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Big Pine Key Boat Tours

The best out of 109 boat tours in Big Pine Key - enter dates to check availability

Big Pine Key Boat Tours

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Top Boat Tours in Big Pine Key

Big Pine Key: 109 boats available

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    TNT Charters

    Big Pine Key
    +6

    TNT Charters is a 1982 SeaCraft Potter Hull center console (restored in 2018), based out of Little Torch Key. It can take up to six guests. The boat is powered by one 300 HP gasoline outboard Yamaha engine, offering a maximum cruising speed of 40 knots.

    "Brought myself and my 3 kids for a casual snokeling and island hopping trip and the experience couldn’t have been better." —⁠ Brian,

    trips from
    US $399

    Keys Boat Tours

    Big Pine Key
    +2

    Discover the ultimate boating experience with Keys Boat Tours aboard the beautifully restored 2016 Bulls Bay 230 CC Center Console, based out of Big Pine Key.

    "Just bought a house in Big Pine and I wanted a local guide to show us around our area." —⁠ Karen,

    trips from
    US $275

    Big Boii Charters

    Little Torch Key: 4 min drive from Big Pine Key
    4.9
    /5
    (94 external reviews)

    Climb aboard Big Boii Charters—a fully restored 1984 Mako Marine 254 Center Console, now upgraded and ready to deliver unforgettable adventures from Little Torch Key.

    trips from
    US $700

    Chastain Charters for Christ

    Summerland Key: 3 min drive from Big Pine Key
    +2

    Set out on an unforgettable adventure aboard Chastain Charters for Christ, a beautifully maintained 2017 Sea Hunt Gamefish 25 based in Summerland Key.

    trips from
    US $1,000

    Florida Keys Island Fishing

    Big Pine Key
    5.0
    /5
    (47 external reviews)

    Experience the natural beauty of the Florida Keys aboard Florida Keys Island Fishing, a well-maintained 2004 Aquasport Tournament Series Center Console, restored in 2018 and perfectly suited for unforgettable days on the water.

    "We had a great evening with Captain Anthony. We have never been fishing in the Keys before." —⁠ BoatBooker Member, Pennsylvania

    trips from
    US $399

    Keys Disease Charters

    Big Pine Key
    5.0
    /5
    (53 external reviews)
    +6

    Keys Disease Charters operates a beautifully restored 1996 Century 27 Center Console, fully refitted in 2024 and based in Big Pine Key.

    trips from
    US $900

    Lower Keys Adventure Charters

    Summerland Key: 8 min drive from Big Pine Key
    5+ external reviews

    Set off on an unforgettable day on the water with Lower Keys Adventure Charters, aboard our 2013 Rambo 27 Center Console based in Summerland Key, FL.

    "⭐️⭐️⭐️⭐️⭐️ Hands down the BEST family day on the water we’ve had in years!" —⁠ Shirrell,

    trips from
    US $250

    Double Decker Tritoon with Waterslide

    Marathon: 23 min drive from Big Pine Key
    +3

    Double Decker Tritoon with Waterslide is a 2021 Grand Island Double Decker Waterslide Pontoon based out of Marathon. It can take up to six guests.

    "we booked at the last minute for a super chill Keys boat ride- we wanted relaxation, pretty views, some sun and swimming, and peace on the water." —⁠ James,

    trips from
    US $599

    Sailing Primal - Veteran Owned

    Summerland Key: 3.4 miles from Big Pine Key
    +8

    Sail the Florida Keys Aboard a 38’ Admiral Catamaran Come experience the Florida Keys from the water aboard our spacious 38’ Admiral catamaran! Designed for comfort and adventure, the boat features 4 private staterooms, 2 full bathrooms, a full galley wit

    trips from
    US $1,500
View all boat rentals
See all 109 boats in Big Pine Key

Frequently Asked Questions about Boat Tours in Big Pine Key

According to customer reviews, some of the most popular boat tours in Big Pine Key, Florida are:
Full list of top boat tours in Big Pine Key
According to customer reviews, some of the most popular boat tours in Big Pine Key, Florida are:
Full list of top boat tours in Big Pine Key
The average price for a private 4 hour Big Pine Key boat trip is US $467, while an 8 hour private trip will cost you US $783 based on prices on BoatBooker.com.
The average price for a private 4 hour Big Pine Key boat trip is US $467, while an 8 hour private trip will cost you US $783 based on prices on BoatBooker.com.
The top 5 boating-related activities in Big Pine Key are:
The top 5 boating-related activities in Big Pine Key are:
The top 5 most popular boat types you can rent in Big Pine Key, by number of boats available are:
The top 5 most popular boat types you can rent in Big Pine Key, by number of boats available are:
The top 5 most popular boat categories you can rent in Big Pine Key, by number of boats available are:
The top 5 most popular boat categories you can rent in Big Pine Key, by number of boats available are:
According to customer reviews on BoatBooker.com, some of the best rated boat tours in Big Pine Key are:
According to customer reviews on BoatBooker.com, some of the best rated boat tours in Big Pine Key are:
The average price of boat tours in Big Pine Key is:
  • 1-hour boating trips – US $275
  • 2-hour boating trips – US $503
  • 3-hour boating trips – US $504
  • 4-hour boating trips – US $637
  • 5-hour boating trips – US $850
  • 6-hour boating trips – US $816
  • 8-hour boating trips – US $974
The average price of boat tours in Big Pine Key is:
  • 1-hour boating trips – US $275
  • 2-hour boating trips – US $503
  • 3-hour boating trips – US $504
  • 4-hour boating trips – US $637
  • 5-hour boating trips – US $850
  • 6-hour boating trips – US $816
  • 8-hour boating trips – US $974
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Boating in Big Pine Key

Discover the quiet side of the Florida Keys with Big Pine Key Boating Charters, your gateway to clear, shallow waters, mangrove islands, and uncrowded backcountry channels. This laid‑back destination is known for easy access to the reef line offshore and glassy flats closer to shore, making it ideal for snorkeling, reef cruising, sandbar hopping, and relaxed day trips with family and friends.

