established in 2015

In 2014, the concept of luxury day charters in the US Virgin Islands was redefined in the idea that became Midnight Sun Charters. Seeing an opportunity in a growing charter market, in 2015 Capt. Doyle teamed up with an investor to raise the bar on affordable, high end, private charters. When Obsidian hit the waters around the Virgin Islands it became an instant success, and became one of the most well known boats around. After the IrMaria storms of September 2017, the islands fell into recovery mode and there was a pause in tourism. The business was sold and Obsidian was sent back to the manufacturer in Miami for repairs & new upgrades. She was delivered back to island November of 2018 and quickly regained her position as one of the premier charter boats. With the upgrades, we were now able to offer an even more luxurious experience for those discerning charter guests looking for that ultimate boat day, cruising around the islands in the utmost comfort and style.

With the continued success in our charter operations, and the anticipated re-opening of St Thomas’ mainstay hotels (Ritz & Marriott), we looked to explore options to add a second and even more luxurious boat to the fleet. In late 2019, we acquired our second boat, a 43ft Midnight Express, that we named Onyx. As soon as Onyx arrived on island, she was an instant hit. With the added length and wider beam, she is a beast out on the ocean. She cuts through waves like a butter knife through warm butter, smooth and swiftly. For those guests looking for the added room and comfort in ride, she is the perfect charter boat!

Then we set our sights onto the shores of Miami. Miami quickly became the post-pandemic US travel hot spot. We purchased another Midnight Express, put our touch on it with some upgrades, and got to business in the waters of the “Magic City”.

Then in 2024, we launched our brand in Providenciales, Turks & Caicos. There is nothing like cruising the shallow blue waters and white sand beaches in a powerful Midnight Express. Some would say, a day not on the water in the Turks is a day wasted, so make sure to hit us up on your next visit to this beautiful country!

We invite one and all to come take a day trip with us, at any of our amazing locations around the Caribbean. Let us show you our favorite spots aboard an amazing Midnight Express vessel, we can get you there faster and more efficiently, giving you more time at your destinations to enjoy each sun-kissed moment fully!

Steve & Crew...