SAIL WITH CHARLY
SAIL WITH CHARLY
  • Home
  • St. Martin
  • Baja California
  • Edelweiss
  • More
    • Home
    • St. Martin
    • Baja California
    • Edelweiss
  • Home
  • St. Martin
  • Baja California
  • Edelweiss

Island-Hopping Adventures from St. Martin

Your Caribbean Route Starts Here

Tailored Experiences, All-Inclusive Comfort

Flexible Charters, Transparent Pricing

Sailing from St. Martin, explore the nearby jewels of the Caribbean: St. Barts, Anguilla, and St. Kitts. Cruise aboard a luxury monohull or a spacious catamaran—perfect for romantic escapes or group adventures of up to 10 guests. Each island brings its own rhythm, flavor, and breathtaking scenery.


But the journey is more than just destinations—it’s about the experience on board. Whether you’re learning the basics of sailing with our seasoned crew, savoring freshly prepared meals at sea, or watching the sun dip below the horizon with a glass of wine in hand, every moment is designed to awaken your senses. Life slows down here, and every detail invites you to reconnect—with nature, with others, and with yourself.

Flexible Charters, Transparent Pricing

Tailored Experiences, All-Inclusive Comfort

Flexible Charters, Transparent Pricing

Whether you’re planning an intimate escape or a group adventure, we offer flexible options to fit your dream and your budget.


  • Monohull sailboats (39 ft) start at $5,100 for 3 days (2 guests, crew & food included), with full-boat charters for up to 6 guests starting at $6,500. For a full 7-day escape, rates begin at $9,600, or $12,300 for a full-boat charter.


  • Luxury catamarans (38 ft) start at $5,300 for 3 days (2 guests), with full-boat options for up to 8 guests starting at $7,500. For 7 days, enjoy rates starting at $9,900, or $14,000 for a full-boat experience.

Tailored Experiences, All-Inclusive Comfort

Tailored Experiences, All-Inclusive Comfort

Tailored Experiences, All-Inclusive Comfort

Every charter includes a dedicated crew and full board—meals, snacks, and non-alcoholic beverages are all taken care of so you can relax and enjoy the journey. (Alcoholic drinks available at additional cost.) But no two adventures are the same. We build each trip around you.

Whether you’re sailing as a couple or with a group, let us know how many guests you’re planning for, how many days you’d like to sail, and whether you prefer a monohull or catamaran. We’ll craft a customized proposal that fits your vision—beautifully and transparently.


Reach out now and let’s design your ideal Caribbean escape.

Request Your Quote

Copyright © 2025 SAIL WITH CHARLY - All Rights Reserved.

Powered by

This website uses cookies.

We use cookies to analyze website traffic and optimize your website experience. By accepting our use of cookies, your data will be aggregated with all other user data.

Accept