Phone: 561.451.4511   |   Email: I

STAR COLLECTOR: GRAND CARIBBEAN ADVENTURE on Wind Surf

Cruise, Ocean cruise, Small Ship/Yacht
Wind Surf at Sea
Exterior view of Wind Surf
Photo Credit: Roger Paperno
  • Exterior view of Wind Surf - Photo Credit: Roger Paperno
  • Captain's Bridge
  • Deck
  • Pool Bar
  • Lounge
  • PoolArea
See all the flavors of the Caribbean as you visit 28 islands and 39 ports from the lush jungles of Dominica to arid Aruba, trendy French enclaves to quiet ports known only to yachtsmen. Then go beyond, to the shores of the conquistadors in Colombia, to the Mayan legacy in Belize, and to Mexico’s golden Yucatán. On Day 36, part-way through your 55-day voyage, explore one of mankind’s greatest achievements as you make a partial transit of the Panama Canal, passing through three sets of locks and sailing into Lake Gatun before returning to the Caribbean. There’s a little bit of everything on this voyage: cultures, cuisine, beaches, nature, history, and shopping. With this epic tour of the Caribbean, you’re sure to come home with unforgettable memories, new friends, and new perspectives.
About Wind Surf
About Windstar Cruises
Windstar Cruises logo

THE WORLD'S BEST SMALL SHIP CRUISE LINE

All cruise ships let you see the world. Only Windstar’s private yacht style cruises brings you close enough so you can truly experience it. Each of our Windstar Cruises yachts serves between 148 and 342 guests. This intimacy provides you with the luxuries of time, space, and freedom to immerse yourself in both the journey and the destination — in ways you may never have imagined possible.

Jan 04, 2026 through
Feb 28, 2026
Dec 29, 2025 7:00 PM
55 Nights from
$19,599.00 (USD)
Per Person
+ $247.00 taxes/fees
Category bx

Itinerary

Day Port Arrive Depart
1 Philipsburg, St. Maarten 7:00 PM
2 Falmouth Harbour 8:00 AM 6:00 PM
3 Road Bay 8:00 AM 6:00 PM
4 Jost Van Dyke, Great Harbour 7:00 PM
4 Soper's Hole 8:00 AM 6:00 PM
5 Jost Van Dyke, Great Harbour 10:00 PM
6 Virgin Gorda / Prickly Pear, British Virgin Islands 8:00 AM 5:00 PM
7 Gustavia 8:00 AM 10:00 PM
8 Philipsburg, St. Maarten 6:00 AM 7:00 PM
9 Basseterre 8:00 AM 9:00 PM
10 Gustavia 8:00 AM 10:00 PM
11 St. John's 8:00 AM 10:00 PM
12 Les Saintes 8:00 AM 1:00 PM
13 Mayreau 8:00 AM 5:00 PM
14 Kingstown 7:00 AM 2:00 PM
15 Bridgetown 5:00 AM 6:00 PM
16 Anse Mitan 9:00 AM 11:00 PM
17 Pigeon Island 6:00 PM
17 Castries 8:00 AM 4:00 PM
18 Pigeon Island 6:00 PM
19 Bequia 8:00 AM 10:00 PM
20 Mayreau 8:00 AM 6:00 PM
21 St. George's 7:00 AM 2:00 PM
22 Bridgetown 6:00 AM 6:00 PM
23 Bequia 8:00 AM 5:00 PM
24 Mayreau 8:00 AM 6:00 PM
25 Soufriere 8:00 AM 4:00 PM
26 At Sea
27 Kralendijk 1:00 PM 10:00 PM
28 Willemstad 8:00 AM 6:00 PM
29 Oranjestad 6:00 AM 6:00 PM
30 At Sea
31 Cartagena 8:00 AM
32 Cartagena 3:30 PM
33 At Sea
34 Bocas del Toro 6:00 PM
35 At Sea
36 At Sea 8:00 AM 1:00 PM
37 Colón 7:00 AM 4:00 PM
38 Bocas del Toro 10:00 AM 4:00 PM
39 Isla San Andres 1:00 PM 7:00 PM
40 At Sea
41 At Sea
42 Roatan 9:00 AM 5:00 PM
43 Belize City 9:00 AM 7:00 PM
44 Costa Maya 8:00 AM 5:00 PM
45 Cozumel 8:00 AM 6:00 PM
46 At Sea
47 Grand Cayman 8:00 AM 6:00 PM
48 Cayman Brac 7:00 AM 1:00 PM
49 Ocho Rios, Jamaica 8:30 AM 2:00 PM
50 At Sea
51 Santo Domingo 1:00 PM 10:00 PM
52 La Romana 7:00 AM 5:00 PM
53 At Sea
54 Jost Van Dyke, Great Harbour 8:00 AM 10:00 PM
55 Virgin Gorda / Prickly Pear, British Virgin Islands 8:00 AM 5:00 PM
56 Philipsburg, St. Maarten 6:00 AM
Prices are per-person based on double occupancy, unless otherwise noted.