If you’re considering a night fishing adventure in Key West, the Gulfstream Fishings’ Night Fishing Head Boat trip offers a unique way to experience the waters once the sun sets. While the reviews are mixed, this trip is a solid option for anglers and curious travelers wanting to try something different—fishing in the cool, quiet night with the moonlight dancing on the water.
What we like most about this tour is the expert guidance from knowledgeable crew members who know the local waters and the stunning nighttime views that turn a typical fishing trip into a memorable experience. Also, the opportunity to catch species like snapper and tarpon, which are more active after dark, makes this trip appealing to those looking for a bit of excitement.
That said, one possible drawback is the inconsistency in guest experiences, highlighted by a couple of reviews mentioning unprofessional behavior from staff. Plus, the cost for rod rental ($5) and bringing your own food and drinks are minor considerations but worth noting if you’re planning a budget-friendly outing or a relaxed, all-in-one evening.
In general, this trip suits families, friends, or solo travelers eager to enjoy a tranquil night on the water and perhaps land a prize catch, especially if they prefer a shorter, more affordable experience compared to full-day charters.
Key Points

- Value for Money: At just under $75, this trip offers a decent chance to fish in a peaceful setting with expert guidance.
- Ideal Timing: Starting at 7:00 pm, it’s perfect for those wanting to escape the daytime heat or combine with evening activities.
- Group Size: Limited to 40 travelers, the experience remains relatively intimate yet lively.
- Includes Parking: Free parking simplifies logistics, especially in busy Key West.
- Focus on Night Bite: Nighttime fishing often means targeting species more active after sunset, like snapper and tarpon.
- Mixed Reviews: While some rave about the guides and the thrill of night fishing, others report less professional conduct from staff.
The Experience: What To Expect

This 5-hour and 30-minute trip promises a blend of tranquil ocean views, expert tips, and the thrill of catching fish under the stars. It begins at Gulfstream Fishing on Historic Charter Boat Row, with a prompt 7:00 pm departure. The meeting point is straightforward—there’s free parking, which is a bonus considering how tricky parking can be in Key West.
Once on board, the crew takes charge, guiding you through the process of setting up your rod—if you’ve rented one for $5—or you can BYO gear. The boat’s lights cast a gentle glow on the water, drawing fish like snapper, shark, barracuda, and tarpon, which become more active and approachable at night.
The crew’s local knowledge becomes evident here, as they point out the best spots and give tips on how to improve your chances of a bite. From the reviews, it’s clear that Captain Gill and Mate Will are praised for their expertise and friendly attitude, which can make or break the trip.
As the night progresses, you’ll experience the sensory magic of the ocean at night—the gentle rocking of the boat, the cool night breeze, and the occasional splash of a fish hitting the water. While it’s not a deep-sea adventure, the thrill of landing a fish like a snapper or tarpon in the quiet of night is a rewarding highlight.
The trip includes a prelude of a free sunset, giving you a chance to enjoy the breathtaking sky colors just before heading out. This isn’t a full-day expedition but a concise, focused outing that balances fishing with relaxation.
You can also read our reviews of more boat tours in Key West
What Travelers Can Expect
The main appeal of this trip is the nighttime environment. The cool weather and peaceful waters provide a perfect backdrop for those who want to escape the daytime heat and crowds. You’ll enjoy serene, moonlit waters and the chance to see marine life that’s more active in cooler hours.
Many guests find that the species caught—particularly snapper—are not only more active but also tastier. The mangrove snapper, celebrated for its flavor, is a common prize, making the effort feel worthwhile for those interested in a culinary reward.
The crew’s expertise is often highlighted, with reviews praising their local knowledge and friendly service. This can make the experience more engaging, especially for novices who might feel uncertain about fishing at night. Plus, with most travelers participating, the group size remains manageable, creating a convivial atmosphere.
However, one guest recounted a less positive encounter where the captain was abrupt and unprofessional upon arrival—an important reminder that customer service can vary, and this aspect might influence your overall enjoyment.
Analyzing the Price and Value

At $73.95 per person, this trip is reasonably priced considering it provides a 5.5-hour experience with expert guidance and the chance to catch night-active species. The inclusion of free parking adds to its value, especially in a popular destination like Key West.
Additional costs are minimal: rod rentals are just $5, and you’re encouraged to bring your own food and drinks, making it flexible for your preferences. Coolers are allowed, so packing snacks or drinks is straightforward.
While it’s not a full-on deluxe charter, the focus on night fishing with experienced guides makes this an accessible option for many budgets. It’s particularly appealing if you want a shorter, affordable night adventure without the expense of a private charter.
The Reviews: Authentic Perspectives

