Proposal & Engagement Trips in Big Pine Key

13 boats available

The best out of 13 deals in Big Pine Key - enter dates to check availability

Top Proposal & Engagement Trips in Big Pine Key

What boaters said about Proposal & Engagement Trips

  • 5.0
    /5
    (4 Hr – Sandbar Tour)

    Great day on the water

    Had a great day on the water with Capt. Brian. Quick tour of some back country, shallow wading and paddle boarding in crystal clear waters near Content Key, and then back out front for some snorkeling off of Cook Island.
    John B.
    John B.
    Reviewed on Sep 25, 2026
  • 5.0
    /5
    (3 Hour Trip – Looe Key Snorkel (AM))

    outstanding trip!

    Brought myself and my 3 kids for a casual snokeling and island hopping trip and the experience couldn’t have been better. Capt Tom was great with my family and very engaged with us the whole time. Would highly recommend and we will be fishing with him again soon.
    Brian W.
    Brian W.
    Reviewed on Aug 29, 2026
  • 5.0
    /5
    (3 Hour – Back Country Cruise)

    Evening Fishing

    We had a great evening with Captain Anthony. We have never been fishing in the Keys before. Captain Anthony was very informative and gave us the best opportunity to be successful
    BoatBooker Member
    BoatBooker Member
    Reviewed on Jun 27, 2026
  • 5.0
    /5
    (6 Hour Trip –Sandbar&Looe Key Combo)

    Tons of Fish Beautiful Reef

    We had the best day ever. Tom is super friendly. Enjoyed lots of conversation. The reef was stunning. So many fish sharks lobster conch. Vibrant coral. At the top of our reef lists around the world. Will definitely be using Tom again for our trips.
    Crouch D.
    Crouch D.
    Reviewed on May 31, 2026
  • 5.0
    /5
    (2 Hr – Eco Island Tour)

    Great Day on the Water the Back Country

    Just bought a house in Big Pine and I wanted a local guide to show us around our area. So glad we did this. Capt. Brian was great! Friendly, knowledgeable and took us to some cool spots around BPK. I recommend if you just want to get on the water and not in the water. He even took us down our canal so we could see our house. That was nice! Thanks Capt. Hope to use you again when the kids are down!
    Karen B.
    Karen B.
    Reviewed on May 30, 2026