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Adventure Awaits... Sail Kindred Spirit

Bedrooms 3
Space 2,000 sq ft
Property type boat
Minimum Stay 3 nights


About the property

4 Bedroom 4 Bathroom Yacht with 2 experienced crew to guide you

We have expanded our fleet. Kindred Spirit II is now available for tandem charters! We can now take up to 12 guests for overnight trips with both yachts


Our rates are $1000 per night for 1-4 guests, $1200 for 5 guests and $1350 for 6 guests. Our minimum stay is 3 nights. We also offer our amazing provisioning package available for purchase after booking.

Prime season is 20% more during Christmas and New Years. This includes 2 crew, fuel, water, ice, mooring fees, trash fees and taxes. It does NOT include provisioning, BVI customs fees or gratuity for crew (15 - 20%). We give an additional 5% off for full week trips.

Sail Kindred Spirit is a 2001 45' Leopard Catamaran. She is designed for comfort and strength in South Africa. These Yachts are very popular in the Virgin Islands due to their ease of travel and large comfortable accommodations. She is 25' wide and is extremely stable in all sea conditions.

Our charters include 2 crew members to guide you along your adventure. All you do is sit back and let us sail you to islands of your choice or if you would like to be more hands on, we will teach you to sail the boat.


We recommend our all inclusive package which includes all you can drink custom cocktails, beer and wine as well as breakfast, light snacks and either lunch or dinner on the boat. We will stop at an amazing local restaurant for the other meal allowing you and your guests to explore the islands authentic Caribbean cuisine.

Our crew is passionate about both food and cocktails. We will customize a food and drink menu with kid friendly options for you available for purchase after online booking. Wake up each morning in a calm turquoise blue water cove to the smell of coffee and breakfast being prepared. Provisioning Package includes all you can drink alcohol, breakfast each morning, snacks through out the day and a gourmet multi-course dinner. Lunches are enjoyed at a local island restaurant. All this is offered at only $100 per adult per night and $75 per child per night.

Yacht Accommodations:

4 Private Queen-sized cabins each with private head and shower

Enginees - 2 x Yanmar 50hp Diesels Cruising Speed - 6 Knots

Sails - Baton Reinforced Main Sail, Jib Sail and 2 Spinnakers Cruising Speed - 7 to 9 Knots

2 Dining Tables

Gas Stove and Oven


Larger Reach-In refrigerator and a Yeti with electric cold plate

Gas Grill

Entertainment System in Galley with Wii U and 32" TV and DVD

2 DVD TV Systems in Aft Cabins

8 Speaker Sound System with Auxiliary and Bluetooth Hookup

House Ipad for playing music and surfing the web

All on board electronics are powered by solar and wind!


Sailing, Relaxing, Snorkeling, Scuba Diving, Fishing, Lobster Hunting, Beach Volleyball, Beach Cornhole, Beach Bocce, Paddle Boarding, Kite Boarding, Wake Boarding and Hiking

More Details

Chris Shoupe
Member since: 2014
Speaks: english
Response time:
Within 12 hours
Response rate:
Calendar last updated:
September 17, 2018

About Chris Shoupe

Our crew at Sail Kindred Spirit has been sailing in these waters for over a decade. We know all the best dining, hiking, snorkeling, scuba diving and beach locations. You tell us what type of unique vacation you desire and our crew will put together custom menus and itineraries to fit your needs. There is no better way to see the USVI and BVI's.

Chris Shoupe purchased this boat in 2014

Why Chris Shoupe chose Estate Enighed

Why be land locked when you can Sail Kindred Spirit? Any Caribbean adventure revolves around the water. Boat rentals and day trips are very expensive. Renting Villas or hotels are also expensive and you are still land locked. Dining and drinking out also adds considerable expense to your trip. Staying on a yacht gives you 24 hour access to these crystal clear warm waters and is the most affordable way to experience all this beautiful area has to offer. The boat is loaded with everything you need for an amazing adventure. Our crew will assist you along your way so all you have to do is sit back and sip on your freshly made cocktail and enjoy the sun and the fresh sea breeze.

What makes this boat unique

Being on the water offers lots of unique benefits. It's much cooler on the water than on land as we always have a fresh cool breeze. All our cabins are equipped with fans and 5 hatches that let the cool ocean air to blow through. A/C is not necessary. As in any tropical area, bugs can be a major issue. Staying on the water is the only way to escape them. No need for bug spray here. There is no better way to enjoy the Caribbean than on a Yacht!