The reviews are a mixed bag but offer useful insights. One reviewer criticized the crew’s professionalism, citing a rude greeting, which is unfortunate but not entirely uncommon in busy tour settings. Conversely, another review raved about Captain Gill and Mate Will, emphasizing the great knowledge of the area and overall fishing experience.
This contrast highlights that your experience could hinge on the crew you encounter. If you’re lucky, you’ll get a friendly, helpful guide who makes the night memorable. If not, it might not meet your expectations.
Practical Details

- Meeting Point: Gulfstream Fishing, 1801 N Roosevelt Blvd, Key West
- Start Time: 7:00 pm
- Duration: Approximately 5 hours 30 minutes
- Price: $73.95 per person
- Includes: Free parking
- Extras: Rod rental ($5), bring your own food and drinks—coolers allowed
- Group Size: Limited to 40 travelers
- Weather: Good weather required; canceled if poor weather occurs, with options for rescheduling or full refund
- Accessibility: Service animals allowed, near public transportation
- Booking: Book 60 days in advance, with flexible cancellation up to 24 hours prior
You can also read our reviews of more evening experiences in Key West
- Key West: Private Tiki Boat Sunset Cruise
- Key West Sunset Sail: Dolphin Watching, Wine, and Tapas
- Classic Key West Schooner Sunset Sail With Full Open Bar
- Key West Small-Group Sunset Sail With Wine
- Key West Sunset Sail With Full Bar, Live Music and Hors Doeuvres
- Key West Sunset Cruise With Live Music, Drinks and Appetizers
Who Is This Tour Best Suited For?

This night fishing trip in Key West is ideal for families, friends, or solo travelers eager to try their hand at night fishing without the commitment of a full-day charter. It’s perfect for those seeking a tranquil, scenic experience with the chance of landing tasty fish like snapper.
It also suits beginners and seasoned anglers alike—the knowledgeable guides can help newcomers get started, while experienced anglers may appreciate the night bite and the chance for a different kind of catch. If you’re someone who enjoys relaxing nights on the water and is curious about marine life after dark, this trip offers a worthwhile adventure.
However, if you’re after luxury amenities, a highly professional crew, or a full-day fishing experience, this may not be the best fit. The mixed reviews suggest that customer service can vary, so attitude and expectations matter.
The Sum Up

The Key West Night Fishing Head Boat trip offers a reasonably priced, authentic night fishing experience that combines the peace of moonlit waters with the thrill of catching night-active fish. With knowledgeable guides, a manageable group size, and the chance to land flavorful snapper or tarpon, it’s a solid choice for those wanting a relaxed but engaging outing.
While there are some concerns about inconsistent staff professionalism, many guests enjoy the quiet beauty and the tangible excitement of nighttime fishing. It’s particularly suitable for families or travelers looking for an affordable, shorter trip that offers a different perspective of the Gulf waters after dark.
In the end, if you’re after a local, laid-back experience with the possibility of landing a tasty catch, this trip deserves a spot on your Key West list. Just be prepared for some variability and a focus on the simple pleasures of fishing beneath the stars.
FAQ

What time does the trip start?
It begins promptly at 7:00 pm, so plan to arrive a little early to check in and get ready.
Is parking available?
Yes, free parking is provided at the meeting location, Gulfstream Fishing
How long is the trip?
The experience lasts around 5 hours and 30 minutes, giving you plenty of time to fish and enjoy the night scenery.
Do I need to bring my own gear?
You can rent a rod for $5 at check-in, or bring your own gear if you prefer. Coolers are allowed for drinks and snacks.
What kind of fish might I catch?
Expect species like snapper, shark, barracuda, and tarpon, which are more active in the cooler, quieter night hours.
Is this trip suitable for children?
Most travelers can participate, and children should enjoy the experience, especially with attentive guides.
What if the weather is bad?
The trip requires good weather. If canceled due to poor conditions, you’ll be offered a different date or a full refund.
Can service animals join?
Yes, service animals are allowed on the trip.
How many people usually join?
The maximum group size is 40 travelers, maintaining a friendly and manageable environment.
This Key West night fishing trip offers a practical, engaging way to experience the Gulf waters in a peaceful, starry setting—perfect for those craving a different angle on the island’s marine world.
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