The U.S. Virgin Islands are territories of Her Majesty, but aside from scattered offerings of fish and chips, there is little that's overtly British. Most travelers come to hoist a jib and dawdle among the 50-plus isles. With steady trade winds, calm currents, protected bays and pirate ship bars, this is one of the world's sailing hot spots.


Whether you choose to fly by a private chartered flight or a commercial flight, we'll greet you, gather your baggage and drive you to your luxury accommodations.

We like to provide either a black or white Chevrolet suburban, or even two depending on the size of the party.

S&P will take care of all your transportation needs. We'll do so much more than just opening the door for you. 

The U.S. Virgin Islands trade winds, the crystal blue waters, and the sun automatically decreases our clients' level of stress. The chill vibe of this trip easily makes it the most laid back of all our trips.  


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You gather your Family, Friends, and/or Business Associates to round out your vacation group - we'll plan accordingly as we move into the planning stage of the process.

In each area we host trips, we work with 3-4 different private homes that fit our needs and also uphold our strict standards. These homes will include:

  • Gorgeous Local Views
  • 5-10 Bedroom Suites
  • King or Queen Beds
  • Chef's Kitchen
  • Indoor Table for 12
  • Outside Table for 12
  • Open Floor Plans
  • Unique Spaces
  • Outdoor Kitchen
  • Indoor Fireplace
  • Outdoor Pool
  • Outdoor Hot Tub

We have a 245 Point Inspection Checklist - to make sure our Luxury Homes are ready for you.

“Cooking is a caring and nurturing act. It’s the ultimate gift for someone to cook for them. It creates all this beautiful stuff, conversation, appreciation. All the most important things in life you do around a dinner table.” -Curtis Stone


The food is a big part of any travel experience. We like to dive into the local ingredients and buy organic, using the best ingredients possible. As a Chef, the goal is to marry particular ingredients together and get the heck out of the way. We let those flavors shine by keeping it simple!

It is always fun to travel and visit some of the great local restaurants. At the same time, it is draining to have every meal out. We look to balance that for you and to give you the best of both worlds.

Each morning, we'll have a delightful breakfast ready for you on your waking schedule. For lunch, you'll be on the go on the islands. There are some great spots to take a break for a bite to eat. After a long day, it's nice to shut it down back at the house. Those nights, dinner will be prepared by your private chef. We like to keep it fun with family style preparations and great flavor combinations. Whether that is served at the outside table or the dining room table, those evenings are always special, full of Food, Family/Friends, Stories, and Laughter. The best part is that you and your party do not need to do anything other than just enjoy each others company.

We certainly can accommodate any dietary restrictions that anyone in your party requires - it's not a problem!

We adore the different restaurants the islands have to offer and know them well. One evening during your trip, you will be able to enjoy that experience too. We'll arrange all the details and drive you there and back. We will take care of all the coordination with the restaurant including settling the bill so you don't have to. 

Experiences come in many forms. Most can be orchestrated and some can spontaneously happen when surrounded by the right people.

We believe in both!


In addition to the leisure time spent at the luxury home, there are many ways to experience the U.S. Virgin Islands. Over the years, we have narrowed down the very best experiences and have established relationships with the locals who provide them. We are excited to share them with you.

During a week long trip, we have found it is nice to add several experiences during that time to break up the schedule. Here are three great ways to see the area from a different perspective.


The U.S. Virgin Islands is known as some of the best protected sailing in the Caribbean, and it is arguably the most famous sailing destination in the world. Throughout the many islands of U.S. Virgin Islands, we'll discover a couple sheltered harbors, sun-soaked beaches, and pirate bars.  You will be able to relax and bask in the spectacular scenery. 

After an open air breakfast, we'll drive you to meet your captain dockside. This is an all day journey that you'll adore. 

Total Time: 8 Hours


Every good fisherman knows you have to go where the fish are – and the U.S. Virgin Islands do not disappoint. Whether you’re offshore hooking into a trophy marlin or combing the shallows fly-fishing for world-class tarpon, our local guides always know where the fish are biting.

After a hearty Caribbean breakfast, we'll take you straight to the dock to meet your captain for the morning or afternoon. This excursion can be a half day or a full day depending on your party's dedication.

Total Time: 4 or 8 Hours


You’ll feel like a kid in a candy shop when diving in the U.S. Virgin Islands. Check off countless dive sites on your list: countless towering reefs of healthy corals, underwater caves, tunnels, extraordinary shipwrecks, massive boulders & grottoes and spectacular visibility.

Pristine turquoise waters, balmy year-round air temperatures and unforgettable underwater scenery, no matter where you dive, keeps the adrenaline pumping for everyone from novice snorkelers to experienced scuba divers.

Total Time: 4-5 Hours

We have made a point not to provide you with every single detail for these experiences. For us, it's the details that make these incredible experiences special. We will be excited to share these with you on your trip with us.


"What a treat! My massage set the tone for the weekend. I felt so relaxed.
The entire experience was beyond pleasurable! Thank you!"

One evening during your trip, a local Professional Masseuse will be brought in to provide a massage for the entire group. 

S&P brings a complete Concierge Service, along with your own Private Host / Chef, on your trip. They handle everything so you don't have to. Travel like a billionaire lives everyday.


These dates below are the best times we feel to spend time in the U.S. Virgin Islands.  This trip is usually a very relaxing time where you can gather with friends and/or family for quality time as everything is taken care of for you.  Usually, this in at least a week long trip. 

January Early in the year, weather wise, you can't go wrong in the U.S. Virgin Islands. 
Early in the calendar year, wether wise, you can't go wrong in the U.S. Virgin Islands.
Early in the calendar year, wether wise, you can't go wrong in the U.S. Virgin Islands.  
The cross breezes still keep June a fantastic time to be in the Caribbean. 

Cancellation Policy - Cancel up to 100 days before your trip and get a full refund. Cancel within 100 days of the trip and the reservation is non-refundable. Unfortunately our hands are tied, on the Airlines side, due to their cancellation policy. 


Looking to extend the dates or interested in different dates? Customize your trip with S&P+

Of Course You Can Contact Us More Directly.
We would love to chat with you.

CALL US @   216.302.4750

Monday - Friday 

8 a.m. - 5 p.m.

(Eastern Time)

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Once you take that plunge and travel in this fashion with S&P, you will want to change how you travel. We love what we do and love sharing all of our experiences with our clients and their Family, Friends, and Business Associates.

Our singular Goal is to take care of absolutely everything for your trip, prior and during. To make it a very rich experience, one that will linger on as an incredible memory and introduce many stories to share.