PRETTY LUCKY
- Year Built 2014
- Length 56 ft.
- Designer Lagoon
- Cabins 3
- Maximum Guests 6
- Starting From $21,450
*2 Guests, 5 Nights with Half-Board Meal Package
- Amenities Details
- 7-Night Rates
- Availability
- Specifications
PRETTY LUCKY is a 56’ Lagoon 560 sailing catamaran designed for relaxed, full-service cruising throughout the USVI and BVI. Lovingly cared for by her owners and thoughtfully upgraded, she brings together the comfort and familiarity of a private yacht with the space and amenities guests expect from a luxury charter. Her bright salon, shaded aft cockpit, and expansive flybridge create three distinct dining and gathering areas, giving guests plenty of choice from morning coffee through dinner beneath the stars.
Upstairs, the flybridge is made for long afternoons and sunset cocktails, with sweeping Caribbean views, generous seating, and a queen-size lounger for stretching out in comfort. Forward, the bow lounge and twin trampolines offer another inviting place to unwind and enjoy the sailing experience, whether underway or anchored in a quiet bay. Upgraded furnishings, quality linens, a fully equipped galley, Bose sound system, underwater lighting, and thoughtful onboard comforts add to the relaxed, polished atmosphere throughout.
Accommodating up to 6 guests, PRETTY LUCKY offers 3 private queen cabins, each with its own ensuite bathroom, creating a comfortable layout for families, couples, or friends traveling together. With a dedicated captain and private chef, personalized menus, an open ship’s bar, and attentive service throughout the week, guests can leave the planning behind and settle into the rhythm of island life. PRETTY LUCKY may be making her charter debut, but after years of private ownership and professional care in the Caribbean, she arrives ready to share the experience that made her owners feel so lucky in the first place.
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Dinghy With 40HP and boarding ladder
2 LEFEET Sea Scooters With SUP Self-Propulsion Attachments
1 2-Person KayakTowable Tube
1 10' BOTE Water Hammock With Magnetic Drink Holders
2 BOTE Stand Up Paddle Boards2 BOTE Sling Water Chairs
2 BOTE Inflatable Lounge Chairs
Floats/NoodlesSnorkel Gear
Wetsuits
- 2 Guests: $26,000
- 3 Guests: $26,500
- 4 Guests: $27,000
- 5 Guests: $27,500
- 6 Guests: $28,000
- 2 Guests: $26,000
- 3 Guests: $26,500
- 4 Guests: $27,000
- 5 Guests: $27,500
- 6 Guests: $28,000
- 2 Guests: $26,000
- 3 Guests: $26,500
- 4 Guests: $27,000
- 5 Guests: $27,500
- 6 Guests: $28,000
Cruising Area
• Virgin Islands (USVI & BVI)
Base Port
• Yacht Haven Grande (YHG) – St. Thomas, USVI
• Additional pick-up/drop-off available at American Yacht Harbor (AYH), St. Thomas
• BVI ports available on request (Contact us for details)
Yacht Status & Operations
• Based in St. Thomas, USVI• STT-Foreign Based Unlimited
• USVI pick-up/drop-off preferred
• BVI pick-ups/drop-offs accepted with advance approval
Customs Fees & Cruising Permits
• Included
Rates & Terms
Minimum charter nights
• 5-night minimum
• Shorter charters considered on request
Short-Term Charter Rate Calculations
• 6 nights = weekly rate ÷ 7 × 6
• 5 nights or less = weekly rate ÷ 6 × number of nights
Sleep Aboard Option
Enjoy a relaxed evening onboard before your charter begins.
• Offered at 50% of the daily rate
• Boarding available after 4:00 PM
• Includes snacks, welcome cocktails & continental breakfast
• Dinner ashore at guest expense
• Excludes Christmas & New Year’s weeks
Dining Options – The number of meals listed are based on a 7 night charter
Full-Board Plan – Great for guests who want a fully onboard culinary experience
• 7 breakfasts, 7 lunches & 7 dinners onboard
• Standard plan included in your charter rate
Half-Board Plan – Ideal for guests who enjoy dining ashore
• 7 breakfasts, 4 lunches & 3 dinners onboard
• 3 lunches & 4 dinners ashore (guest expense)
• $150 per person discount
Local Fare Meal Plan – A taste of Caribbean cuisine
• 7 breakfasts, 5 lunches & 6 dinners onboard
• 2 lunches & 1 dinner ashore (guest expense)
• $75 per person discount
Holiday Rates 2026 / 2027 Season
Holiday season pricing is full-board only, 7 nights
Christmas Week
• $31,000 | 2–6 guests
• Must end on or before December 26
New Year’s Week
• $34,000 | 2–6 guests
• May not start prior to December 27
Important Notes
• Charter waiver required in addition to standard contract
• Please inquire for BVI port availability due to annual limit
Check Charter Availability by Month
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Yacht layout
Specifications
Amenities
Water Sports
Dinghy With 40HP and boarding ladder
2 LEFEET Sea Scooters With SUP Self-Propulsion Attachments
1 2-Person Kayak
Towable Tube
1 10' BOTE Water Hammock With Magnetic Drink Holders
2 BOTE Stand Up Paddle Boards
2 BOTE Sling Water Chairs
2 BOTE Inflatable Lounge Chairs
Floats/Noodles
Snorkel Gear
Wetsuits
- Year Built 2014
- Length 56 ft.
- Designer Lagoon
- Cabins 3
- Maximum Guests 6
- Starting From $21,450
*2 Guests, 5 Nights with Half-Board Meal Package
Got a Question? We’ve Got Answers.
Crew Interview
Get to know this crew better with a hosted interview!







