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Explore The US And British Virgin Islands On The Luxury Yacht Twilight Rodeo!

Bedrooms 3
Space 1,400 sq ft
Property type yacht
Minimum Stay 3 nights


About the property

Twilight Rodeo Is A 50' Catamaran That Can Accommodate Up To 6Guests Comfortably


Yacht Twilight Rodeo - A 50' Luxury Catamaran

*All-Inclusive Option* - No worries and no stress! Your Captain and Personal Chef will take care of everything, including you! Everything is included, and all meals and itineraries are based on your preferences.

*Half-Board Option* - For those who like to experience the local cuisine. Just like the All-Inclusive Option, with some meals off of the boat. Everything else is included. All breakfasts are included, and half of the lunches and dinners will be served on board. Your crew can make restaurant recommendations for you, and point you in the direction of the best bars and restaurants.

*Captain Only Option* - Captain and First Mate provided to keep you safe, while you take care of the rest! All food, fuel, and operating expenses are up to you.

Our focus is your vacation! We want to help you get the most out of the vacation you have been dreaming about! From sunning and swimming, to hiking and exploring, to relaxing with toes in the sand, we can help make your vacation a Vacation of A Lifetime!

Twilight Rodeo is a luxury catamaran that features 3 interior queen size guest cabins with en suite bathroom and showers. The yacht is air conditioned throughout, and yet has exceptional air flow when not running the air conditioning.

The 4th guest cabin is a full size queen berth in front of the mast. The cabin is spacious and roomy, with great breeze, yet can also be air conditioned. This berth is accessed on deck, with it's guest bathroom inside the boat. Great for kids and young adults!

Newly refit in October 2015, Twilight Rodeo is freshly painted inside, with new carpets throughout the boat. Each interior cabin has it's own stereo with auxiliary cord, so you can listen to your music while in your cabin.

Twilight Rodeo features a large flat screen TV to watch any one of the 1000 movies that are on board. Like your own music? Great! Plug in your device and listen to your music while relaxing in the sun. With lots of deck space, there is plenty of room for each guest to find their spot to relax, and that's what it is all about!

The islands are coming back! After a devastating 2017 hurricane season, the rebuilding of the US and British Virgin Islands are well underway. All of our favorite spots have reopened, and continue to work to make their homes and communities better. Interested in helping out? The best way for you to help is to put tourist dollars back into those communities and businesses! Book with us, and you will meet the people that your dollars help.

The islands are as beautiful as ever! The waters are crystal clear, the snorkeling is amazing, and the beaches are so welcoming. Let us show you the best the islands have to offer!


All Inclusive Rates, based on 7 nights

All Inclusive Rates, per week:

2 guests - $11,500

3 guests - $12,500

4 guests - $13,500

5 guests - $14,500

6 guests - $15,500

Charters of less than one week are pro rated.

Minimum 3 Nights

For Half Board Option, take $200 off the All Inclusive Rate per guest.

(Half Board includes 7 Breakfast, 4 Lunch, and 3 Dinners on board. All other meals are taken ashore at charter guest expense).


Captain Only Rates, based on 7 nights

2 to 6 guests - $8000

Charters of less than one week are pro rated.

Minimum 3 Nights

Captain Only will include your Captain and First Mate. All operating expenses, fees, provisions and fuel are at the charterer's expense.


Christmas and New Years add 10%. 7 Night Minimum, All Inclusive or Half Board Only. No Captain Only for Christmas and New Years.

We welcome last minute charters!

Minimum 3 Nights, please.

Twilight Rodeo welcomes broker inquiries!

Twilight Rodeo is a member of the Virgin Islands Charter Yacht League, and VINE Yacht Charters.

More Details

Jody L. Oles
Member since: 2015
Speaks english
Response time
Within a day
Response rate
Calendar last updated:
17 September, 2018

About Jody L. Oles

THE CREW: Paul and Jody have been chartering together the past 10 years. Their love for the islands is evident when you first meet them and step aboard. Paul has been living in the Caribbean for the last 16 years, but hails from North Carolina. In addition to being a previous dive instructor and Aquarist at Coral World in St. Thomas, Paul holds his US Coast Guard Masters License. He also has CPR/First Aid and PADI Certifications. His love of sailing, tales of local lore, and genuine Southern hospitality will make your vacation safe, fun and entertaining. Paul loves to share his knowledge of sailing, the Caribbean lifestyle, and the unbelievable marine life below the surface.

