Recently Booked Boat Cruise Guides In The Florida Keys
Boat Cruise, Snorkeling in Islamorada
Family Fun Mix-It-Up Trip
Boat Cruise, Booze Cruise in Islamorada
Sandbar Experience
Boat Cruise, Snorkeling, Booze Cruise in Islamorada
Snorkeling Adventure
Eco Tour, Boat Cruise, Snorkeling in Marathon
Coffins Patch Snorkel & Sandbar
Eco Tour, Boat Cruise, Snorkeling in Marathon
Boating Adventure
Eco Tour, Boat Cruise, Booze Cruise in Marathon
Scenic Boat Tours
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“Our Damn Good Guides go above and beyond, and we've handpicked every single one. We're passionate about the outdoors and look forward to getting you out on the trip of a lifetime, every time.”
Jonathan and Attison | Co-founders | Austin, Texas
More Boat Cruise Guides In The Florida Keys
Eco Tour, Boat Cruise, Snorkeling in Big Pine Key
Big Pine Sandbar
Eco Tour, Boat Cruise, Sunset Cruise in Big Pine Key
Sunset Cruise
Eco Tour, Boat Cruise in Key West
Private Luxury Boat Charter
Eco Tour, Boat Cruise in Key West
Luxury Boat Charter - Dry Tortugas
Sandbar Hop
Eco Tour, Boat Cruise in Key West
4-8 Hour – Sandbar Trip
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Everything to Know About Booking a tours trip in the Florida Keys
What are the best boat cruise trips in the Florida Keys?
The best boat cruise trips in the Florida Keys are:
- TNT Charters guided by Tom K.
- 3rd Degree Charters guided by Paulie M.
- Salty Sloth Fishing Charters guided by Brooks F.
- Screaming Line Adventures guided by Antonio E. with 16 years of experience
- Casual Monday Charters guided by Zak S.
Why should I book a boat cruise trip in the Florida Keys with Captain Experiences?
Our Damn Good Guides currently offer 32 private boat cruise trips in the Florida Keys, and the most popular trips in the area are Family Fun Mix-It-Up Trip guided by Chris, Sandbar Experience guided by Brady, and Snorkeling Adventure guided by Brady.
Our guides in the Florida Keys are rated a 5 out of 5 based on 9629 verified reviews on Captain Experiences.
All guides on Captain Experiences are vetted by our team. You can access their reviews, click through trip photos, read bios to get to know them, and preview trip details like species, techniques, group sizes, boat specs and more.
Looking for private kid friendly boat cruise trips in the Florida Keys? Check out our beginner and family friendly boat cruise trips in the Florida Keys.
What types of boat cruise trips are common in the Florida Keys?
The most commonly sought after species for boat cruise trips are: 1. bottlenose dolphin and 2. green sea turtle.
How much does a private Florida Keys boat cruise trip cost?
Prices for boat cruise trips in the Florida Keys can range anywhere from about $700 to $2,804, but the average price for a half day trip for boat cruise trips in the Florida Keys is $1,459. The average price for a full day trip for boat cruise trips in the Florida Keys is $1,838.
Is booking a guide worth the money?
Hiring a guide provides a number of benefits and many choose to book a guide for a combination of experience, local knowledge, convenience, and cost-effectiveness.
Working with experienced guides who know the best local spots and techniques can dramatically increase your odds of a great day. Having someone who is in the wild every day and knows the area like the back of their hand is going to give you the best chances of having a great trip.
Booking a guide is also more cost effective, especially if you only get out a handful of times per year. When you consider all of the costs you would incur on your own such as the price of a boat, maintenance, insurance, gas, high-quality gear and tackle, repairs, and more, you’ll find that DIY is sometimes not worth the expense.
Even if you’ve got a great setup already in your home waters, booking a guide also provides a great opportunity to experience new techniques, new locations, or even a chance at a new target species to knock off the bucket list.
What month is best for boat cruise trips in the Florida Keys?
The most popular season for boat cruise trips in the Florida Keys is summer, and most people book their trips 19 days in advance.
Recent Reviews
Captain Larry took our Girls’ Trip ladies out for an afternoon cruise. We spent time leisurely snorkeling beautiful reefs then relaxing on the sand bar. The time went too quickly but we never felt rushed. Larry was very friendly and accommodating to our group.
Renee P. | July 18, 2026
Trip: Boating Adventure
Zak was an excellent captain and guide! He kept us safe and comfortable for the ride and took us to the perfect sandbar location. We’ll be booking him again next girls trip to Key West!
Kari B. | July 12, 2026
Trip: Luxury Sandbar Charter
This is my 2nd of 3 booked charters with Chris. This one was special. 3 generations on a fishing/swimming/snorkeling fun trip. This man was so patient and enthusiastic with my grandchildren. As I am tucking them in to bed tonight, they want to know when we can do that again! He got special mention in their bedtime prayers... I have no idea how Chris can manage this level of energy day in and day out. Hands down, the best guide I have ever booked.
Carl L. | March 9, 2023
