Cruise the Virgin Islands on this Famous Yacht

Sea Ray Sundancer 450 (1998)


  • 52 feet

  • 12 guests

  • 2 cabins

  • 2 heads

  • Captained



This boat is famous! Country music super-star Kenny Chesney was the original owner of this boat, and it was featured in several of his music videos including "Old Blue Chair" and "No Shoes, No Shirt, No Problems". The yacht was later bought by a financial company who used it to host certain high-end cliental. During that time it was also used in the production of the famous movie “The Curious Case of Benjamin Button” in which it hosted Brad Pitt and Cate Blanchett, taxiing them to various filming locations around the Virgin Islands.

Are you a big Kenny Chesney fan? If so, this is definitely the best St. Thomas charter boat for you! The crew is well equipped with all your favorite Kenny Chesney songs that go along with cruising around the islands. The crew will gladly show you where some of his favorite Caribbean hang-outs are and they'll even take you to the places he sings about in his songs. We've got all kinds of fun Kenny Chesney stories to share with you!

The boat has some fantastic amenities that make it the perfect boat to charter in the Virgin Islands. At first sight, the boat features a very spacious swim-step for easy access in or out of the water, an on deck fresh water shower system, a large cockpit for lounging and dining, and three large cushioned sun-pads for relaxing and enjoying the scenery. As you walk through the cockpit down the companion way, you’ll soon discover the spacious interior, decorated with beautiful wood finishes. The boat has two staterooms and two large bathrooms with full showers, as well as a comfortably sized refrigerator and freezer combo. It truly is the perfect boat for hosting up to 12 people very comfortably!

The boat provides ALL snorkel gear (i.e. masks, snorkels, fins, vests, and noodles) and fresh water rinses for up to 12 passengers. The boat also provides a cooler with ice, beer, a small bar of rum/vodka, juices, sodas, snacks (chips/salsa, fruit and muffins). $50 per person over 6.

Note: International travel fees of $70 person apply for trips to the BVI's.


  • Manufacturer
    Sea Ray
  • Model
    Sundancer 450
  • Year
  • Guest Capacity
  • Cabins
  • Single Beds
  • Double Beds
  • Bathrooms
  • Number of engines
  • Horsepower per engine


Mary is a U.S.Coast Guard Certified Bartender, line handler, anchor girl, mooring hooker...the list goes on and on! She was born and raised Indiana but spent her summers boating on Lake Michigan. She enjoy’s mixing up a batch of the finest Rum Punch or any other drink requests that you may have! Mary loves getting to know the guests and making sure that everyone is having a good time!


  • Stereo AUX input mp3 hookup
  • Stove / grill
  • Autopilot
  • Microwave
  • Radar
  • TV
Navigation & Safety
  • Autopilot
  • Radar
  • Chart plotter
  • GPS
  • Generator
  • VHF Radio
  • Depth finder
  • Life jackets
  • Fire extinguisher
  • First aid kit
  • Stereo AUX input mp3 hookup
  • TV
  • CD Player
  • Speakers on deck
  • Stove / grill
  • Microwave
  • Refrigerator
  • Inverter
  • Warm water
  • Cockpit table
  • Electricity
  • Outdoor shower
  • Dining
  • Cocktail parties

Boat Owner


Member since October 2015

Response rate: 56%
Response time: within 8 hours
Message owner

Location and Destination Guide

Usually this boat operates around Red Hook, VI.

A slice of "Americana" with an unmistakably laid-back Caribbean vibe! Enjoy your vacation in this incredible Caribbean paradise and explore the US Virgin Island on private yacht charters from Sailo.

As a territory of the United States, US citizens don’t even need a passport to fly to this tropical paradise. That makes it a popular destination for Americans seeking some winter sun, and you’ll find the US Virgin Islands (or USVIs) perfect for a Caribbean sailing vacation.

Customer Questions & Answers

Ask general questions about this boat. For questions related to a specific booking request click here to Message the Boat Owner directly.
Please select dates:
Not included
Boat From $985 per half day
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*excludes Sailo's service fee
per half day (4h)


What type of yacht should I charter?

No matter what type of yacht you choose to charter, we know that you will have a fantastic time on the water. If you are more about the journey, and want a relaxing time aboard, then choose from one of the many sailboats on the platform. If you are more about the destination, and going fast, check out the powerboats on Sailo. For an exclusive experience, Sailo recommends chartering a luxurious yacht for the day. Finally, Sailo has access to many event boats as well for group outings from 50 - 1,000 guests. If you are still unsure, then just ask! more...

What should I bring?

Bring yourself, and some comfortable clothes suitable to the season you are going to be out on the water. Please keep in mind that it is often 10 degrees cooler out on the water, so a jacket or windbreaker is never a bad idea. We also recommend bringing a hat, sunscreen, and sunglasses, as well as a swimsuit if appropriate for your charter location. Please coordinate with your captain regarding any food or drinks that you wish to bring aboard. For term-charters, Sailo recommends using soft-sided luggage, and keeping it simple. more...

How long does a rental last?

The basic daily rental is structured as either a quarter-, half-, or full-day. A quarter-day is two hours, a half-day is four hours, and a full-day is eight hours. You can also discuss a custom trip with the boat by contacting the owner through Sailo. Most term charters (weekly rentals) are from Saturday to Saturday. Keep in mind that the boat generally needs to be back at the dock by Friday evening, and you will need to be off the boat on Saturday morning so they can prepare the boat for the next guests. more...