Estate Enighed Boat Accommodation and Amenities

Property Type:
  • boat
  • Catering available
  • Breakfast - Booking Possible
  • Lunch - Booking Possible
  • Dinner - Booking Possible
  • Housekeeper Included
Floor Area:
  • 2000 sq ft
House Rules:
  • Max. occupancy: 6
  • pets considered ...
  • children welcome
  • smoking allowed ...
  • Adventure
  • Away From It All
  • Family
  • Historic
  • Sports & Activities
  • Tourist Attractions
  • Hair Dryer
  • Internet ...
  • Linens Provided
  • Telephone ...
  • Towels Provided ...
  • Coffee Maker
  • Dishes & Utensils ...
  • Kitchen ...
  • Oven ...
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Dining ...
  • Dining Area
  • seating for 8 people
  • 3 Bathrooms
  • Bathroom 1 - toilet , shower
    Bathroom 2 - toilet , shower
    Bathroom 3 - toilet , shower
  • Bathrooms are private and have their own shower, mirror, medicine cabinet and sink.
  • 3 Bedrooms, Sleeps 6
  • Bedroom 1 - 1 queen
    Bedroom 2 - 1 queen
    Bedroom 3 - 1 queen
  • The Yacht has 4 Cabins but one is reserved for Crew. Each cabin has its own private bathroom and shower. Aft cabins have DVD TV systems.
  • Books
  • DVD Player
  • Games
  • Music Library
  • Television
  • Video Games ...
  • Video Library
  • Deck / Patio
  • Kayak / Canoe
  • Outdoor Grill
  • Water Sports Gear
  • wheelchair inaccessible
Onsite Services:
  • Massage
  • Private Chef


Exceptional! 5/5 -
(28 traveler reviews)

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Adventure Awaits... Sail Kindred Spirit
average rating of 5.0 based on 28 reviews

Team America!

  • 5 of 5

A dream of ours was to stay on a sailboat in the Caribbean. We are hard working mid-western folks who looked for quite awhile for the right opportunity. We looked at other brokered and chartered yachts, they were either too expensive or just didn’t feel right. Based on a recommendation from a coworker we checked out the Kindred Spirit for our vacation. We were still a bit apprehensive because it was a dream and we wanted it to go perfectly. I can honestly say Chris and Elizabeth blew away our expectations. We were able to charter for five days with food and drinks included at a reasonable price. The food was incredible! We were invited into their “home”, Kindred Spirit, treated like family, and we were shown the best of the Virgin Islands! I would recommend this Charter to anyone who thought this was only a dream and was unattainable. Great food, fabulous hosts, a trip of a lifetime!!

You will not be disappointed!

  • Submitted: Feb 26, 2017
  • Stayed: February 2017
  • Source: VRBO, from HomeAway
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6 0
Denver, CO

Extraordinary trip with an incredible crew

  • 5 of 5

My wife and I along with two other couples spent 5 nights with Captain Chris and his first mate Elizabeth in November. From the moment they picked us up on St. John, they made us feel at home on their boat. They are incredibly nice, personable, and knowledgeable hosts. They know the islands like they are natives. They took us to excellent snorkeling locations, secluded beaches, all of the bar hot spots, and educated us about different attractions in the islands. The food they prepared was excellent and better than the restaurants we dined in. They are completely laid back and let you make the decisions about what to eat and what to do, but always have great suggestions taking into account the itinerary that you choose. While we sailed from place to place, Elizabeth would make us different drinks and whip up tasty snacks. The cooler was always stocked with cold beer and us winos never ran out of red wine. The all-inclusive option is really the way to go. Chris and Elizabeth really enjoy what they do and it shows in the way they treat their guests. Lastly, the boat is very sturdy and my wife who even gets car sick never got sea sick.

  • Submitted: Jan 3, 2017
  • Stayed: November 2016
  • Source: VRBO, from HomeAway
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6 0

Beyond impressed

  • 5 of 5

Expectations shattered - bar set very very high. We are on the return trip home having spent the past few days with Elizabeth and Chris. True professionals, extraordinary service, seamless experience. Oh and the food - restaurant quality from a galley - color me impressed. We will most definitely be back - hopefully many times over.

