Star Collector: Caribbean Explorations

Dec 14, 2025 — Dec 28, 2025

Starting from

See more routes around Caribbean

PHILIPSBURG, ST. MAARTEN → PHILIPSBURG, ST. MAARTEN

14 Nights on Wind Surf

Skip the usual Caribbean cruise stops and discover the small harbors, overlooked havens and most remote secrets among the Leeward Islands. Whether you’re looking for hidden shops, sampling new cuisine or seeking a local place to sip rum cocktails over the melodic beat of steel drums, this highly personalized adventure is an intimate opportunity to familiarize yourself with the lesser-known charms of Barbuda, Soper’s Hole in Tortola, Gustavia in St. Barthémy, St. Lucia’s Pigeon Island and much more.

1
DEC 14, 2025
EMBARK
1:00 PM
DEPART
7:00 PM
MARINA
NO
SHORE EXCURSIONS
0
2
DEC 15, 2025
ARRIVE
8:00 AM
DEPART
6:00 PM
MARINA
NO
SHORE EXCURSIONS
8

Falmouth Harbour, Spectacular Antigua Island Tour

Time
8:30 AM
Duration
3.5 Hours
Activity Level
Moderate
Price
$79

Falmouth Harbour, Antigua Beach Escape *

Time
8:30 AM
Duration
4 Hours
Activity Level
Easy
Price
$89

Falmouth Harbour, Open Course Canopy Zipline

Time
9:30 AM
Duration
4 Hours
Activity Level
Strenuous
Price
$139

Falmouth Harbour, Swim with the Stingrays

Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate
Price
$119

Falmouth Harbour, Concierge Collection, Jet Ski Adventure

Time
8:30 AM
Duration
1.75 Hours
Activity Level
Moderate-Strenuous
Price
$379

Falmouth Harbour, Presidents Tour

Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate-Strenuous
Price
$119

Falmouth Harbour, Make Your Own Rum

Time
10:45 AM
Duration
2 Hours
Activity Level
Easy-Moderate
Price
$139

Falmouth Harbour, Nelsons Dockyard Walking Tour & Boat around English Harbour

Time
8:30 AM
Duration
3 Hours
Activity Level
Easy-Moderate
Price
$79
3
DEC 16, 2025
ARRIVE
8:00 AM
DEPART
6:00 PM
MARINA
YES
SHORE EXCURSIONS
6

Road Bay, Island Exploration by Moke

Time
9:00 AM
Duration
2.5 Hours
Activity Level
Strenuous
Price
$579

Road Bay, Concierge Collection: Relaxing Day at Savi with Lunch

Time
9:30 AM
Duration
5 Hours
Activity Level
Easy-Moderate
Price
$459

Road Bay, French Invasion Hike

Time
9:00 AM
Duration
2.5 Hours
Activity Level
Strenuous
Price
$159

Road Bay, Iconic Island Highlights with Salt Tasting and Beach Time

Time
8:30 AM
Duration
4 Hours
Activity Level
Easy
Price
$199

Road Bay, Shoal Bay Beach Transfer

Time
8:30 AM
Duration
4 Hours
Activity Level
Easy
Price
$129

Concierge Collection: Road Bay, Snorkel Adventure by Speedboat

Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate-Strenuous
Price
$329
4
DEC 17, 2025
ARRIVE
8:00 AM
DEPART
6:00 PM
MARINA
YES
SHORE EXCURSIONS
4

Tortola, Tortola Jeep & Beach Tour

Time
8:30 AM
Duration
4 Hours
Activity Level
Moderate
Price
$199

Tortola, Scenic Drive & Beach

Time
8:30 AM
Duration
4.5 Hours
Activity Level
Easy
Price
$119

Tortola, Snorkel Adventure at Peter Island

Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate-Strenuous
Price
$149

Soper's Hole: Cane Garden Bay Beach Break

Time
8:30 AM
Duration
4 Hours
Activity Level
Moderate
Price
$109
ARRIVE
7:00 PM
DEPART
11:59 PM
MARINA
YES
SHORE EXCURSIONS
0
5
DEC 18, 2025
ARRIVE
12:00 AM
DEPART
10:00 PM
MARINA
YES
SHORE EXCURSIONS
1

Jost Van Dyke, Catamaran Cruise & Swim to Norman Island

Time
8:15 AM
Duration
4.5 Hours
Activity Level
Moderate-Strenuous
Price
$259
6
DEC 19, 2025
ARRIVE
8:00 AM
DEPART
5:00 PM
MARINA
YES
SHORE EXCURSIONS
2

