Sunset Cruises
in Islamorada, Florida

Starting at $250

Federally Permitted ● Licensed ● Insured

Sunset Cruises in Islamorada, Florida

Are You Looking to Take a

Sunset Cruise

in Islamorada, FL?


We have custom tailored a Sunset Cruise just for you!

Are You Looking to Take a

Sunset Cruise

in Islamorada, FL


We have custom tailored a Sunset Cruise just for you!

Witness unobstructed views of the sun setting over the Keys with our Sunset Cruises in Islamorada, Florida. This relaxing trip is breathtaking and perfect for couples and families. To book a Keys Sunset Cruise in Islamorada, CALL or TEXT (305) 942-0832.

Breathtaking Sunset Cruises in the Gulf Of Mexico

Watching the sunset go down on the Keys without distractions is only possible out on open water. As the dying light reflects like glitter off the calming ocean, you’ll witness cotton candy skies and unobstructed views of the horizon. Setting out from Gulf Harbors, we’ll also treat you to unique twilight views of the ports, stunning mansions and wildlife along the coast (and maybe dolphins!). Breathtaking.

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Sunset Cruises in Islamorada, Florida

The Redfish

Fishing Charter Guarantee
Kyle Johnson
Kyle Johnson
13:45 08 Oct 22
I have now been out with these guys on 4 different trips. That says it all right there! I have done 3 in the keys and 1 out of the Tampa area. They do both inshore/back country and offshore. I have done both and they did not disappoint.Both Captain Chris and Captain Donny are amazing and make for an unforgettable day every time I step on one of their boats. They both feel like your friends by the end of the day and truly want you to fill the cooler. They know their stuff and will put you on fish!No question of who I will use or refer friends and family to when it comes to fishing in Florida.
cindy dickerson
cindy dickerson
00:59 08 Oct 22
We had a great day! Our captain really knew his stuff and we had lots of fun bringing up big fish!
Keith Jones
Keith Jones
00:52 08 Oct 22
Best fishing experience ever! Capt Donnie, and Capt Chris are amazing! We have been out multiple times with them fishing. I refuse to go with anyone else with how awesome fishing is with them!!! You want to have a great time and catch fish contact them right away!!!
Stephen Cantelli
Stephen Cantelli
19:20 02 Aug 22
Nick was a fantastic captain. He had a great sense of humor and has a local flare. He was great at keeping the lines baited and you never had to touch a bait or touch the fish he was really good at his job. Fishing was a little slow today but I'm sure my son says they don't call it catching for a reason.
shaun mathena
shaun mathena
02:18 07 Jul 22
Chris was phenomenal. Would definitely use again. We limited out on red snapper, grouper and caught tons of mangos as well. Thank you captain Chris
John Lund
John Lund
16:37 24 Feb 22
Captain Chris responded to my my email request almost immediately and I booked an inshore trip for three. Captain Nick was our skipper for the trip and was very patient and pleasant. The fishing wasn’t very good that day but we still had a great experience. I would highly recommend these guys to anyone.
Theresa Rodden
Theresa Rodden
00:17 18 Dec 21
This was probably one of the best days that we have had in awhile. Captian Chris & first mate Nick were exceptional! Prompt in the morning, prepared, and showed us a great time. Chris knew the best spots to put us on the fish, caught our limit, did some catch and release, enjoyed a beautiful boat ride, and were quite entertained. This trip exceeded my expectations. Thank you!!!! Must do again.
Taryn Meyers
Taryn Meyers
14:48 10 Apr 21
Wow!! Booked Captain Chris for a full day deep sea fishing trip when my daughter and adult grandson came to Florida to visit. Was hoping for a great day of fishing. Weather did not cooperate - COLD and windy but Chris did not disappoint! We caught fish one after another even though we cut our time to half day due to weather. Came home with lots of fish and great fish stories of how none of us got sea sick. Great day! Sure we will book again!!
