3 Dreamy Naples Sunset Cruises on Catamarans to Sail Away On

by Angelo Sorrentino

When it comes to Naples sunset cruises, there’s not just one but three great choices. There’s nothing like it to make your trip to Naples Florida all you ever dreamed.

Your Naples vacation is finally here! The weather is gorgeous and you’ve already been in the water at one of your favorite Naples beaches.

Now it’s time to get on the water and see Naples and Naples Bay in a whole new way on a Naples sunset cruise.

There’s just nothing like watching the sun set around you, lulled by the gentle waves slapping against the hull, some tropical music playing on the breeze, and a boatload of new friends to share in the tropical island vibe.

There are more than several boat tours in Naples to take a sunset cruise with, but there’s something about a catamaran, isn’t there?

And if you’ve never been aboard a super wide two-hulled sailboat, it’s a must-do in Naples and Marco Island.

These three catamarans are spacious, beautiful, and perfect for watching the sun go down.

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Top 5 Reasons to Take a Naples Florida Sunset Cruise

There are many choices to get out on the water in Naples, Florida. Rent a boat, charter a private tour, take a boat tour, or cruise with your family on a luxury yacht.

But when it comes to relaxing and enjoying the scenery and sunset, nothing beats the quiet solitude of a sailing catamaran.

But there are also some other benefits to hopping onboard one of these sailing beauties for a sunset or sightseeing cruise you may not have thought of:

It’s a great way to house hunt for your new Naples mansion!
Sunset cruises are addictive — one is never enough.
It’s the perfect way to say I Love You.
It’s the best way to catch a Naples sunset!
Can you think of a better way to cap your trip to southwest Florida?

So uncork a bottle of wine and enjoy the last of the day’s sun. Sunsets from sailing catamarans are mesmerizing and oh-so-peaceful.

It’s also a great way to cap off the day’s activities before you head off to dinner.

Naples Sunset Cruises

On all of these catamaran cruises, you’ll be on deck and free to move around the boat to view the scenery and wildlife, and to get great photos.

Sailboats are quiet by design with only the sound of the rigging and the water moving along the hull.

If there’s not enough breeze, they all have an engine — not nearly as quiet as the wind, but you’ll still be able to take in the sights and the natural world.

They are all spacious and comfortable and specially built for these types of outings, and the Captains and crew are always ready to answer your questions.

3 Great Choices for a Naples Sunset Cruise

1. Cool Beans Catamaran Cruises

Location: 377 Capri (Osteria Capri Restaurant) on the Isle of Capri
Capacity: up to 20 passengers
Admission: $60 per person when paying with cash; $65 per person when paying with a credit card.

Cool Beans is a 42-foot sailing catamaran accommodating up to 20 passengers and the boat sets sail 2 hours before sunset.

You are invited to bring along snacks or sandwiches for the sail.

The price of admission includes complimentary beer, wine, and non-alcoholic beverages (hard liquor is not permitted).

And at sunset you’ll toast the day with a glass of complimentary champagne.

>> In season, most tours sell out long before you arrive, so book a tour before you arrive! <<

We loved the Cool Beans top-rated Sightseeing and Sunset Catamaran Sailing Excursion and you will too!

You’ll find the Cool Beans docked off of Capri Boulevard, 1 mile north of the Marco Island bridge.

This catamaran might be a bit smaller than others but is still a very comfortable experience.

Cool Beans has plenty of room for sunning and sightseeing up on deck.

The cockpit and salon are combined for comfortable seating in or out of the sun, and there’s even a dinette that will seat six.

The Sweet Liberty catamaran out for a sunset cruise

2. Sweet Liberty

Location: 880 12th Ave. S. Naples, FL
Capacity: 49 passengers
Admission: Ages 13 and up $40, ages 4-12 $20, 3 and under sail for free.

A sunset cruise aboard the beautiful 53’ Gold Coast Yacht sailing catamaran Sweet Liberty should be on everyone’s list of top things to do in Naples — it’s one of the most popular Naples sunset cruises.

Operating from the Naples City Dock, the cruise will take you along the Gordon River and Port Royal passing by the beautiful and luxurious estates.

The Sweet Liberty offers shelling, sightseeing, and sunset cruises. If you only opt for one we highly recommend the sunset cruise.

As you leave Port Royal, the waterway is surrounded by the protected pristine mangrove forest.

You’ll spot a variety of shore birds, ospreys, pelicans, wading birds, and eagles around the mangroves so don’t forget binoculars. And watch for dolphins!

When the boat finally enters the Gulf, you’ll feel the breeze get stronger and everyone on board will ease into the rhythm of the waves.

You can’t help but be lulled into an ultimate relaxed state with soft music playing, the breeze in your hair, and the warm glow of the setting sun.

You are welcome to bring a cooler onboard for snacks and whatever you prefer to drink.

So open your beverage of choice, sit back, and say goodbye to the day as the sun lights the sky with a fiery sunset.

The Sweet Liberty sunset cruise is about 45 minutes each way, though sightseeing cruises are 2-3 hours in length.

The boat can also be chartered for special events and weddings.

The Miss Naples heads out Gordon Pass into Naples Bay

3. Miss Naples Catamaran Cruise

Location: 550 Port O Call Way, Naples, FL
Capacity: up to 48 passengers
Admission: Adults: $34.50, Children over 2: $14.50. (Does not include port charge or tax)

The newest sailing catamaran in Naples is the custom built 48 foot Miss Naples catamaran.

The cruising catamaran comfortably accommodates up to 48 passengers for year round cruises, and operates daily from her dock at Port O Call Marina.

As with most sailing vessels the boat is open-air, but does provide a canopy for those who want to get out of the sun.

Tours can be booked for sight seeing, shelling, and our favorite, their sunset cruises. Private charters are also available for weddings and special occasions.

All the cruises are narrated on the Miss Naples as you pass by the million dollar waterfront mansions of Port Royal and out to Naples Bay and the Gulf of Mexico.

The scenery is so serene and beautiful, and dolphins are sure to make their appearance. Pelicans, ospreys, egrets, and herons add to the show as you sit back and relax.

Enjoy the beautiful natural environment of southwest Florida and of course, the sunset. You never know when you’ll see the elusive Green Flash!