Cruise the U.S. Virgin Islands on this Famous Yacht

 5.0 (2)

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).

Price will be $1195 for half a day plus fuel for 6 guests and $50 per person over 6 up to a maximum of 12
full days are $1850 plus fuel for 6 with a $50 per person charge up to 12.

Fuel cost may vary -
Half day $200 to $350
Full day $250 to $550

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

Cancellation Policy
We understand that plans can change due to external circumstances. If you must cancel your charter, we request a minimum 72 hours advanced notification to refund 100% of your deposit. No shows are charged the full boat rate so please let us know in advance if your plans change.

This boat has 3 additional services available. View addons


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


This boat has 3 additional service(s) available for full day trips. You can select optional addons to customize your trip on the next page. Note that required addons are mandatory, and addons marked as payable at base need to be paid directly to the boat owner when you get to the boat.

Optional Extras (2)

  • International travel fees for trips to the BVI's
    $70.00 per booking
  • Additional Person (7 to 12)
    $50.00 per person

Required Extras (1)

  • Fuel
    $550.00 per booking


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

2 Reviews

  • Felice
    April 25th, 2024

    Amazing day. Dana knew all the great spots to take us to.
    Boat is beautiful. Wonderful and memorable day.

  • Chris
    March 11th, 2024

    Alex and Danielle were amazing. Knowledgeable, interesting, and the hospitality was perfect, very fitting for a boat day. We plan to use them again if we go back.

    Dana runs a great company with great people!

Boat Owner


Member since October 2015

Response rate: 83.5%
Response time: within 12 hours
Message owner

Location and Destination Guide

Usually this boat operates around Red Hook, VI.

Looking for a yacht charter in the USVI? Dream sailing destinations don’t come much dreamier than the US Virgin Islands. A Caribbean hang out with an American vibe, sailing in the US Virgin Islands, or USVI, is even easier with a Sailo yacht charter.

The US Virgin Islands archipelago consists of three main islands, St John, St Croix and St Thomas.

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.


Cancelation policy - Flexible
Full refund if renter cancels 3 days or more before the trip start date.
No refund if renter cancels 2 days or less before the trip start date.