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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

Boat Cruise, 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

Kick back, grab your favorite drink, and watch the Florida sun disappear into the Gulf on your own private sunset cruise!

You'll depart from Treasure Island with Dean for an easygoing evening on the water, cruising the local waterways as the sun begins to drop toward the horizon. With no crowded tour boat or packed itinerary, this experience is all about slowing things down and enjoying the coast with your own private group.

Bring your own drinks and snacks, connect your music to the Bluetooth speaker, and settle in for the evening. Coolers, ice, bottled water, and cups are provided, so all you need to worry about is enjoying the view.

The trip is approximately 1.5 hours and accommodates up to 6 guests, making it a great option for couples, families, birthdays, small celebrations, or anyone looking to cap off their day on the Gulf.

Come aboard with Dean and enjoy one of the best views Treasure Island has to offer!

Amenities

Type

Boat Cruise, Sunset 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 2 days before the trip.

Boat Restroom

No, this boat does not have a bathroom on board.

Disability Friendly

This trip is not suited for those with disabilities.

Lunch

Please provide your own food / snacks.

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Pricing Matrix

	2 hours
1 Person	$165.00
2 People	$165.00
3 People	$165.00
4 People	$165.00
5 People	$165.00
6 People	$165.00

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

About Your Guide

Dean D.

Independent Guide

About Your Guide

Dean D.

Independent Guide

Dean is a USCG-licensed captain and Treasure Island local who knows the area's passes, sandbars, islands, and coastal waterways inside and out.

After years of taking friends and family out on the water, Dean decided to share the same experience with visitors and locals looking for a more personal way to explore Florida's Gulf Coast.

His trips are all about small groups and flexibility. Whether you're searching for dolphins with the kids, hunting for shells on Shell Key, catching a Gulf sunset, or building a completely custom day on the water, Dean enjoys tailoring the experience to the people aboard.

Safety always comes first, but so does having a good time. Dean brings the local knowledge and handles the boat so your group can kick back, explore, and enjoy your time on the water.

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Start Location & Lodging Options

Treasure Island, Florida

About Your Boat

Boat Type: Pontoon
Boat Length: 21'
Boat Restroom: No

About Your Boat

Boat Type: Pontoon
Boat Length: 21'
Boat Restroom: No

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Trip Details & Amenities

Type

Boat Cruise, Sunset 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 2 days before the trip.

Boat Restroom

No, this boat does not have a bathroom on board.

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.

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 2 days before the trip and receive credit back to your account. Cancelling within 2 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.