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Scenic Marathon FL Sunset Cruise & Harbor Tour

  • Published Date: September 17, 2025
  • Fishing
  • Marathon
  • Updated Date: January 12, 2026

Summary

This relaxing harbor cruise takes you through Marathon and Boot Key Harbor at a comfortable pace perfect for taking in the scenery. Your captain knows these local waters well and will show you the best spots while you sit back and enjoy the ride. The boat handles smoothly in the calm harbor waters, making it great for families with kids or anyone who wants to see the area from the water without any rough seas. You'll get nice open views of the harbor and surrounding keys as you cruise along. Bring your camera, some drinks and snacks, and just plan to unwind on the water. The trip works well for couples looking for a peaceful evening or small groups who want to explore Marathon's waters together.
Scenic Marathon FL Sunset Cruise & Harbor Tour

Harbor Views

Marathon FL Scenic Harbor Tour

Looking for a laid-back way to explore Marathon's beautiful waterways? This scenic harbor tour with Johnny Maddox Charters Papa 31 gives you front-row seats to some of the most gorgeous views in the Florida Keys. Captain Rip takes you through Marathon Harbor and Boot Key Harbor at a relaxed pace, perfect for soaking up the coastal charm without any pressure. Whether you're celebrating a special occasion, want to show visiting family around, or just need a break from the usual tourist spots, this cruise hits the sweet spot between adventure and relaxation.

What to Expect on the Water

This isn't your typical crowded tour boat experience. With just four guests max, you get personalized attention and can actually hear Captain Rip share stories about the area's history and local fishing culture. The boat is clean and comfortable, equipped with everything you need for a smooth ride through calm harbor waters. You'll cruise past working marinas, local fishing spots, and get those postcard-worthy shots of Marathon's skyline from the water. The flexible schedule means if you spot dolphins or want to linger at a particularly scenic spot, there's no rush to move on. Bring your own drinks and snacks to make it feel like your own private floating patio.

Harbor Navigation & Local Spots

Captain Rip knows these waters like the back of his hand, and he'll show you why Marathon Harbor is considered one of the most protected and scenic harbors in the Keys. The tour typically covers both Marathon Harbor and Boot Key Harbor, where you'll see everything from million-dollar yachts to working shrimp boats. The route takes advantage of the area's naturally calm waters, making it comfortable even for guests who might get queasy on rougher offshore trips. You'll learn about the local maritime industry, spot residential areas only visible from the water, and get the inside scoop on the best restaurants and bars to hit after your cruise. The boat's shallow draft means you can get close to mangrove-lined shores and see areas that bigger vessels can't access.

What Guests Are Saying

"We scheduled this trip months ahead of time to celebrate my birthday in Marathon. Unfortunately, weeks of windy weather made it impossible to fish the reef or wrecks. However, Captain Rip worked his magic! We still had a fantastic day, with all three of us—including our nine-year-old son—catching fish. We spent the day fishing near a bridge, where our son acted as First Mate. We ended up landing Mangrove Snapper, Black Grouper, and a few other species. It was a fun time on the water, complete with great conversation! Thanks so much!" - Eric. "Rip was excellent, taking the time to explain the fishing procedures he uses. He also shared some interesting history about the surrounding area, local people, and general fishing information. He's a very comfortable person to be around and worked hard to put us on the fish. We would definitely use him again." - Edward. "My wife and I booked the Sunset Fishing trip with Captain Rip, and it was fantastic! We started our evening leaving the dock with a glass of wine in hand and were celebrating our first catch soon after reaching the blue water. Captain Rip was an excellent guide, offering great fishing direction alongside valuable local knowledge and activity suggestions for our time in the Keys. While clouds kept us from seeing a traditional sunset, we still captured some beautiful photos of the sun peaking through the clouds at the end of the day. Best of all, we returned with enough fresh fish to feed us for a whole week. What a truly great experience!" - Richard.

Harbor Wildlife You'll Spot

Marathon's harbor waters are home to an amazing variety of marine life that you'll likely encounter during your cruise. Bottlenose dolphins are regular residents here, often seen hunting in small pods near the harbor entrance or playing in the boat wakes. These intelligent mammals are most active during incoming tides when baitfish get pushed into the shallows. Watch for their characteristic dorsal fins cutting through the surface, and don't be surprised if they decide to ride alongside the boat for a few minutes. Manatees also frequent these protected waters, especially during cooler months from November through March when they seek out warmer shallow areas. These gentle giants can weigh over 1,000 pounds and move surprisingly gracefully through the water. Captain Rip knows their favorite hangouts and will slow down to give you a respectful look at these endangered marine mammals. The harbor's mangrove edges teem with wading birds like great blue herons, snowy egrets, and the occasional roseate spoonbill. These areas also shelter juvenile fish, sea turtles, and rays that guests love photographing in the clear, shallow water.

