House boat

Sailing the Grenadines and Lesser Antilles 2024/2025

Photo gallery for Sailing the Grenadines and Lesser Antilles 2024/2025

Marina
Miscellaneous
Miscellaneous
Food and drink
Miscellaneous

Reviews

10 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Breakfast included
  • Kitchen
  • Barbecue grill
  • Pool
  • Outdoor space

Explore the area

Map
Road Town, Tortola
  • Tortola Cruise Ship Port
    ‪3 min drive‬
  • Anegada Island
    ‪6 min drive‬
  • Nanny Cay
    ‪8 min drive‬
  • Road Town (RAD-Road Town Seaplane Base)
    ‪4 min walk‬

Rooms & beds

2 bedrooms (sleeps 6)

port cabin

1 Double Bed

v-berth

1 Double Bed

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Deck or patio
Kitchen
Dining area

About this property

Sailing the Grenadines and Lesser Antilles 2024/2025

See reviews, additional photos, and YouTube video at our VRBO/HomeAway/Expedia listing for the Virgin Islands #3584222.

Charter Schedule for 2024-2025:

St. VINCENT and the GRENADINES;
December 2024 to early February 2025:
After a first trip from Grenada to the Grenadines in December, we will be sailing the area of St.Vincent and the Grenadines until early February when we will be heading to St. Lucia.

St. LUCIA and MARTINIQUE;
early February 2025 and late March to late April 2025:
In early February we can squeeze in a St. Lucia and Martinique charter prior to Jalapeno taking a rest at Rodney Bay Marina while the crew is back in the states for a month., We will return in late March for more St. Lucia and Martinique charters until late April.

MARTINIQUE, St. LUCIA, St. VINCENT, the GRENADINES, and GRENADA;
late May to the end of June 2025:
Returning to St. Lucia again in late May, charters will first be in St. Lucia and Martinique, next in St. Vincent and the Grenadines, and finally ending with Grenada at the end of
June for out next hurricane season haul-out.

VIRGIN ISLANDS:
Jalapeno is currently hauled-out in Grenada for hurricane season. Our new season starts in the Fall of 2024 from Grenada through the Grenadines. We are not planning any sailing in the Virgin Islands this season, but we will be doing charters in lots of great locations throughout the Lesser Antilles.

Contact us for details.

Sail with us for an adventure of a lifetime. Jalapeno Charters offers personalized sailing vacations in the Virgin Islands, the Grenadines, and the Lesser Antilles island chain aboard our 52 foot ketch, Jalapeno. Join us for a few days, a week, or more sailing and exploring these Caribbean islands. Jalapeno provides one or two couples, or families up to 6 with possibly the most exotic, relaxing, and fun vacation experience they have ever had. Why take a cruise ship when you can have your own private sailing yacht take you to destinations the cruise ship passengers never go. Relaxing and reading, swimming, snorkeling, or learning to sail, your crew is ready to meet your vacation needs. Work with the captain directly to customize your personal sailing cruise through Caribbean waters.

Factors to consider when planning your trip:

* Do you want to do a little or lots of sailing?

* Balance between dining aboard and meals ashore?

* Private anchorages or nighttime entertainment?

* Been here before, and want to go to different places while definitely hitting a few of your prior favorites?

* It is all good, and your crew likes to be flexible.

* Never been here before? No problem. We will make sure you see all the 'not to be missed' attractions.

* Been here a dozen times? We will still take you to new places you have not seen.

By example when in the BVI we can take you to Anagada where being on the beach at Cow Wreck or Loblolly Bay feels like you are at the end of earth. Day stops at places like the Baths, the Indians, pirate caves, Sandy Cay or Sandy Spit may be high on everyone's list. Perhaps you want to add a stop at the Dogs or Monkey Point. Don't forget Jost Van Dyke! This island has great hang-outs like the Soggy Dollar, Foxey's, Ivan's, Sydney's, Abe's and many more. On Virgin Gorda in the North Sound privacy can be had off Mosquito Island or Prickly Pear, while Leverick Bay can get you doing things ashore.

In the Grenadines we love Bequia for exploring, dining ashore, and a nice anchorage along Princes Margaret Beach. The Tobago Cays Marine Park offer natural beauty with a unique snorkel experience. Salt Whistle Bay on Mayreau is a fun place to visit. And of course a day in remote Chatham Bay on Union Island with a private beach dinner hosted by our friend Shark Bite is a must. A climb to the top of Fort Duvernette at Young Island Cut combines history with a commanding view of the Grenadines.

This is a truly custom made vacation and is designed around the desires and wishes of you and your party. Your crew will do their best to make sure your charter is a fantastic experience that you will remember with fond memories and want to repeat. The crew will act as your chef, bartender, waiter, tour guide, activities director, and sailing instructor (should you desire)! Two cabins, each with its own head (bathroom), accommodate 2 couples with two additional bunks available in the salon. Each stateroom is made-up with bed linens, pillows, bath towels, and beach towels. A change of linens and bath towels is provided mid-week. We also supply soap, shampoo and sunscreen.

