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Caribbean Sailing Adventure

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Adventure hosted by Ray

8 days
Moderate activity level
Includes food, drinks, transport, equipment
Hosted in English

What you'll do

If you are interested in any Caribbean sailing adventure, please click "contact host" below. Get a taste of the sailing lifestyle aboard "Jalapeno", a 52 foot ketch while exploring some of the towns, anchorages, beaches, and snorkeling to be found along the Caribbean chain. Enjoy a few nights of dining ashore, and maybe a lunch or two. Otherwise, all your meals and beverages will be provided aboard. Your will be able to participate in the operation of "Jalapeno" as much as you like under the direction of your captain, or you can sit back and watch.

"Jalapeno" is ideally configured for one or two couples, or small families up to 6 with the comforts of a home on the water that will have you spoiled. Most people who take a Caribbean sailing vacation find it to be the most exotic, relaxing, and fun vacation experience they have ever had. With your own private sailing yacht you get to experience destinations where the cruise ship passengers never go.

This is a truly custom made vacation and is designed around the desires and wishes of you and your party. The Martinique itinerary is just one great example. Cost per person is based on 4 people for a total of EUR 6900 for this 8-day/7-night adventure with 1/2 dinners ashore. Costs for bookings of more or less people will be prorated at EUR 490 each. Other durations or changes to meal plan will be adjusted accordingly.
If you are interested in any Caribbean sailing adventure, please click "contact host" below. Get a taste of the sailing lifestyle aboard "Jalapeno", a 52 foot ketch while exploring some of the towns, anchorages, beaches, and snorkeling to be found along the Caribbean chain. Enjoy a few nights of dining ashore, and maybe a lunch or two. Otherwise, all your meals and beverages will be provided aboard. Your will be able to participate in the ope…

Ray's commitment to safety

This host has committed to Airbnb’s COVID-19-related safety and cleaning guidelines – including adhering to social distancing guidelines, practising good hygiene, and ensuring that all participants wear a mask.
Learn more

What's included

  • Accommodation
    7 nights in a boat
  • Food
    5 breakfasts, 5 lunches, 4 dinners, snacks, appetizers, dessert
  • Drinks
    Wine, water, tea, spirits, cocktails, juice, coffee, , soft drinks, beer
  • Transport
    8 boat rides
  • Equipment
    Photography, sports equipment, safety equipment

Your itinerary

  • Day 1
    Arrival and Get Aboard
    Pick-up at the dock in St. Pierre. Get to know your boat, "Jalapeno" and her crew. French dinner ashore.
  • Day 2
    Explore St. Pierre and visit Depaz Rhum
    We begin your trip with a tour of the sites in St. Pierre and a tour of the Depaz Rum distillery with its lush grounds.
  • Day 3
    Sail from St. Pierre to Anse d'Arlet
    After our day in St. Pierre, we sail along the coast of Martinique ending in Anse d'Arlet for snorkeling and beach fun.
  • Day 4
    Sail to Saint Anne for a day ashore
    Upwind to Saint Anne for some shopping, site seeing, and our second dinner ashore.
  • Day 5
    Crossing from Martinique to St. Lucia
    Sail to St. Lucia for a beautiful afternoon and night in Marigot Bay, home to the location for Dr. Doolittle.
  • Day 6
    Marigot Bay to the famous Pitons
    Finish our morning in Marigot Bay then continue along the St. Lucia cost for some time under the Pitons.
  • Day 7
    Pitons to Rodney Bay
    Head back up the coast to Rodney Bay to explore the fort and enjoy your last evening aboard.
  • Day 8
    Departure day
    Finish enjoying your time aboard "Jalapeno" prior to heading ashore one last time for your trip home.
From ₹154,356
/ person
Sat, 31 Oct
12:00 PM - 12:00 PM
₹154,356 per person
₹154,356 per person
Sat, 7 Nov
12:00 PM - 12:00 PM
₹154,356 per person
₹154,356 per person
Sat, 14 Nov
12:00 PM - 12:00 PM
₹154,356 per person
₹154,356 per person

Meet your host, Ray

Host on Airbnb since 2013
  • Identity verified
Captain Ray has been providing groups multi-day sailing adventures in the Caribbean since 1997, and aboard "Jalapeno", his 52 foot ketch for the past 12-years. Ray grew up skiing and hiking the Sierra Nevada mountains and has over 35 years of sailing experience. He holds a 100 ton masters US Coast Guard Captain’s license with sailing endorsement and is an avid diver and snorkeler. Ray has BS and MS degrees in Mechanical Engineering, holds a Professional Engineering license, and has a very successful engineering firm specializing in product development for over 25 years. During your trip Ray is known for being your captain, bartender, chef, tour guide, photographer, music DJ, historian, naturalist, and cruise director. Ray loves to share the fun and excitement of the Caribbean with his guests on the experience of a lifetime.
Captain Ray has been providing groups multi-day sailing adventures in the Caribbean since 1997, and aboard "Jalapeno", his 52 foot ketch for the past 12-years. Ray grew up skiing and hiking the Sierra Nevada mountains and has over 35 years of sailing experience. He holds a 100 ton masters US Coast Guard Captain’s license with sailing endorsement and is an avid diver and snorkeler. Ray has BS and MS degrees in Mechanical Engineering, holds a Professional Engineering license, and has a very succ…
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Airbnb Adventures

Meals and stays included

Every adventure is fully planned, from activities to accommodation.

Local expertise

Hosts expertly design each trip to immerse you in local culture.

Unparalleled access

Explore places and communities you can't easily access on your own.

Where you'll be

St. Pierre

Choose from available dates

5 available

Activity advisory

Expert industry partners
Every adventure follows industry guidelines. We partnered with the Adventure Travel Trade Association, expert leaders in adventure travel, to define best practices and standards for safety.
Know your comfort level
Please note that outdoor activities carry risks, and you may be exposed to dangerous situations as part of this experience. Make sure you can participate safely given your abilities and the conditions (such as location, weather, and equipment).

Things to know

Cancellation policy

Any experience can be cancelled and fully refunded within 24 hours of purchase.

Government ID

You’ll need to take a picture of yourself that matches the photo on your ID. This is so Airbnb can confirm who’s actually going on the experience. You’ll only have to do this once.

Guest requirements

Up to 6 guests ages 2 and up can attend.

Alcohol

This experience includes alcohol. Only guests who meet the legal drinking age will be served alcoholic beverages.

More tips

Your trip will include your breakfast, lunch and dinner, along with snacks, and beverage based on your food preference sheets . Half of the dinners and a couple of lunches will be ashore, providing good balance to your dining aboard. These meals ashore are not included in the price of your trip.

What to bring

Our getting ready guide will be provided upon booking which will give you information on a number of topics to get ready for your trip, including what to pack and what to bring.