SAILING YACHTS

Luxury Crewed Yacht Charters

Explore Our Finest Sailing Yachts In The Caribbean

Luxury sailing yachts in the Caribbean and Bahamas offer an elegant, close-to-nature way to explore. These 20–105m crewed yachts blend modern comfort with classic charm and sleep up to 12 guests. With spacious decks, water toys, and gourmet dining, a sailing yacht charter is a refined way to discover the islands.

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handpicked selection

Featured Sailing Yachts This Winter

BLACK PEARL

Oceanco 2018
105m (345ft) • Guests 12 • Crew 26

From €830,000/week

aLMYRA II

Perini Navi 2000
50m (164ft) • Guests 12 • Crew 10

From €175,000/week

SIR WINSTON CHURCHILL

Richard Dunston & Co 1966
41m (135ft) • Guests 12 • Crew 7

From €50,000/week

ATALANTE sleek performance sailing yacht gliding through the Aegean Sea under full sail

bLACK LION

Perini Navi 2012
31m (101ft) • Guests 9 • Crew 4

From €50,000/week

WHITE PEARL

Kocatepe Tersanesi 1997
34m (112ft) • Guests 12 • Crew 5

From €36,000/week

GIGRECA

Admiral Silent 2014
24m (76ft) • Guests 8 • Crew 3

From €34,000/week

More Yachts Available

Can’t Find the Right Sailing Yacht? We Have More.

The sailing yachts above are just a small preview of what’s available. As charter brokers, we have access to tens of fully crewed sailing yachts in the Caribbean and Bahamas, from sleek 20m cruisers to iconic 105m classics. Let us help you find the perfect match.

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Luxury Without Limits

Why Choose A Sailing Yacht

Professional Crew Onboard

Each yacht includes a dedicated crew who handles everything from navigation to gourmet meals, ensuring a smooth and relaxed experience.

Elegant Design & Timeless Charm

Enjoy the quiet beauty of wind-powered cruising with modern interiors, teak decks, and the graceful lines of a true sailing yacht.

Top-down view of the futuristic sailing yacht SY A floating on vibrant turquoise water.

Custom Itineraries

Whether you’re celebrating, exploring, or just escaping, your route is tailored to your preferences, with flexible pacing and handpicked anchorages.

Peaceful Cruising Experience

Sail through the Caribbean at a slower pace, with fewer crowds, less engine noise, and a closer connection to nature.

Sailing Yacht Charter FAQ

Have questions about booking a luxury crewed sailing yacht in Greece? Here are some of the most common things our clients ask before setting sail.

Charter rates typically start at $30,000 per week for smaller yachts, and can exceed $100,000 for larger, or more premium options. Pricing depends on the size, season, and onboard amenities.

Definitely. Every charter is tailored to your preferences, whether you prefer relaxed island hopping, beach clubs, or cultural ports.

For the best selection, especially for Christmas, New Year, and peak winter dates, we recommend booking at least 6 to 12 months in advance. Last minute options are sometimes possible but limited.

Yes — all sailing yachts are fully crewed with a professional team including a captain, chef, stewards, and deck crew to take care of every detail.

The Advance Provisioning Allowance (APA) covers variable costs like fuel, food, drinks, and dockage. It’s typically 30–40% of the charter fee and is settled before departure.

The prime charter season is December to April. Peak conditions are in January to March with warm seas, steady trade winds, and ideal cruising weather. For quieter anchorages and better availability, consider late April to early June. From June to November is hurricane season, with the highest risk between August and October.

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