  • Submitted: Dec 2, 2016
  • Stayed: November 2016
  • Source: VRBO, from HomeAway
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4 1

The Kindred Spirit - "A Perfect Storm!" - The Not to Miss Private Yacht Experience

  • 5 of 5

Looking for a personalized adventure and like to visit secluded pirate coves with deserted beaches, bars and restaurants accessible only by boat, give Captain Chris and first mate Elizabeth a call! From your 1st inquiry to when you return to land, you are in good hands. We considered all our options (Villa? Yacht? Hotel?), Chris answered all of our questions timely and professionally. He was in constant contact with us up until the day we ferried to St. John. At the last moment, Chris had a family emergency. Captain Kara, ex- military and BVI knowledgeable, stepped in. Between Kara and Elizabeth, the first mate, tour guide and amazing cook, we had continuous fun! Elizabeth kept us “on course” planning each day’s activities, preparing gourmet quality meals, mid day cocktails, suggesting cool coves, unique bars and restaurants and sharing her knowledge about the islands sites. Sleeping arrangements were very comfortable and rival those of five star hotels – queen bed, private bathroom with shower and hot water, stereo, fans, big kitchen, private chef. It is a catamaran, so don’t pack a huge suitcase. You are on the open seas with others “in the same boat.” Bring your t-shirts, bikinis, flip-flops, swim shorts, sun tan lotion, and necessary toiletries in a knapsack. Elizabeth had everything else we needed - SUP boards, snorkel gear, binoculars, towels, etc. After a quick stop at customs (bring your passports) we set sail. Memorable excursions included snorkeling the Indians, an afternoon of sunbathing at “spit island,” Saba Rock, Jost Van Dyke, home of the famous Soggy Dollar where Pain Killers are strong (more rum than juice), and our favorite, the eclectic One Love Bar and Grill. Don’t miss The Baths, on Virgin Gorda. There are only 2 places on earth with these majestic, glacial rock formations. The professionally prepared and presented meals by Elizabeth were one of our top BVI highlights, an experience you will NOT find written up in any travel book. TAKE THE MEAL OPTION! We woke up to specially prepared breakfasts before heading off for the day. We would visit private resorts with pools, restaurants, bathrooms, bars and beaches for lunch. We’d return for a mid-day snack and cocktail with the crew. When the sun set, Elizabeth would appear from the galley with a gourmet meal. 4 nights was not enough. We missed Anegada, the northernmost of the BVIs. We will return to continue our adventure, on board The Kindred Spirit of course!

  • Submitted: Sep 24, 2016
  • Stayed: February 2016
  • Source: VRBO, from HomeAway
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5 0

Kindred Spirit

  • 5 of 5

This was really an awesome experience. I highly recommend this boat and this experience to anybody. The crew went above and beyond anything we would've expected, and the owner who wasn't able to be there made sure we were treated like Kings and Queens. Travelling allover the USVI's and BVI's, we went places and saw things that I can't wait to get back to experience again. If I could put my email address or phone number on here, I'd gladly take any calls for any recommendations or references as to how sweet this was. Thanks for a great time Kindred Spirit. See you soon.

  • Submitted: Jul 13, 2016
  • Stayed: April 2016
  • Source: VRBO, from HomeAway
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5 0

Kindred Spirit

  • 5 of 5

I cannot say enough about this boat and the crew. Kara and Morgan were off the chart. They immediately became part of TeamSS with a singular goal of creating a memorable trip. We managed to stop at all of the hotspots we requested and some additional spots new to us. Kara and Morgan were both extremely knowledgeable and professional whether it was tips on how to gracefully exit the dinghy or how to find quiet a spot to catch a few zzzz's on the Kindred Spirit. Food was undoubtedly better than some of the $200 meals I had on shore. Cannot believe that I went years with Tony Chachere's in our cabinet and never put it on my eggs.

After many island trips we decided to try a chartering for a day or two. Best decision we ever made. We have already decided next year will be a 7-day charter and we can think of no one better to do that with than Kara and Morgan.

If you are on the fence about chartering please do yourself a favor and charter this boat. While the owners were stateside they were very accommodating and ensured that we had everything needed. If you do luck out and are able to get Kara and Morgan, I promise that you will have a memorable trip and be as hooked as #teamSS.

  • Submitted: May 10, 2016
  • Stayed: May 2016
  • Source: VRBO, from HomeAway
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3 0


Nearest Airport
5 Miles
St Thomas
Car: not necessary


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Our rates are $250 per person per night. Our minimum is 4 guests and 3 nights. Our rates are $1000 for 1-4 guests $1200 for 5 guests and $1350 for 6 guests. We also offer our Provisioning Package it is available after booking and menu will be discussed a few weeks before trip.

Owner's Cancellation Policy

100% refund if canceled at least 30 days before arrival date.

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