Treasure Islands Sailing: Star Flyer Caribbean Adventure
Explore the Treasure Islands on a 7-night Star Flyer sailing with onboard perks and expert hosting.
Treasure Islands Group Sailing aboard Star Flyer
January 9–16, 2027 | 7 Nights | Hosted by Marie & Penny Pitou Travel
Set sail on an unforgettable Caribbean small‑ship sailing adventure through the legendary Treasure Islands aboard the elegant Star Flyer. This exclusive 7‑night hosted group cruise invites you to experience the Caribbean the way it was meant to be explored—by wind, sea, and sail.
From the colorful streets of St. Maarten to the pristine beaches of Anguilla, Virgin Gorda, Jost Van Dyke, St. Barts, and St. Kitts, each day reveals a new island treasure. Glide through the scenic Sir Francis Drake Channel, drop anchor at iconic ports, and discover hidden coves only accessible by small sailing vessels.

Why Sail on Star Flyer?
Life aboard Star Flyer feels like traveling on a private luxury yacht. With expansive teak decks, two swimming pools, open‑seating dining, and beautifully appointed public spaces, the atmosphere is relaxed, refined, and social. Enjoy freshly prepared meals, unwind in the Tropical Bar or Piano Bar, or curl up with a book in the Edwardian‑style library.
For the adventurous, you can even help raise the sails, climb the ship’s mast, or lounge in the bowsprit netting at the bow—truly unique experiences you won’t find on traditional cruise ships.
Exclusive Group Benefits
Book now and take advantage of limited‑time group perks, including:
- $80 onboard credit per cabin
- 8% discount off cruise rates
- Past passenger discount included in pricing
- Port charges included
With limited availability, this hosted group sailing is expected to fill quickly.
Cabin Options & Pricing
Choose from a range of stateroom categories, from spacious Owner’s Suites to comfortable outside cabins across multiple decks. Deposits start at $400 per person for staterooms and $800 per person for suites, making it easy to secure your place.


Owner's Cabin - Clipper Deck
- Deluxe outside cabin (no private verandah), double bed, separate sitting area, minibar, marble bathroom with whirlpool, room service. Average Cabin Size: 237 sq. ft.
Category 1 - Main & Sun Deck
- Deluxe deck cabin, twin converted to double, minibar, marble bathroom with whirlpool, cabin doors open onto deck. Average Cabin Size: 156 sq. ft.
Category 2 - Clipper Deck
- Large outside cabin, twin/double/triple beds, marble bathroom with shower. Average Cabin Size: 129 sq. ft.
Category 3 - Clipper & Commodore Deck
Category 4 - Commodore Deck
- Outside cabin, twin/double/triple beds, marble bathroom with shower. Average Cabin Size: 118 sq. ft.
Category 5 - Clipper & Commodore Deck
- Outside cabin with raised double bed, twin/double/triple beds, marble bathroom with shower. Average Cabin Size: 118 sq. ft.
Category 6 - Commodore Deck
Hosted by Marie & Penny Pitou Travel
Travel with confidence knowing your journey is hosted by Marie Caprano and Penny Pitou Travel, providing personalized support and expert guidance every step of the way.
Don’t Miss This Caribbean Sailing Experience
If you’ve been dreaming of a small‑ship Caribbean cruise, a luxury sailing vacation, or an immersive island‑hopping adventure, this Treasure Islands sailing aboard Star Flyer is your moment.
Space is limited—reserve your cabin today and let the trade winds carry you to the Caribbean’s most captivating islands.
Pricing based on double occupancy. No cabins can be held; cabin assignments are made with full passenger names and deposits of $800 per person for Owner’s Suite, Deluxe, and Category 1, or $400 per person for Categories 2–6. Offer may be changed or withdrawn at any time. Other restrictions may apply. © Star Clippers 2026. Ship’s Registry: Malta. ST#37231.