Cortni Shelton
Cortni Shelton
02:20 15 Mar 21
Chris took our family out fishing for sheepshead in Tampa, and that's most of what was reeled in (along with some snapper, grouper, and grunt – no complaints about those yummy fish)! The service and knowledge of Coastal Outfitters Sport Fishing is unparalleled. Visiting Tampa and planning to fish? I wouldn't hesitate to book another charter with these guys!
Jonathan Carlton
Jonathan Carlton
21:24 24 Feb 21
Beau D
Beau D
21:50 13 Dec 20
I am making this review as an avid angler and retired Navy Veteran. Captin Chris has the ultimate local knowledge, seamanship and best equipment( all high end Shimano) on the market. Scheduling was easy and we limited out on grouper early in the day. I travel and fish a lot of charters and his was one of the best I have been on. If you want safe, fun day with great memories and laughs you should choose this charter.
Sue Galida
Sue Galida
15:49 08 Dec 20
Tanner Kielty
Tanner Kielty
12:20 08 Dec 20
Chris and the Coastal Outfitters Sport Fishing team do a amazing job creating experiences that will last a lifetime. Highly recommend!
John Roach
John Roach
02:55 08 Dec 20
What an amazing captain Chris has become over the years! I have fished with him in many different waters and he always catches fish. His trustworthiness and skillful adaptation to fishing is only exceeded by his knowledge of boating safety. I highly recommend Captain Chris for any boating excursion!
Stephen Hanff
Stephen Hanff
02:35 08 Dec 20
I’ve grown up fishing in Florida but always impressed to learn and catch something new with Captain Chris. He knows the spots, the tackle, and the time to make it worthwhile. Best to go with him if you want to make a day worthwhile. Thanks for the great times!
Tiffani Shelton
Tiffani Shelton
01:42 08 Dec 20
Whether you are a beginner or a seasoned fisher(man or worman), you will never find a more knowledgeable and passionate Captain than Cpt Chris. He has an incredible ability to tailor every trip to the customer and provide an incredible experience for everyone aboard. There is no one I would trust more than Cpt Chris to provide a safe and amazing day on the water!
joey gott
joey gott
01:23 08 Dec 20
Chris is awesome! He is a great guy, awesome fisherman and charter captain/guide, and an expert on all things water, boat, or fishing related. He is super laid back, fun, and just wants to make sure you have the best experience possible.JUST DO IT!
Nicholas Strobbe
Nicholas Strobbe
00:56 08 Dec 20
What can I say about this fantastic organization? I have fished with Captain Chris in the waters of the Tampa Bay Area, the Florida Keys, and the Bahamas. Every trip was unforgettable! What Captain Chris brings to the table in local knowledge is unrivaled. I hate waking up early, but on days I know I’m fishing with the fine people of this organization the morning can’t come fast enough! Will continue to work with this organization for all of my boating related needs! Captain Chris knows it all and does it all! You won’t be disappointed!
Ashley Spalo
Ashley Spalo
00:53 08 Dec 20
Chris took us out and filled all of our requests! We wanted to do some deep dropping and trolling. The conditions were gorgeous and chris quickly got us hooked up on various bottom fish that we wanted to target. Queen snapper and a limit of yellow eye snapper as well as some vermillion. Follow by a short run he then took us trolling and got out limit of black fin tuna. He kept us busy all day hooked up on different fish. Got a great mixed bag! We Will definitely be going back out with Chris on our next trip Islaorada! If you want a fun experience these are your guys!
Christopher Sellers
Christopher Sellers
00:52 08 Dec 20
Chris is a seasoned captain and knows where and how to catch fish!! Always a great day.
Jacob Sewell
Jacob Sewell
00:51 08 Dec 20

Don’t miss the boat, enjoy over 20 years of experience and the thrill of a lifetime on your Fishing Charter in Islamorada, Florida.