Time to Book Your Spot

If you're tired of cookie-cutter tourist activities and want to see Marathon from a local's perspective, this harbor tour delivers exactly that. Captain Rip's knowledge of the area and relaxed approach makes this perfect for couples looking for a romantic evening cruise, families wanting to show kids the beauty of the Keys, or small groups celebrating special occasions. The intimate boat size means you won't feel rushed or crowded, and the calm harbor waters ensure everyone stays comfortable throughout the trip. Don't forget to bring your camera, some refreshments, and maybe a light jacket for evening cruises. Book ahead, especially during peak season, because word is getting out about this top-rated local experience that shows off Marathon's natural beauty without the typical tourist crowds.

Customer Reviews

Captain Rip Magic

quotes

We scheduled this trip months ahead of time to celebrate my birthday in Marathon. Unfortunately, weeks of windy weather made it impossible to fish the reef or wrecks. However, Captain Rip worked his magic! We still had a fantastic day, with all three of us—including our nine-year-old son—catching fish. We spent the day fishing near a bridge, where our son acted as First Mate. We ended up landing Mangrove Snapper, Black Grouper, and a few other species. It was a fun time on the water, complete with great conversation! Thanks so much!

Read More
EB
Eric B.

October 30, 2024

Best Keys Fishing

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Thank you, Rip, for providing the best fishing trip experience in the Keys!

MH
Michael H.

May 8, 2024

Expert Guide Rip

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Rip was excellent, taking the time to explain the fishing procedures he uses. He also shared some interesting history about the surrounding area, local people, and general fishing information. He's a very comfortable person to be around and worked hard to put us on the fish. We would definitely use him again.

Read More
EB
Edward B.

April 7, 2024

Outstanding Captain

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Captain Rip is outstanding! He is experienced, knowledgeable, and truly committed to working hard to provide clients with an excellent fishing trip. He successfully put us on the fish and took the time to teach us how to catch them. He also kept us entertained with great stories throughout the day. He filleted our catch, which led to a delicious snapper dinner with our wives. You simply won't find a better guide!

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SL
Steven L.

February 3, 2024

Perfect Positioning

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Captain Rip is a highly knowledgeable fisherman. He positioned us perfectly and expertly used different techniques, allowing us to catch a nice-sized black grouper and a mutton snapper. We would have landed more, but the sharks intervened! Overall, a great time was had by everyone.

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MF
Michael F.

December 27, 2022

Sunset Fishing Trip

quotes

My wife and I booked the Sunset Fishing trip with Captain Rip, and it was fantastic! We started our evening leaving the dock with a glass of wine in hand and were celebrating our first catch soon after reaching the blue water. Captain Rip was an excellent guide, offering great fishing direction alongside valuable local knowledge and activity suggestions for our time in the Keys. While clouds kept us from seeing a traditional sunset, we still captured some beautiful photos of the sun peaking through the clouds at the end of the day. Best of all, we returned with enough fresh fish to feed us for a whole week. What a truly great experience!

Read More
RH
RIchard H.

November 14, 2023

Great Time Out

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Had a great time

GC
Gary C. S.

October 31, 2023

Shark Caught Joy

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My husband and I had some really great strikes, and he was thrilled to even land a shark—that truly made his day! We would absolutely book this trip again.

AB
Aimee B.

October 10, 2023

Fantastic Experience

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The experience was fantastic from start to finish! The boat was immaculate, and Captain Rip was attentive, knowledgeable, and friendly. He worked incredibly hard for us and provided high-quality, extensive equipment. Communication was great, and he reviewed all safety procedures before we even left the dock. He truly went above and beyond. As two females in our late 50s, we appreciated that he treated us with respect and never patronized us. He tailored the level of involvement perfectly to our preferences (I wanted to work; my friend wanted service!). We caught lots of fish, but honestly, it would have been a great trip even without the catch. Highly recommended!

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AN
Amy N.

September 20, 2024

Safety First Captain

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Fantastic trip! The Captain was knowledgeable, always put safety first, and was incredibly patient. He worked hard to make sure we enjoyed a great trip.

TS
Todd S.

