About Your Trip

Type

Eco Tour, Boat Cruise

Skill Levels

Beginner, Intermediate, Advanced

Weather

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

About Your Trip

Looking to soak up the best of Key West without committing to a full day on the water? This 4-hour private charter is the perfect way to experience everything from iconic sandbars to stunning backcountry views—all on your own terms. Whether you’re planning a birthday blowout, a bachelor or bachelorette bash, or a laid-back hang with your favorite people, this trip packs serious fun into just half a day.

You’ll cruise in comfort aboard a spacious vessel built for good times and great vibes, with room for up to 36 guests to spread out, relax, and party at your own pace. Want to dance at Snipes Keys, float in the clear shallows of Boca Grande, or explore the quiet beauty of the Mud Keys? Just pick your destinations and we’ll take care of the rest.

This trip is all about customization. From island hopping to sandbar lounging, backcountry cruising, or even spotting a pod of dolphins, you get to choose how to spend your time. And thanks to the tiered pricing, this 4-hour trip stays budget-friendly—especially for large groups looking to split the cost without sacrificing experience.

Onboard, you’ll enjoy top-tier amenities including a booming sound system that turns your playlist into the soundtrack of your day, an onboard bathroom, and USB charging stations so no one misses a beat (or a photo op). The open layout means plenty of deck space for dancing, chilling, or just kicking back with a drink in hand as you cruise through paradise.

Whether you're here to celebrate, explore, or simply unwind, this 4-hour charter delivers a slice of Key West that’s as laid-back—or high-energy—as you want it to be. Just show up with your crew and your favorite drinks—we’ll handle the adventure.

Amenities

Type

Eco Tour, Boat Cruise

Skill Levels

Beginner, Intermediate, Advanced

Beer

Feel free to enjoy responsibly, but please no glass.

Music

You can play your own bluetooth music.

Weather

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

Kid Friendly

This trip can cater to small children.

Flexible Cancelation

This trip can be canceled up to 3 days before the trip.

Disability Friendly

This trip is not suited for those with disabilities.

Lunch

Please provide your own food / snacks.

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Pricing Matrix

	4 hours
1 Person	$1,299.00
2 People	$1,299.00
3 People	$1,299.00
4 People	$1,299.00
5 People	$1,299.00
6 People	$1,299.00
7 People	$1,299.00
8 People	$1,299.00
9 People	$1,398.00
10 People	$1,497.00
11 People	$1,596.00
12 People	$1,695.00
13 People	$1,794.00
14 People	$1,893.00
15 People	$1,992.00
16 People	$2,091.00
17 People	$2,190.00
18 People	$2,289.00
19 People	$2,388.00
20 People	$2,487.00
21 People	$2,586.00
22 People	$2,685.00
23 People	$2,784.00
24 People	$2,883.00
25 People	$2,982.00
26 People	$3,081.00
27 People	$3,180.00
28 People	$3,279.00
29 People	$3,378.00
30 People	$3,477.00
31 People	$3,576.00
32 People	$3,675.00
33 People	$3,774.00
34 People	$3,873.00
35 People	$3,872.00
36 People	$4,071.00

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

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.

Reserve Your Trip

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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 Guide

Chad H.

Outfitter

About Your Guide

Chad H.

Outfitter

Born and raised in Rochester, NY, Captain Chad grew up exploring the lakes and bays of upstate New York. A spontaneous trip to Key West turned into a life-changing adventure when a missed flight home led him to a job at a local boat rental shop—and a new calling on the water.

Over the past 12 years, Chad has built a career in the Florida Keys, earning his 100-Ton Master Captain’s License and guiding everything from jet ski tours to private charters. Now based in Miami, he runs a 49-passenger party vessel where he shares his passion for the ocean with every group that comes aboard.

For Captain Chad, life on the water isn’t just work—it’s where he belongs, and he’s here to make sure your time on the water is unforgettable.

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Start Location & Lodging Options

Key West, Florida

About Your Boat

Boat Type: Pontoon
Boat Manufacturer: Custom
Boat Length: 42'
Boat Restroom: Yes

About Your Boat

Boat Type: Pontoon
Boat Manufacturer: Custom
Boat Length: 42'
Boat Restroom: Yes
Additional Amenities: you’ll enjoy top-tier amenities including a booming sound system that turns your playlist into the soundtrack of your day, an onboard bathroom, and USB charging stations so no one misses a beat (or a photo op). The open layout means plenty of deck space for dancing, chilling, or just kicking back with a drink in hand as you cruise through paradise.

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Trip Details & Amenities

Type

Eco Tour, Boat Cruise

Skill Levels

Beginner, Intermediate, Advanced

Beer

Feel free to enjoy responsibly, but please no glass.

Music

You can play your own bluetooth music.

Weather

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

Kid Friendly

This trip can cater to small children.

Flexible Cancelation

This trip can be canceled up to 3 days before the trip.

Disability Friendly

This trip is not suited for those with disabilities.

Lunch

Please provide your own food / snacks.

Everything Else to Know

Everything is included, but we also recommend bringing sunglasses, sunscreen, weather-appropriate clothing, and anything else you might want on the trip.

This trip is managed by an outfitter. Chad will be your point of contact and you will go out with one of their guides.

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 3 days before the trip and receive credit back to your account. Cancelling within 3 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.

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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.