Virgin Gorda: Snorkel Adventure

Time
9:00 AM
Duration
2.75 Hours
Activity Level
Moderate-Strenuous
Price
$269

Virgin Gorda: Highlights & Bath Tour

Time
8:15 AM
Duration
4 Hours
Activity Level
Strenuous
Price
$89
7
DEC 20, 2025
ARRIVE
8:00 AM
DEPART
10:00 PM
MARINA
YES
SHORE EXCURSIONS
9

Gustavia, Concierge Collection: Scuba Dive 1 Tank

Time
8:30 AM
Duration
3 Hours
Activity Level
Strenuous
Price
$339

St. Barts: Independent Explorer by Car

Time
9:30 AM
Duration
6 Hours
Activity Level
Easy-Moderate
Price
$349

Gustavia, Concierge Collection: Savor St Barts

Time
8:30 AM
Duration
2.5 Hours
Activity Level
Moderate
Price
$349

Gustavia, Concierge Collection: Jet Ski

Time
8:30 AM
Duration
2 Hours
Activity Level
Strenuous
Price
$269

St. Barts, Concierge Collection: Sunset Cruise

Time
5:00 PM
Duration
1.5 Hours
Activity Level
Easy-Moderate
Price
$199

Gustavia, Concierge Collection: Scuba Dive 2 Tank

Time
8:30 AM
Duration
4 Hours
Activity Level
Strenuous
Price
$499

St. Barts: Intimate Island Tour

Time
9:00 AM
Duration
1 Hours
Activity Level
Easy
Price
$139

St. Barts: Sailing Catamaran Adventure

Time
9:00 AM
Duration
3 Hours
Activity Level
Moderate
Price
$299

St Barts, Concierge Collection: St. Barthelemy Beach Day

Time
10:30 AM
Duration
6 Hours
Activity Level
Easy-Moderate
Price
$499

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

Staterooms description here

Room Size 242 sq ft
Max. Occupancy 2 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 2 Passengers
Amenities

Starting from

Available Dates

Date Yacht
Starting from
Actions
Dec 7 (Sun) – Dec 21 (Sun), 2025December 7 (Sun) – December 21 (Sun), 2025Wind Surf$8,038
Dec 21 (Sun) – Jan 4 (Sun), 2026December 21 (Sun) – January 4 (Sun), 2026Wind Surf$14,038
Jan 31 (Sat) – Feb 14 (Sat), 2026January 31 (Sat) – February 14 (Sat), 2026Wind SpiritStarting price not available Call for availability
Feb 28 (Sat) – Mar 14 (Sat), 2026February 28 (Sat) – March 14 (Sat), 2026Wind Surf$11,638
Mar 14 (Sat) – Mar 28 (Sat), 2026March 14 (Sat) – March 28 (Sat), 2026Wind Surf$11,438
Mar 21 (Sat) – Apr 4 (Sat), 2026March 21 (Sat) – April 4 (Sat), 2026Wind Surf$12,638
Dec 19 (Sat) – Jan 2 (Sat), 2027December 19 (Sat) – January 2 (Sat), 2027Wind Surf$8,838
Dec 26 (Sat) – Jan 9 (Sat), 2027December 26 (Sat) – January 9 (Sat), 2027Wind Surf$8,438
Jan 2 (Sat) – Jan 16 (Sat), 2027January 2 (Sat) – January 16 (Sat), 2027Wind Surf$8,238
Jan 9 (Sat) – Jan 23 (Sat), 2027January 9 (Sat) – January 23 (Sat), 2027Wind Surf$8,438
Jan 16 (Sat) – Jan 30 (Sat), 2027January 16 (Sat) – January 30 (Sat), 2027Wind Surf$8,438
Jan 23 (Sat) – Feb 6 (Sat), 2027January 23 (Sat) – February 6 (Sat), 2027Wind Surf$8,438
Jan 30 (Sat) – Feb 13 (Sat), 2027January 30 (Sat) – February 13 (Sat), 2027Wind Surf$8,438
Feb 6 (Sat) – Feb 20 (Sat), 2027February 6 (Sat) – February 20 (Sat), 2027Wind Surf$8,438
Feb 13 (Sat) – Feb 27 (Sat), 2027February 13 (Sat) – February 27 (Sat), 2027Wind Surf$8,438
Feb 20 (Sat) – Mar 6 (Sat), 2027February 20 (Sat) – March 6 (Sat), 2027Wind Surf$8,438
Feb 27 (Sat) – Mar 13 (Sat), 2027February 27 (Sat) – March 13 (Sat), 2027Wind Surf$8,416
Mar 6 (Sat) – Mar 20 (Sat), 2027March 6 (Sat) – March 20 (Sat), 2027Wind Surf$8,438
Mar 13 (Sat) – Mar 27 (Sat), 2027March 13 (Sat) – March 27 (Sat), 2027Wind Surf$8,438