September 19, 2023

Limited Out Success

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Great company aboard a newer, clean boat! We successfully limited out on our catch and spent a genuinely pleasant day on the water. We had our haul prepared at a local restaurant and enjoyed a great meal while watching the sunset.

KK
Katherine K.

March 25, 2023

Rough Seas Victory

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We had a great day on the water! Despite the rough ocean conditions, we managed to have a great time and stayed out until the fish were biting.

DB
Daniel B.

February 22, 2023

Value Fishing Crew

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The Captain and First Mate are great! They truly go out of their way to provide value and ensure you have a fantastic fishing time.

MW
Michael W.

February 20, 2023

Riplines Best Choice

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Choosing Captain Rip and Riplines Charters was the best decision for my sons and me. We had a great time on the water during the Sunset outing. Captain Rip is incredibly knowledgeable and a pleasure to be around, and yes, we caught a wide variety of fish that provided us with lifelong memories. I particularly appreciated how Captain Rip took the time to work with my teenage sons, teaching them proper fishing styles and techniques. We would absolutely book this trip again.

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JU
James U.

January 30, 2025

About the Papa 23

Company vehicle

Vehicle Guest Capacity: 4

Manufacturer Name: suzuki

Maximum Cruising Speed: 45

Number of Engines: 1

Horsepower per Engine: 250

Our comfortable boat handles Marathon's calm harbor waters with ease, perfect for up to 4 guests looking to explore the scenic coastline. You'll cruise through Marathon and Boot Key Harbor at a relaxed pace, taking in open water views and spotting local marine life along the way. The vessel is designed for comfort during your guided tour, with plenty of space to move around and capture photos of the beautiful Florida Keys scenery. Whether you're a couple seeking a peaceful afternoon or a small family wanting to experience the harbor together, this boat provides a stable, enjoyable ride suitable for all ages. The flexible timing means you can soak up those golden hour views while sipping your favorite drinks and enjoying snacks you've brought along. Simple to board and easy to enjoy, it's your floating base for discovering Marathon's waterfront charm.
Johnny Maddox Charters Sportfishing Adventures

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Marathon's Finest Fishing Thrills!

Set sail on the adventure of a lifetime with Captain Johnny Maddox and experience the thrill of deep sea fishing like never before aboard the Papa 31. Don't let another moment slip by without booking your spot for an unforgettable day on the crystal-clear waters of Marathon – grab your fishing buddies and make it happen today! Get ready to reel in memories that will last a lifetime – book now and secure your place for an epic deep sea angling experience with Johnny Maddox Charters Papa 31!

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Enjoying a peaceful day of fishing by the water.

Enjoying a peaceful day of fishing by the water.

Enjoying a day by the water with a catch of the day.

Enjoying a day by the water with a catch of the day.

Enjoying a day on the water.

Enjoying a day on the water.

Spending the day on the water, reeling 'em in.

Spending the day on the water, reeling 'em in.

Spent a relaxing day on the water.

Spent a relaxing day on the water.

Reeling in a great catch on a peaceful day by the water.

Reeling in a great catch on a peaceful day by the water.

Hooked the big one at the lakeside.

Hooked the big one at the lakeside.

Heading out for some Florida fishing fun!

Heading out for some Florida fishing fun!

Gone fishing on the lake.

Gone fishing on the lake.

Enjoying a peaceful day by the water.

Enjoying a peaceful day by the water.

Enjoying a peaceful day of fishing by the water.

Enjoying a peaceful day of fishing by the water.

Enjoying a day by the water with a catch of the day.

Enjoying a day by the water with a catch of the day.

Enjoying a day on the water.

Enjoying a day on the water.

Spending the day on the water, reeling 'em in.

Spending the day on the water, reeling 'em in.

Spent a relaxing day on the water.

Spent a relaxing day on the water.

Reeling in a great catch on a peaceful day by the water.

Reeling in a great catch on a peaceful day by the water.

Hooked the big one at the lakeside.

Hooked the big one at the lakeside.

Heading out for some Florida fishing fun!

Heading out for some Florida fishing fun!

Gone fishing on the lake.

Gone fishing on the lake.

Enjoying a peaceful day by the water.

Enjoying a peaceful day by the water.

Enjoying a peaceful day of fishing by the water.

Enjoying a peaceful day of fishing by the water.

Enjoying a day by the water with a catch of the day.

Enjoying a day by the water with a catch of the day.

Enjoying a day on the water.

Enjoying a day on the water.

Spending the day on the water, reeling 'em in.

Spending the day on the water, reeling 'em in.

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