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Book your trip with confidence — We only work with the best local guides that know the area like the back of their hand.

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You're in good hands

Book your trip with confidence — We only work with the best local guides that know the area like the back of their hand.

About Your Trip

Type

Sunset Cruise

Skill Levels

Beginner, Intermediate, Advanced

Weather

You won’t lose your deposit if the trip is canceled due to weather.

About Your Trip

Step aboard with Joe for a relaxing and unforgettable Key West sunset cruise, where the day winds down on the water in one of the most iconic settings in the world. This is a laid-back, scenic experience designed for small groups, offering a peaceful escape from the crowds and a front-row seat to one of nature’s best shows as the sun dips below the horizon.

You’ll cruise the calm waters surrounding Key West as the sky begins to shift through shades of gold, pink, and deep orange. From the water, the famous Key West sunset feels even more special, with unobstructed views and a quiet atmosphere that lets you fully take in the moment. It is the perfect setting to relax with friends, enjoy a drink, and take in the natural beauty of the islands.

Joe brings decades of local experience on these waters, having worked in the Florida Keys since 1991. Along the way, he can share as much or as little local history and island lore as you’d like, from stories of the area’s maritime past to fun facts about Key West life. The tone of the trip is flexible and easygoing, shaped around your group’s ideal experience.

During the cruise, you may also make a stop for a photo opportunity at the Southernmost Point in the continental United States, viewed from the water with no lines, no crowds, and a completely unique perspective. It is a great chance to capture a memorable shot of one of Key West’s most famous landmarks.

Bottled water is provided on board, and iced drink coolers are available so you can bring your favorite cold beverages and snacks to enjoy throughout the trip. The focus is comfort, relaxation, and making the most of a beautiful evening on the water.

This sunset cruise with Joe is all about slowing down, soaking in the scenery, and experiencing Key West from a peaceful and unforgettable vantage point on the water.

Amenities

Type

Sunset Cruise

Skill Levels

Beginner, Intermediate, Advanced

Beer

Feel free to enjoy responsibly, but please no glass.

Weather

You won’t lose your deposit if the trip is canceled due to weather.

Kid Friendly

This trip can cater to small children.

Disability Friendly

This trip can accommodate those with disabilities.

Flexible Cancelation

This trip can be canceled up to 14 days before the trip.

Physicality

This trip requires an easy level of physical activity.

Lunch

Please provide your own food / snacks.

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Pricing Matrix

	2 hours	3 hours
1 Person	$300.00	$400.00
2 People	$300.00	$400.00
3 People	$300.00	$400.00
4 People	$300.00	$400.00
5 People	$300.00	$400.00
6 People	$300.00	$400.00

Pay 15% of the price as a deposit today, with the balance due on the day of the trip.

About Your Guide

Joe T.

Independent Guide 44 years of exp.

Laid-back

Instructional

Quality

About Your Guide

Joe T.

Independent Guide 44 years of exp.

In 1991, Captain Joe moved to Key West from the Tampa Bay area. An accomplished pocket billiards player, he’s named his boats “The Hustler” ever since. Today, with an immaculate 32’ Whitewater center console, boasting 600hp and equipped with all the latest safety and navigation devices, he can get you the most fishing and snorkeling time for the best value. As a longtime resident, with 40 years of Florida fishing experience, he knows the hot spots, secluded lagoons and all the tourist advice you’ll need to make your Key West experience unforgettable!

Master Mate Destiny and Joe can produce amazing gyotaku paintings of your actual fish to preserve the memory of your trip indefinitely.

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Rapid Fire Guide Q & A

What’s the biggest fish you’ve caught?

A giant hammerhead shark!

If you were cooking for all your friends what would you cook?

Fish, of course!

Rapid Fire Guide Q & A

What’s the biggest fish you’ve caught?

A giant hammerhead shark!

If you were cooking for all your friends what would you cook?

Fish, of course!

What makes you different from other guides?

Communication, patience and an easygoing demeanor with my clients.

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Start Location & Lodging Options

Key West, Florida

Trip Details & Amenities

Type

Sunset Cruise

Skill Levels

Beginner, Intermediate, Advanced

Beer

Feel free to enjoy responsibly, but please no glass.

Weather

You won't lose your deposit if the trip is canceled due to weather.

Kid Friendly

This trip can cater to small children.

Disability Friendly

This trip can accommodate those with disabilities.

Flexible Cancelation

This trip can be canceled up to 14 days before the trip.

Physicality

This trip requires an easy level of physical activity.

Lunch

Please provide your own food / snacks.

Everything Else to Know

You don’t “need” anything, but we recommend bringing polarized sunglasses (even cheap ones), sunscreen, weather-appropriate clothing, and anything else you might want on the trip. We will supply bottled water and have coolers with plenty of ice for your drinks and snacks.

We use a cashless autopay system. We'll send you a boarding pass, and on the day of the trip, your guide will scan your boarding pass to automatically transfer the remaining balance. The only cash needed is to tip your guide (we recommend 20%).

Cancel for free up to 14 days before the trip and receive credit back to your account. Cancelling within 14 of the trip will forfeit your deposit to the guide. Day-of cancellations and no-shows will be charged the full balance of the trip to their card.

In the event of inclement weather you'll be covered by out 100% Weather Guarantee and will not lose your deposit.

Reviews

5.0

based on 2 reviews

Alexis

Verified Review

August 5

Alexis

Verified Review

August 5

We had an amazing time with "Off the Charts" charter and Captain Joe was fantastic! He has a very easy going, friendly personality and it was easy to see he aims to please his customers. He was also extremely patient with my kids and seemed to enjoy teaching them some of his fishing techniques. While my boys have been fishing their whole lives, this was their first time trolling. They loved every minute, especially reeling in their fist Mahi Mahi! I was very satisfied and would highly recommend him for your fishing adventure. We may have just been another charter family for him, but he will live infinitely in our Key West vacation memories!

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Trip: Key West Fishing Experience

Chris

Verified Review

October 7

Great trip. Great captain. We were on the meat within the first half hour of the trip and caught our limit. He did an awesome job cleaning the fish that it was ready to be cooked when we got home. Very personable with lots of knowledge.

Chris

Verified Review

October 7

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Trip: Key West Fishing Experience

First Time Booking with Us?

Captain Experiences is home to thousands of quality, vetted fishing, hunting, and other outdoor sports guides across the US and beyond. Our mission is to Unlock the Outdoors by making it quick and easy to book the trip of a lifetime every time with our Damn Good Guides.

We vet our guides and only partner with the best of the best. Our guides do their very best to keep you safe, show you a great time, and send you home with a memorable experience shared with family and friends.

Once you've paid your deposit at checkout, we'll send you a QR Code boarding pass. Just show your guide your boarding pass on the day of the trip, they'll scan it, the remaining balance will transfer automatically, and you'll be all set to get out there. Just make sure you bring a cash tip for the guide!

In the event of inclement weather, our guides will check the conditions and make the final call on whether its safe to go on the trip. If they decide the trip needs to be postponed, we'll work closely with you to reschedule or provide a credit for the full deposit, which can be applied to any of our trips in the US and beyond.

Each trip's price is determined by the guide and reflects all associated costs. A significant factor in pricing is often the type of boat and the corresponding fuel expenses. Additional costs may include leases, marina or slip fees, and the expenses involved in providing and maintaining the necessary gear for your trip.

After booking your trip, we'll connect you directly with your guide to discuss additional details. In the meantime, our team is here to answer any questions via email, text, or phone.