Best Sunset Dinner Cruise In Key West Your Top Choices

You may have read the post, Best Sunset Cruise in Key West. This article is for folks looking for the best sunset dinner cruise in Key West. Both are amazing ways to see the famous Key West sunset and I fully recommend you do one or the other.

Honestly? Key West, Key Largo and all the Florida Keys have breathtaking sunsets. Some of the best I have ever watched in the USA and North America.

Once you hit the open water, you can literally see for miles. Definitely one of the best things about taking a sunset cruise.

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One of the things I enjoyed the most on our sunset cruise, was the knowledgeable captains and crew. They made sure to point out every sight in downtown Key West including Fort Zachary, Nave Mole, Mallory Square, and even the private island off the coast of Key West, Sunset Key.

A sunset dinner cruise is perfect for celebrating a special occasion such as an anniversary, birthday, proposal, and more. You not only may enjoy live music, but also an amazing tropical food buffet with your choice of soft drinks, cold beer, or glass of wine as you watch a legendary Key West sunset.

Below are my top recommendations for the best sunset dinner cruise in Key West.

When choosing one of the many Key West sunset cruises available, focus on what is important to you. If a gourmet meal prepared by an onboard chef on a private charter is not your thing, look at other options such as a buffet with options for all as well as a more relaxed vibe.

Next, be aware of all the details. These include departure time as well as location, entertainment, open bar versus cash bar, large groups or small groups as well as anything else important to your experience. 

Below are my top picks for the best Key West Dinner Cruise. At the bottom of this article, there is more info provided to help you plan the perfect vacation.

Key West Sunset Dinner Cruise with Tropical Buffet Dinner

If you want to get into all the tropical vibes Key West offers, this is the pick for you. A gorgeous custom-built yacht waits to serve you with unbeatable views of the sunset.

Choose between an air-conditioned main cabin or like us, the upper deck outside. Fantastic cocktails provided include margaritas or rum runners, wine, and draft beer. If you prefer something else, there is also a cash bar available.

A Caribbean-themed dinner is on the menu for this spectacular sunset sail. Enjoy Caribbean roast pork, grilled marinated chicken, or fried fish. Sides include sweet plantains, black beans and rice, mashed potatoes, veggies, and Cuban bread and butter.

My mouth is watering just thinking about this menu! It is created to serve the tastes of the widest possible audience, so you know there will be something for everyone. This top pick is operated by Sunset Watersports.

Get information on this pick here: Key West Sunset Dinner Cruise with Tropical Buffet Dinner

Key West Sunset Buffet Dinner Cruise with Open Bar and Live Music

This sunset dinner cruise provides you with a buffet dinner and an open bar. It is also on a luxury yacht and very similar to option number one but operated by Attractions4us LLC.

The menu is the same and includes beverages and cocktails. There is also a cash bar for those who prefer premium cocktails.

Get information on this pick here: Key West Sunset Buffet Dinner Cruise with Open Bar

Key West Sunset Sail with Full Bar, Live Music & Hors D’oeuvres

Next on the top recommendations is one of the sunset sails that Sebago Watersports offers. This cruise is on a 70-foot catamaran and is the perfect way to enjoy a gorgeous sunset.

This is not a dinner cruise but includes hors d’oeuvres such as peel-and-eat shrimp, as well as wine, sparkling wine, homemade sangria, and premium beer. We really enjoyed this beautiful sunset cruise.

Get more information on this pick here:  Key West Sunset Sail with Full Bar, Live Music & Hors D’oeuvres

Key West Sunset Snorkel with Unlimited Draft Beer & Wine

Unable to decide between snorkeling or the sunset? No worries! This cruise combines the best of snorkel trips ending with a breathtaking sunset.

​If you are short on time, this is a great way to not only see marine life in their natural habitat but also enjoy a gorgeous sunset at the end. 

You will be snorkeling in a nearby coral reef in the Florida Marine Sanctuary. Snorkel gear, beverages, and cocktails are all included.

Get more information on this pick here: Key West Sunset Snorkel

2-Hour Private Sunset Cruise around Key West

Saving the best for last with this private sunset cruise. Definitely a great option for special occasions or a small group, this sunset cruise is reserved for only your party.

Enjoy relaxing as you listen to your captain tell you about Key West. Get more information here: 2-Hour Private Sunset Cruise

2-Hour Private Sunset Cruise on a Tiki Bar Boat in Key West

Did someone mention Tiki Bar? Yes! My kind of cruise!

Even though it is a legit Tiki Bar on the water cruise, this option is BYOB.  If that doesn’t bother you, this cruise provides you with a great time and memories to last forever.

Get more information here: Tiki Bar Boat in Key West

Info To Help You Plan The Best Key West Vacation