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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

Experience the magic of golden hour on Captain Jesse’s 2-Hour Sunset Cruise—where the sky meets the sea in a breathtaking display of color.

There’s nothing quite like a Florida sunset, and there’s no better way to enjoy it than from the water. As the sun dips toward the horizon, you’ll cruise the calm coastal waters around Anna Maria Island, Sarasota, Venice, Nokomis, and Englewood—taking in panoramic views of the sky as it lights up in stunning shades of yellow, orange, pink, and purple. Every evening paints a different picture, and every cruise offers a front-row seat to one of nature’s most beautiful performances.

This peaceful two-hour trip is perfect for couples, families, or groups of friends looking to unwind, reconnect, and take in the natural beauty of the Gulf Coast. With a maximum of six passengers, you’ll enjoy a relaxed, private atmosphere with plenty of room to sit back, sip your favorite drink (BYOB encouraged!), and soak it all in.

Captain Jesse will pick you up from a nearby public boat ramp—or straight from your dock if your rental is waterfront. All you need to bring is your camera, a cozy layer, and your favorite beverage to toast the day’s end.

Whether you’re capping off a busy day on the beach or starting your evening in style, Captain Jesse’s Sunset Cruise is the perfect way to slow down and enjoy the simple beauty of a Florida evening on the water.

Amenities

Type

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.

Location

This guide can be flexible with the departure location.

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 14 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	$250.00
2 People	$250.00
3 People	$250.00
4 People	$250.00
5 People	$250.00
6 People	$250.00

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

About Your Guide

Jesse

Independent Guide

About Your Guide

Jesse

Independent Guide

Jesse is a Florida native with a deep-rooted love for life on the water. After years of exploring the Gulf Coast and sharing it with friends and family, he turned his passion into a profession—offering laid-back, unforgettable boat days for anyone looking to experience Florida the right way.

Known for his easygoing attitude, local knowledge, and attention to guest comfort, Jesse tailors each trip to your vibe—whether it’s cruising for dolphins, hopping sandbars, catching the sunset, or just relaxing with good music and cold drinks.

You’ll ride in style on his 2020, 23' Hurricane deck boat—spacious, shaded, and powered by a quiet 4-stroke motor. With a sound system for your playlist, plenty of storage, and easy water access from dual ladders, the setup is built for comfort and fun.

Jesse’s goal is simple: to make your time on the water the most relaxing, fun, and memorable part of your Florida trip.

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Start Location & Lodging Options

Your guide can be flexible with your start location.

You can work with your guide after booking to set a more specific start location in the area.

Nokomis, Florida

About Your Boat

1/2

Boat Type: Bay Boat
Boat Manufacturer: Hurricane
Boat Length: 23'
Boat Restroom: No

About Your Boat

Boat Type: Bay Boat
Boat Manufacturer: Hurricane
Boat Length: 23'
Boat Restroom: No
Additional Amenities: The boat is equipped with a bimini top for shade, and a sound system for your sandbar playlist. There are two ladders to make getting in and out at sandbars easy. There is no shortage of space! every guest on board will have plenty of leg room. For your belongings, storage compartments are offered throughout the boat

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Trip Details & Amenities

Type

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.

Location

This guide can be flexible with the departure location.

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 14 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

All gear 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 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.

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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.