Jody, a native Californian, has been living in the islands for the last 12 years. Her passion is delectable and beautiful food. From fresh breads and pastries to decadent desserts, she will present you with an array of goodies to tempt your taste buds. Her culinary style has developed from years of cooking and baking for friends and family. Jody naturally adapted to the charter environment, as is evident by her meals. She has also adapted her techniques to incorporate many dietary and health concerns, so your meals are planned just for you! Whether it's a casual lunch served in the cockpit overlooking Sandy Cay or formal dinner served while anchored at Norman Island, she will provide a comfortable environment and superb cuisine, especially prepared with your preferences in mind. Her greatest pleasure is your satisfaction.

Paul and Jody believe that great food, great drinks, great sailing, and great company make lasting relationships. As your crew, mates, and tour guides, they will direct you to the best shopping, diving, and snorkeling spots in the islands. They will introduce you to local characters, find the perfect beach bar for a cold concoction, and take you to the best anchorages for your perfect vacation. They strive to exceed your expectations.

Jody L. Oles purchased this yacht in 2015

Why Jody L. Oles chose Saint Thomas

CCSS Sailing, LLC acquired Twilight Rodeo in October 2015, and have invested overall approximately $100,000 into improvements and upgrades. Paul Miller , Managing Partner, Mark Smith, Partner, and Paul O'Donnell, Minority Partner of CCSS Sailing, LLC are committed to quality and performance. When the opportunity for Twilight Rodeo came to them, they jumped at the chance to own this amazing boat. Solid and sturdy, yet sleek and sexy, there is nothing to change!

The US and British Virgin Islands are the 'Best Cruising Grounds in the World', with the best beaches, funky bars, kindest people, and cool characters. The snorkeling and diving is world class, and the scenery just can't be beat. Access to the islands is easy, and affordable.

What makes this yacht unique

Twilight Rodeo is a loved and cared for yacht. With her just fresh from a refit, the yacht looks and feels new. We have giant cushions to lie on up front, or a comfortable hammock chair to relax in off the back deck. The new cockpit cushions are super thick and comfortable for that mid-afternoon snooze. Everything about the yacht is comfortable and spacious, exactly what you need to unwind! Paul and Jody take great pride in Twilight Rodeo, and they continue to provide upgrades that show it.


Accommodation and facilities for this holiday yacht rental in Saint Thomas

Property Type:
  • yacht
  • Catering available
  • Breakfast - Included in Price
  • Lunch - Included in Price
  • Dinner - Included in Price
  • Housekeeper Included
Floor Area:
  • 1400 sq ft
House Rules:
  • Check-in: 12:00 PM
  • /
  • Check-out: 12:00 PM
  • Max. occupancy: 6
  • Max. adults: 6
  • Min. age of primary renter: 5
  • Children welcome ...
  • Parties/events allowed
  • Pets not allowed
  • Smoking allowed
Location Type:
  • Beach View
  • Beachfront
  • Near The Ocean
  • Ocean View
  • Oceanfront
  • Resort
  • Water View
  • Waterfront
  • Adventure
  • Away From It All
  • Budget
  • Family
  • Historic
  • Romantic
  • Spa
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Internet ...
  • Linens Provided ...
  • Living Room ...
  • Telephone ...
  • Towels Provided ...
  • Coffee Maker ...
  • Dishes & Utensils
  • Kitchen ...
  • Microwave ...
  • Oven
  • Refrigerator ...
  • Stove
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 4 Bathrooms
  • Bathroom 1 - toilet , shower enclosure
    Bathroom 2 - toilet , shower enclosure
    Bathroom 3 - toilet , shower enclosure
    Bathroom 4 - toilet , shower enclosure
  • Three en suite bathrooms with electric toilets, with a fourth bathroom in the port hallway for the guests in the queen berth.
  • 3 Bedrooms, Sleeps 6
  • Bedroom 1 - 1 large double bed
    Bedroom 2 - 1 large double bed
    Bedroom 3 - 1 large double bed
    Bedroom 4 - 1 large double bed
  • Three interior queen cabins, with a fourth queen berth in front of the mast. This is accessed from hatches on deck.
  • Books ...
  • DVD Player
  • Games ...
  • Music Library ...
  • Stereo ...
  • Television
  • Toys ...
  • Video Library ...
  • Balcony ...
  • Boat ...
  • Kayak / Canoe ...
  • Outdoor Grill
  • Water Sports Gear ...
  • wheelchair inaccessible
Pool / Spa:
  • Private Pool ...
Onsite Services:
  • Private Chef
  • festivals
  • health/beauty spa
  • marina
  • restaurants
Leisure Activities:
  • beachcombing
  • boating
  • paddle boating
  • shelling
  • shopping
  • wildlife viewing
Sports & Adventure Activities:
  • fishing
  • sailing
  • diving
  • snorkeling/diving
  • swimming