On the water around Big Pine Key, expect calm passages, sun‑splashed sandbars, and excellent visibility for spotting tropical fish and other marine life. Captained tours and bareboat rentals alike can thread through winding creeks, anchor over bright patch reefs, or drift along grass flats where the water glows turquoise. Sunset and wildlife‑focused outings are popular here, with serene evenings, open horizons, and plenty of photo‑worthy vistas.

Big Pine Key boating charters also serve as a launch point for eco‑tours that highlight the area's natural character—think mangrove shorelines, quiet lagoons, and protected shallows perfect for snorkeling from the boat or splashing in at your own pace. Anglers appreciate the mix of nearshore and backcountry options, while non‑fishers love beach picnics and leisurely cruises between islands.

Whether you're planning a half‑day escape or a full day on the water, this destination rewards flexible itineraries and unhurried exploring. Pack light, bring reef‑safe sun protection, and let the ocean set the rhythm. With convenient marinas, calm routes, and diverse on‑water experiences, Big Pine Key is a favorite for boaters seeking authentic Keys scenery without the crowds.

How people rated boat trips in Big Pine Key

  • Keys Boat Tours
    Keys Boat Tours
    Boat rentals in Big Pine Key
    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
  • TNT Charters
    TNT Charters
    Boat rentals in Big Pine Key
    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
  • Florida Keys Island Fishing
    Florida Keys Island Fishing
    Boat rentals in Big Pine Key
    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
  • TNT Charters
    TNT Charters
    Boat rentals in Big Pine Key
    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
  • Keys Boat Tours
    Keys Boat Tours
    Boat rentals in Big Pine Key
    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
  • Keys Boat Tours
    Keys Boat Tours
    Boat rentals in Big Pine Key
    5.0
    /5
    (3 Hr – Looe Key Reef Snorkel Tour)

    Great boat ride

    We took our family of five out for a snorkel adventure. Captain Brian took us to the looe reef and then a patch reef. He was flexible about planning our time and took excellent care of us. He even took great pictures to share!
    Rachel F.
    Rachel F.
    Reviewed on Mar 29, 2026
  • TNT Charters
    TNT Charters
    Boat rentals in Big Pine Key
    4.7
    /5
    (4 Hour Trip – Sandbar Excursion)

    TNT Charters was great!!!!!!!

    He let us stay later than the trip was scheduled for. He also was really nice and told us lots of facts. He was really helpful in fishing.
    Alaina R. B.
    Alaina R. B.
    Reviewed on Mar 21, 2026
  • Keys Boat Tours
    Keys Boat Tours
    Boat rentals in Big Pine Key
    5.0
    /5
    (2 Hr – Eco Island Tour)

    Great captain

    I had a wonderful boat ride with Captain Brian. Very knowledgeable and friendly. I hope to long time friends with him!
    Brian B.
    Brian B.
    Reviewed on Mar 1, 2026
  • TNT Charters
    TNT Charters
    Boat rentals in Big Pine Key
    5.0
    /5
    (4 Hour Trip – Sandbar Excursion)

    Great captain and good boat!

    From the initial booking to the meeting point Tom and his wife kept great communication about where we could go, the possible weather situation and what to expect. Tom has plenty of experience being on the water. The boat is in good shape and handled the morning swells with ease. Once we arrived at the snorkeling location, he directed us and provided great service throughout the rest of the day, I would highly recommend Tom’s service to anyone looking for a day trip in the area.
    Eddie C.
    Eddie C.
    Reviewed on Jul 25, 2025
  • Keys Boat Tours
    Keys Boat Tours
    Boat rentals in Big Pine Key
    5.0
    /5
    (4 Hr – Sandbar Tour)

    Fun and memorable boat excursion of the Keys

    Thanks to Captain Branigan expertise and guidance we were able to experience the Keys from his sleek and beautiful boat ! He took us to a sand bar where we enjoyed the calm and crystal clear waters of the Keys . It was a fun 4 hours that went by too quickly . We heartily recommend Captain Branigan and his expert knowledge of the Keys ! Chau Pyatt
    Chau P.
    Chau P.
    Reviewed on May 19, 2025
  • TNT Charters
    TNT Charters
    Boat rentals in Big Pine Key
    5.0
    /5
    (4 Hour Trip – Sandbar Excursion)

    Great Captain!

    We booked with captain Tom to do some snorkeling, sandbar stops, and eco tour. He was very knowledgeable, provided a ton of extras and gave us an all around amazing experience. We highly recommend booking with him and can’t wait to charter with him again!
    Bridget H.
    Bridget H.
    Reviewed on Apr 17, 2025
  • TNT Charters
    TNT Charters
    Boat rentals in Big Pine Key
    5.0
    /5
    (8 Hour Trip – Sandbar Excursion)

    Full day sandbar

    Had an amazing day on the water with Captain Tom! We went to the sandbars and saw baby sharks and stingrays and then we even got a dolphin show on the way home! I can’t recommend him enough! Very professional and knows the keys and wildlife so good it was a blast!
    BoatBooker Member
    BoatBooker Member
    Reviewed on Jan 7, 2025