Mon – Fri 08:00am – 05:00pm
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Grenada Men’s Sailing Week: Build Skill, Confidence, and Command at Sea
Learn to sail in the Caribbean, sharpen practical cruising skills, and build real confidence with USCG Licensed Captain Deb Marlor by your side.
Experience the Freedom and Challenge of the Sea
Picture yourself at the helm in Grenada, reading the wind, trimming the sails, and making practical decisions with Captain Deb nearby to guide, challenge, and support you. Men’s Sailing Week is designed for men who want more than a vacation. It is for the man who wants hands-on sailing experience, stronger seamanship, better boat confidence, and a week of purposeful adventure in the Caribbean.
Limited Spots Available – Reserve Yours Today!
Only a limited number of men can join this intimate sailing week, so each participant receives personal attention, hands-on practice, and meaningful time at the helm. If this experience is calling to you, reserve your spot for November 15–22, 2026, at Port Louis Marina in Grenada. Arrival is by 5:00 p.m., and departure is Sunday the 22nd.
Your sailing week includes food, non-alcoholic beverages, snorkeling, ground transportation, and a Grenada ground tour, so you can focus on learning, exploring, and enjoying the week. Please note: this is an alcohol-free and smoking-free vessel.
All-Inclusive Price: $5200.00
Secure your spot for Grenada Men’s Sailing Week
Who This Sailing Week Is For
This week is especially for men who want to become more capable, confident, and useful on a cruising sailboat. You may be new to sailing, returning after time away, preparing for future chartering, or ready to stop standing back and start understanding what is happening on board. You do not need to arrive as an expert. You simply need curiosity, a willingness to participate, and a desire to learn real skills in a supportive but active environment.
Why Choose Men’s Sailing Week?
- Focused Small-Group Experience : Learn in an intimate setting where every participant has time to practice, ask questions, and take responsibility on board.
- Expert Instruction : Learn from USCG Licensed Captain Deb Marlor, with over 32,000 nautical miles of experience.
- Stunning Location : Explore the breathtaking Windward Islands and experience Grenada from both the water and shore.
- Comprehensive Curriculum : Build practical sailing and cruising skills, supported by SailingandBoating Basics OnDemand, a five-hour OnDemand course.
- Adventure Meets Purpose : Sail by day, practice real seamanship, snorkel, explore, and enjoy the camaraderie of a small crew. An exclusive land tour of Grenada is included.
During the week, you will practice real cruising skills in a hands-on environment where questions are welcome and every participant has room to build competence at his own pace.
Helm control and practical sailing techniques
Navigation and route planning
Anchoring and Mooring
Line handling and sail management
VHF radio communication
Boat systems and maintenance
Weather interpretation and routing
Safety procedures and emergency protocols
Dinghy operations
About Your Instructor: Captain Deb Marlor
Captain Deb Marlor brings more than 32,000 nautical miles of experience, a USCG Captain’s License, and over 13 years of living and traveling on the water. She has been sailing the Windward Islands since 2017, giving her the local knowledge, seamanship, and steady presence to help you feel safe, challenged, and increasingly capable throughout the week.
Deb’s background as a business professional and Certified Life and Leadership Coach shapes the way she teaches. She does not simply show you what to do on a boat; she helps you build the confidence to make decisions, recover from mistakes, communicate clearly, and trust your judgment as you learn.
Whether you are building your skills as a beginner or looking to refine your cruising abilities, Men’s Sailing Week offers a hands-on, practical, and rewarding environment to get more comfortable and capable on the water.
Captain Deb will introduce you to the essentials of sailing and cruising in a clear, hands-on way, helping you understand what is happening on the boat, why each decision matters, and how each skill supports safer future adventures.
Deb will guide you to:
- Build confidence on and off the water
- Handle challenges with calm, skill, and better judgment
- Strengthen your seamanship while enjoying a purposeful Caribbean adventure
What Past Participants Say
Women come aboard for sailing instruction, but many leave with something even bigger: confidence, courage, and a new sense of what they are capable of.
“The personal instruction was exceptional. Docking was my highlight, along with driving the dinghy and being at the helm in strong winds and six-foot waves. These were all firsts for me, and I loved the way Deb let me learn.”