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Sunset Cruise

Romantic Sunset Cruises in Florida


Are you looking for a little romance? Our Sunset Cruises in Florida are the perfect opportunity. Whether you want to share an evening together in serenity or pop the big question, doing so under nature’s beauty is guaranteed to make your hearts flicker. Crack up open a bottle (BYOB) as you experience one of the most beautiful sunsets imaginable, surrounded by the relaxing ocean ambiance.

Family Sunset Cruises in Islamorada

Our Sunset Cruises in the Keys are also perfect for families. With safety a priority, we allow all ages to experience the evening ocean. We take many families with children, seniors, or even just adults looking to crack open a few beers and relax together.

Nearby Restaurants

Our boat slip is located behind the brilliant “The Widow Fletcher’s”. This place is perfect for enjoying a meal before or after your Sunset Cruise in Islamorada. With an inside restaurant, outdoor bar and sports Tavern, it’s suitable for all needs – from romantic meals and drinks to a night with your pals. They serve fresh Florida fish, burgers, salads, pasta, steak and more.

Our Florida Sunset Cruise Route

Our Sunset Cruises on the Keys are flexible and open to demands. Whether you want to head towards Anclote Keys or just put some space between you and the land, we can do it. If not, we’ll follow our preferred routes, departing from the Gulf Harbour before sunset, heading towards the open Keys.

Along the way, you’ll see southwest Florida wildlife, twinkling portlights, incredible mansions and silhouettes of the famous sights that we call home. Our boats are big enough for you to walk around and take photos. With the backdrop of the pink, vibrant sunset, these photographs are great for displaying at home, online and treasuring for a lifetime.

We’re happy to stop for a while, so you can enjoy the ocean’s peace without the engines running and even jump overboard for a swim. If you’re lucky, you might see dolphins or manatees. Some people also lookout for the elusive ’emerald eye’ (the name given to the green flash that appears when the sun dips in the ocean, on clear days).

Our captains will provide expert info on all things Keys, and know when to let you enjoy a quiet moment too. Our boats are equipped with state-of-the-art GPS and lights, so getting lost in the dark isn’t a risk! You’re welcome to bring your own snacks, food and drinks (including alcohol).

Sunset Times in The Keys

The sunsets in the West, allows for the horizon to swallow the sun into the ocean only on the Western Coast, in places like Islamorada. The sunsets at various times throughout the year, with the late times in spring and summer providing perfect warm Sunset Cruises in the Keys. Sunset Times in Islamorada are:

  • January – 5:58pm
  • February – 6:21pm
  • March – 7:26pm
  • April – 7:57pm
  • May – 8:15pm
  • June – 8:29pm
  • July – 8:28pm
  • August – 8:08pm
  • September – 7:35pm
  • October – 7:01pm
  • November – 5:39pm
  • December – 5:38pm

Get Hooked, Book Today!

Sunset Cruises in Islamorada, Florida

Are You Ready to Make Memories?


If you’re interested in booking a Sunset Cruise in Islamorada, Florida, then contact us today. Whether you’re planning a romantic evening, a sight-seeing escape or a day of family fun – we’ll help your dream come true!

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The Tarpon are Running in the Duck Key

The Tarpon are Running in Tavernier

Two Convenient Locations

to better serve you

Forecast

for Monroe County, FL


Coastal Outfitters Sport Fishing Charters
4927 US-19 S Slip# 1
New Port Richey, FL 34652
(727) 753-8883
www.fishpacso.com


Coastal Outfitters Sport Fishing Charters
90507 Old Hwy Slip# 1
Tavernier, FL 33070
(305) 942-0832
www.flakeysfishing.com

Affiliates

Two Convenient Locations

to better serve you


Coastal Outfitters Sport Fishing Charters
4927 US-19 S Slip# 1
New Port Richey, FL 34652
(727) 753-8883
www.fishpacso.com


Coastal Outfitters Sport Fishing Charters
90507 Old Hwy Slip# 1
Tavernier, FL 33070
(305) 942-0832
www.flakeysfishing.com

Forecast

for Monroe County, FL

Affiliates