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Castaway Expeditions
Captain

Castaway Expeditions

San Juan, Puerto Rico
25+ reviews
I have been working in the charter industry since 2021, starting as a deckhand and first mate along Puerto Rico's East Coast. Over the years, I have gained hands-on experience operating vessels, managing charter operations, and leading crews. Today, as a licensed captain, I take pride not only in navigating safely and professionally but also in creating unforgettable experiences on the water. The ocean has always been a central part of my life, and I genuinely love sharing that passion with everyone who steps aboard.

Charter

Rating

5.0
30 reviews
5.0
Boat & Equipment
5.0
Captain & Crew
5.0
Experience

All reviews (30)

Showing 11 – 15 of 30 reviews
  • Emily Wincek
    Emily Wincek
    us
    Indiana, US
    •
    Member since 2026
    5.0
    Verified

    We love Diego!

    1:30Hr – Golden Hour Sunset Tour • 2 adults

    My 15-year-old wanted about cruise during our short trip to Puerto Rico. I found Diego on "BoatBooker" and he responded right away to my questions. I had messaged another boat cruise twice and never heard a response back. I am so glad that we went with Diego. He was so fun, personable, energetic. My 15-year-old son is still talking about his experience.! Thank you so much for a great time, Diego!!

    Response from Captain

    It was such a lovley trip, I had a blast and was happy to teach the captain knowlage to your son… maybe he becomes a captain in the future haha. Happy to have you guys again whenever you please! Stay Safe -Captain Diego

  • Irwin Leong
    Irwin Leong
    us
    Texas, US
    •
    Member since 2026
    5.0
    Verified

    Relaxing evening ride

    1:30Hr – Golden Hour Sunset Tour • 4 adults • 2 children

    We participated as a family of 4. The 2 hour trip felt just right, not too long or too short. Totally worth seeing Old San Juan from the boat. I would do it again just for the ride and would recommend Captain Diego anytime.

    Response from Captain

    This was a great trip, I always enjoy conversing with people but you guys were awesome. It was the perfect trip for me and you guys are a great Family!!! hope seeing you guys soon again🇵🇷🤙🏽🌊

  • Amber Briley
    Amber Briley
    us
    Nebraska, US
    •
    Member since 2026
    5.0
    Verified

    Diego was so kind and very knowledgeable

    1:30Hr – Golden Hour Sunset Tour • 3 adults

    The golden hour tour was awesome! The weather didn’t fully cooperate but that didn’t stop captain Diego from creating a meaningful experience for us. He’s so knowledgeable, we learned a lot!

    Response from Captain

    It was such a great time! Happy to have you over, you guys were amazing and I loved this trip. Thanks for such a great review. Until next time 🤙🏽

  • Israel Harden
    Israel Harden
    us
    North Carolina, US
    •
    Member since 2026
    5.0
    Verified

    Best Sunset Ride We could ask for !

    1:30Hr – Golden Hour Sunset Tour • 4 adults

    We were bringing in a friend’s birthday & Diego made sure everything was perfect ! The communication was quick & we loved it so much we will be back soon with special request for Diego for sure !

    Response from Captain

    You guys were a very memorable group it was such a nice time out on the water🍻 Looking forward for next trip see you soon🌅 Capt- Diego🤙🏽

  • Arnold Tinseth
    Arnold Tinseth
    us
    St. Augustine, FL, US
    •
    Member since 2026
    5.0
    Verified

    Lovely boat & captain

    1 Hr – Morning San Juan Tour • 2 adults

    A great day for a boat tour. Smooth sailing for a one hour tour. Affordable and learned a lot about the bay and San Juan from the Boat Cpt.

    Response from Captain

    Definetly wont forget this tour! Its always nice to have someone that can also share knowladge to the Captain💪 Great time by the water early on the morning!! Cheers 🤙🏽🇵🇷