Captain Blacks Tours
Explore the Caribbean with Captain Blacks Tours
Depart from Cole Bay with Captain Blacks Tours and experience the beauty of the Caribbean through unforgettable island adventures. Led by the experienced Capt. Dilan Penn, each trip is designed to showcase the best of Sint Maarten and its neighboring islands.
Whether you’re looking for an exciting island-hopping excursion, a scenic coastal cruise, a snorkeling adventure, or a relaxing day on secluded beaches, every charter is customized to create an unforgettable experience. Swim in crystal-clear waters, discover vibrant marine life, or simply unwind while taking in the breathtaking Caribbean scenery.
For an even more enjoyable day on the water, optional add-ons such as drinks, lunch, snacks, and snorkeling equipment are available to enhance your experience.
Captain Blacks Tours welcomes families, couples, and groups. Children, pets, alcohol, and swimming stops are all welcome, giving you the freedom to enjoy your adventure exactly the way you want.
Your safety is always our top priority. Every tour is operated with essential safety equipment onboard, including GPS navigation, VHF radio, life jackets, and other required safety gear, ensuring a safe and worry-free experience from start to finish.
Book your adventure with Captain Blacks Tours today and discover the thrill, beauty, and freedom of exploring the Caribbean’s most stunning waters.
Explore the Caribbean with Captain Blacks Tours
Depart from Cole Bay with Captain Blacks Tours and experience the beauty of the Caribbean through unforgettable island adventures. Led by the experienced Capt. Dilan Penn, each trip is designed to showcase the best of Sint Maarten and its neighboring islands.
Whether you’re looking for an exciting island-hopping excursion, a scenic coastal cruise, a snorkeling adventure, or a relaxing day on secluded beaches, every charter is customized to create an unforgettable experience. Swim in crystal-clear waters, discover vibrant marine life, or simply unwind while taking in the breathtaking Caribbean scenery.
For an even more enjoyable day on the water, optional add-ons such as drinks, lunch, snacks, and snorkeling equipment are available to enhance your experience.
Captain Blacks Tours welcomes families, couples, and groups. Children, pets, alcohol, and swimming stops are all welcome, giving you the freedom to enjoy your adventure exactly the way you want.
Your safety is always our top priority. Every tour is operated with essential safety equipment onboard, including GPS navigation, VHF radio, life jackets, and other required safety gear, ensuring a safe and worry-free experience from start to finish.
Book your adventure with Captain Blacks Tours today and discover the thrill, beauty, and freedom of exploring the Caribbean’s most stunning waters.

| Su | Mo | Tu | We | Th | Fr | Sa | |
|---|---|---|---|---|---|---|---|
The charter operator canceled on trip date. This is an automated posting.

From the beginning of the booking until we returned from our cruise, Captain Dilan was amazing! I’m a travel agent and I booked these guys for my group of 8! The captain answered all of my questions promptly. Carnival was extremely busy and we had a difficult time getting the pick up executed, but that was understandable bc of traffic he could not get to us but we jumped in a taxi and he waited patiently for our arrival. He took us over to the French side where we docked and watched the planes fly over the mountains. We swam, drank champagne and had the time of our lives watching the sunset! I give these guys a 10 out of 10! I’m definitely booking again

Thanks so much Kirsten! We’re glad you and your group loved the sunset cruise with us. We appreciate you for the 10/10 and recommendation — can’t wait to have you back on board! 🌅

The charter operator canceled on trip date. This is an automated posting.
Cole Bay, Sint Maarten
Capt. Dilan Penn is the experienced captain behind a Vendette Guepard G31 based in Cole Bay, offering unforgettable days on the water. He specializes in boat tours, island hopping, and snorkeling trips, guiding guests to some of the most beautiful spots and crystal-clear waters in the area. With a passion for the sea and local knowledge, Capt. Dilan ensures every trip is fun, relaxing, and memorable.
Luis Enrique S.
Captain
A refundable deposit of US $380 per tour is required at boat pick-up and will be returned to you when the boat is returned without damage. Security deposit is to be paid directly to the charter operator.
Fuel is included in the price of the rental.
You can cancel or modify your booking up to 3 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.
When the captain confirms your trip, BoatBooker charges your credit card a 10% booking deposit to guarantee your reservation.
The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:
PayPal
Bank transfer
