Anchors Up Cruises

Windstar Cruises

Wind Surf

Dec 19, 2027 · 15 nights · from Philipsburg

Caribbean · Far East

From$5,370per person · Oceanview

Cabin prices

Latest CruiseBound fares Anchors Up recorded for this sailing · last checked Oct 12, 2026.

Oceanview
$5,370per person
Suite
$6,870per person

CruiseBound will confirm its current price and availability before booking.

Price history

The cabin prices Anchors Up has recorded for this sailing.

Oceanview$5,370
See price history
Above its typical tracked priceUS$329 above the median comparable price we’ve recorded so far. Tracking started 56 days ago.
Suite$6,870
See price history
Above its typical tracked priceUS$359 above the median comparable price we’ve recorded so far. Tracking started 56 days ago.

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Itinerary

Philipsburg, St. Maarten · San Jose, Costa Rica · Gustavia, St. Barts · Road Bay, Anguilla · Sopers Hole, British Virgin Islands · Jost Van Dyke, British Virgin Islands · Jost Van Dyke, British Virgin Islands · Virgin Gorda, British Virgin Islands · Jeju Island South Korea · Philipsburg, St. Maarten · Jeju Island South Korea · Roseau, Dominica · Mayreau, Grenadines · Les Saintes, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Gustavia, St. Barts · Philipsburg, St. Maarten

View full itinerary
1
Day 1Philipsburg, St. MaartenArrive 13:00 · Depart 19:00
2
Day 2San Jose, Costa RicaArrive 08:00 · Depart 22:00
3
Day 3Gustavia, St. BartsArrive 08:00 · Depart 22:00
4
Day 4Road Bay, AnguillaArrive 08:00 · Depart 18:00
5
Day 5Sopers Hole, British Virgin IslandsArrive 08:00 · Depart 18:00
5
Day 5Jost Van Dyke, British Virgin IslandsArrive 19:00 · Depart 00:00
6
Day 6Jost Van Dyke, British Virgin IslandsArrive 00:00 · Depart 22:00
7
Day 7Virgin Gorda, British Virgin IslandsArrive 08:00 · Depart 17:00
8
Day 8Jeju Island South KoreaArrive 08:00 · Depart 21:00
9
Day 9Philipsburg, St. MaartenArrive 06:00 · Depart 19:00
10
Day 10Jeju Island South KoreaArrive 08:00 · Depart 17:00
11
Day 11Roseau, DominicaArrive 08:00 · Depart 16:00
12
Day 12Mayreau, GrenadinesArrive 08:00 · Depart 17:00
13
Day 13Les Saintes, GuadeloupeArrive 12:00 · Depart 18:00
14
Day 14Port of Basseterre, St. Kitts, St. Kitts and NevisArrive 08:00 · Depart 22:00
15
Day 15Gustavia, St. BartsArrive 08:00 · Depart 22:00
16
Day 16Philipsburg, St. MaartenArrive 06:00 · Depart 00:00

Prices are shown in US dollars per person for double occupancy, including the taxes and fees supplied in the displayed CruiseBound fare.

From $5,370 pp
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