5/5 -
(4 traveller reviews)

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Explore The US And British Virgin Islands On The Luxury Yacht Twilight Rodeo!
average rating of 5.0 based on 4 reviews

In a word relaxing!

  • 5 of 5

We just returned from a 4 night stay on the Twilight Rodeo and it was the most relaxing vacation we have ever had. Jody and Paul greeted us at the Yacht Marina not far from the airport and our vacation began not more than 30 minutes after landing in St. Thomas.

Jody is an awesome cook - and we have a daughter who is vegan - she made every meal a gourmet one for us and our daughter. Nothing was ever too much trouble.

Each day we moved to a new beach - allowing us to see beaches on both St. Thomas and St. John. The kids went scuba diving two days - which Jody arranged all the details for. We slept, ate, snorkeled,- repeat. If you are looking for a completely stress free trip - this is a must. A trip we will always cherish and hope to be able to do again someday!

  • Review Submitted: 20/08/2018
  • Date of Stay: August 2018
  • Source: VRBO, from HomeAway
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Villa Grove

A Must Do!

  • 5 of 5

Just got off the Twilight Rodeo. Captain Paul and Chef Jody were a delight. Captain Paul and his vast knowledge of the Caribbean made the experience most enjoyable. Chef Jody prepared the most glorious meals. Her potato chip encrusted Grouper, for one, was to die for. Booking another cruise for just that meal alone would be worth it. Sailing under God's clear blue skies and crystalline blue waters provides the ultimate relaxing vacation experience. Captain Paul and Chef Jody truly create an individual cruise for you. Would not miss this opportunity. Being a seasoned cruise line vacationer, this by far was a refreshing change to experience a different side of the islands.

  • Review Submitted: 25/06/2016
  • Date of Stay: June 2016
  • Source: VRBO, from HomeAway
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1 0

What an experience!

  • 5 of 5

Highly recommend Jody and Paul on the Twilight Rodeo. This was my second Yacht vacation in the VI's and their boat and my experience with them was head and shoulders above my first trip. The yacht was clean, food was great, crew pampered our every need (even babysat a few of us till 2am at the Willie T. - and they woke up at 7am to make breakfast with a smile. The next time i do this vacation we're undoubtedly staying with Paul and Jody on the Twilight Rodeo!

  • Review Submitted: 24/04/2016
  • Date of Stay: March 2016
  • Source: VRBO, from HomeAway
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1 0

Best vacation of my Life

  • 5 of 5

Our trip with Jody and Paul was by far the best of my life! Jody is such a great cook and makes you feel at home! They know all the best snorkel spots and how to make it a trip you will want to take over and over again!

  • Review Submitted: 28/06/2015
  • Date of Stay: June 2014
  • Source: VRBO, from HomeAway
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3 0


Explore the US and British Virgin Islands! Based on the East End of beautiful St. Thomas, the best beaches, bars, snorkeling, and sailing is just a hop away!


Rates & Availability

Contact Owner

Additional information about rental rates

Additional Guest Fee AU$200.61 per person per night
Property Damage Insurance AU$81.63

All Inclusive Rate (Based on 7 Nights) Includes Captain, Chef, all on board expenses, operating costs, food and drinks.
2 guests - $11,500 Each additional guest per night $145 (per guest/per night)

3 Night Minimum

Half Board option, take $200 off All Inclusive Rate per person. Includes Captain, Chef, all on board and operating expenses, all breakfasts, half of lunches, and half of dinners, and all drinks.

Captain Only - Includes Captain and First Mate. All other expenses are paid by the charterer.

Owner's Cancellation Policy

  • No refunds for cancellations made after payment is made

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