, 2026, 10:00 PM
Day 7

Gustavia St Barths , Saint Barthélemy

Arrive: Mar 27, 2026, 08:00 AM Depart: Mar 27, 2026, 10:00 PM
Day 8

Philipsburg St Maarten , Sint Maarten

Arrive: Mar 28, 2026, 06:00 AM

More Windstar Cruises cruises

View all itineraries for this cruise line

More Cruises With Similar Destinations

Browse similar sailings

Approx. $4,351