Jalapeno is well equipped with all the comforts of home. Our large galley is a delight to cook in and holds plenty of food and beverages for your cruise. In the Caribbean, rum is king -- and a favorite of the crew for making the guests “boat drinks” before sunset, and sipping after dinner.

Your crew will prepare all your meals and beverages specified in your preference sheet. Many guests like to eat a few meals ashore to enjoy the local cuisine and ambiance at some of the local establishments, which can range from a fancy dinner to a traditional island beach barbeque (guests are responsible for any meals ashore). You might invite the crew, which is a special treat, but it is not expected. The point is for you to enjoy the islands.

The Caribbean has some of the most beautiful water in the world and beautiful fish to go with it. You can bring your own mask and snorkel, or use a set from the assortment aboard Jalapeño. We also have fins as they can be a bit more difficult to travel with.

Come sail with us for a relaxing yet adventurous vacation personalized to meet your needs. We look forward to spoiling you!

Property manager

Captain Ray

Languages

English

Add dates for prices

Amenities

Pool
Breakfast included
Kitchen
Outdoor space
Barbecue grill

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House Rules

Check in after 4:00 PM
Check out before 11:00 AM
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Children

Adults only
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

About the area

Road Town

Located in Road Town, this houseboat is connected to the airport. While the natural beauty of Virgin Islands National Park and Cinnamon Bay Beach can be enjoyed by anyone, those looking for an activity can explore Tortola Cruise Ship Port.
Map
Road Town, Tortola

What's nearby

  • Tortola Cruise Ship Port - 3 min drive - 2.2 km
  • Anegada Island - 6 min drive - 3.3 km
  • Nanny Cay - 8 min drive - 7.7 km
  • Trunk Bay Beach - 15 min drive - 4.0 km
  • Cane Garden Bay Beach - 18 min drive - 7.0 km

Getting around

  • Tortola (EIS-Terrance B. Lettsome Intl.) - 22 min drive

Restaurants

  • ‪Omar’s Dockside - ‬9 min drive
  • ‪Beans - ‬2 min drive
  • ‪Virgin Queen - ‬15 min walk
  • ‪Aromas Cigar & Martini Bar - ‬2 min drive
  • ‪De Loose Mongoose - ‬7 min drive

Frequently asked questions

Does Sailing the Grenadines and Lesser Antilles 2024/2025 have a pool?

Yes, this property has an outdoor pool.

Is Sailing the Grenadines and Lesser Antilles 2024/2025 pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Sailing the Grenadines and Lesser Antilles 2024/2025?

Check-in begins at 4:00 PM.

What time is check-out at Sailing the Grenadines and Lesser Antilles 2024/2025?

Checkout is at 11:00 AM.

Where is Sailing the Grenadines and Lesser Antilles 2024/2025 located?

Situated in Road Town, this houseboat is within 1 mi (2 km) of JR O’Neal Botanic Gardens and Tortola Cruise Ship Port. Her Majesty’s Prison Museum and St. George’s Anglican Church are also within 1 mile (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

Reviews

10/10 Excellent

Ray B.

Jalapeno Charters

See reviews, additional photos, and YouTube video at our VRBO/HomeAway/Expedia listing for the Virgin Islands #3584222.

About the host

Hosted by Captain Ray

Host profile image
Captain Ray Bryan grew up skiing and hiking the Sierra Nevada Mountains and has been sailing for over 40 years. He holds a 100 ton US Coast Guard Captain’s license and is an avid diver and snorkeler. Ray has degrees in Mechanical Engineering, holds a Professional Engineering license, and has a very successful engineering firm specializing in product development for over 30 years.

First mate Jennifer met Ray skiing and shares his love of the outdoors. Jennifer taught school and was a school administrator for many years, but her love of the sea and sailing has called her to a different life.

Ray and Jennifer have both worked hard to fulfill their dream of sailing their own charter yacht in the Caribbean. Their goal is to insure you relax, enjoy your time on board, and experience the beauty of the Caribbean.

Why they chose this property

Jalapeno Charters offers personalized sailing vacations in the Virgin Islands, the Grenadines, and other parts of the Caribbean aboard our 52 foot ketch, Jalapeno. Join us for a few days, a week, or more sailing and exploring these Caribbean islands. Jalapeno provides one or two couples, or families up to 6 with possibly the most exotic, relaxing, and fun vacation experience they have ever had. Why take a cruise ship when you can have your own private sailing yacht take you to destinations the cruise ship passengers never go. Relaxing and reading, swimming, snorkeling, or learning to sail, your crew is ready to meet your vacation needs.

What makes this property unique

A sailing charter provides you with your own personal yacht and the opportunity to see and experience what very few people get to in the Caribbean. Get off the plane, settle in on Jalapeno and enjoy the rest of your vacation. Go where you want, when you want, linger away the day or not! Where ever you adventure Jalapeno is with you, providing all the comforts of home while being worlds away.

Languages:

English