Robin Q., 2025 Participant
“Captain Deb’s Sailing Retreat was the perfect combination of sailing, learning, fun, and adventure. The teamwork was extraordinary, and the experience was absolutely worth it.”
Suzanne G., 2025 Participant
“Before this retreat, I had spent years sailing in the Caribbean as supportive crew, but never as the one in charge. With Captain Deb’s encouragement, I practiced docking, drove a dinghy for the first time, planned routes, set sails, and dropped anchor. By the end of the week, I felt empowered, capable, and full of joy.”
Robin Q., 2025 Participant
Ready to feel that same confidence for yourself?
If these stories sound like the kind of growth you are ready for, join Captain Deb in Grenada for a hands-on women’s sailing retreat designed to help you learn, participate, and come home feeling more capable on the water.
Your Journey Awaits
From the moment you step aboard at Port Louis Marina in St. George’s, Grenada, you will be part of a small crew learning together in one of the Caribbean’s most beautiful sailing destinations. Whether you are brand new to sailing, preparing for more independent cruising, or ready to become a stronger crew member, this sailing week blends instruction, adventure, and Caribbean ease in a way that helps you grow without pressure.
Frequently Asked Questions
- What kind of boat are we sailing?
You’ll sail aboard a monohull cruising sailboat such as a Beneteau Oceanis 40.1, Beneteau Oceanis 42.3, or a similar vessel chosen for safety, comfort, and hands-on learning. - Do I need sailing experience?
No. Men’s Sailing Week is designed for a range of experience levels, including beginners, returning sailors, and men who have spent time on boats but want to become more confident participating, making decisions, and taking the helm. - How many men will be on the sailing week?
This is an intimate, small-group experience with 3 clients, so each participant has room for hands-on practice, personal instruction, and meaningful time with Captain Deb. - What is included in the price?
The week includes your sailing instruction, onboard experience, food, beverages, snorkeling, ground transportation, and a Grenada ground tour, along with the opportunity to practice real cruising skills in a supportive environment. - What is not included?
Travel to and from Grenada, personal travel insurance, personal spending money, and any optional activities or expenses not listed as included are not included in the price. - What should I bring?
Bring comfortable lightweight clothing, non-marking shoes, sun protection, swimwear, personal toiletries, any needed medications, and a sense of curiosity and adventure. A detailed packing list can be provided before the sailing week. - Is this physically demanding?
You do not need to be an athlete, but you should be comfortable moving around a boat, stepping on and off the vessel, participating in light hands-on sailing tasks, and being outside in warm Caribbean conditions. - What if I’m nervous about sailing or being on a boat?
That is completely normal. Captain Deb creates a clear, supportive learning environment where questions are welcome, skills are introduced step by step, and each participant is encouraged to grow at his own pace. - Do you have to share a room or salon?
Each participant has his own sleeping space in the salon, giving you privacy and a place to recharge after full days of sailing, learning, and exploring. - What kind of food is served?
Meals are healthy, simple, and varied, with plenty of water and non-alcoholic beverages provided throughout the week. This is an alcohol-free and smoking-free vessel so everyone can stay focused, safe, and fully present for the experience.
Contact Us
Ready to see whether Men’s Sailing Week is the right fit for you? Reach out with your questions, and Captain Deb will help you understand what to expect before you reserve your spot.
- Phone : +1 208-861-1180
- Email : captain@sailingandboatingllc.com
- Address : 518A Bahia Circle, Ocala, Florida 34472 USA
Open Hours : Monday-Friday, 8 AM – 5 PM
Special Offer : Book now and receive a complimentary Sailor’s Essentials kit with practical items to help you feel more prepared for your Caribbean sailing adventure.
NOVEMBER 15–22, 2026
Grenada – Port Louis Marina
Arrival by 5:00 p.m.
Depart Sunday the 22nd
Your sailing week includes food, non-alcoholic beverages, snorkeling, and a Grenada ground tour, so you can focus on learning, exploring, and enjoying the week. This is an alcohol-free and smoking-free vessel.
$5200.00