Take a Virtual Journey with Cool Beans

Choose a day-sail, champagne sunset or a private catamaran cruise below to enjoy a sailing adventure aboard our 42 foot sailing catamaran, Cool Beans.

If you’re looking for something different we can explore Keewaydin Island or one of the many other hidden treasures aboard Lil’ Beans, our luxury pontoon.

Day Sail Cruise

Day-Sail Cruise

Approximately 2.5 Hours

Price includes a delightful escape to the beautiful waters of the Gulf of Mexico. Relax and enjoy your sailing experience on our beautiful catamaran while watching the abundant sea life and native birds of Southwest Florida.

During our day sails, we do stop for approximately 35 minutes at one of the many beautiful beaches of Southwest Florida – Keeywaydin Island, a barrier island in South Naples to swim, explore , and collect shells.

(Please note stopping at the beach is based on weather conditions. If it is too rough/choppy in the Gulf, the Captain may choose not to include a stop at the beach. Also know that to get to shore, you must swim in. We drop anchor in approx. 6 feet of water, approx. 30 yards off shore. Life jackets and floaties provided if needed. You are also welcome to stay on the boat to soak in the sun and scenery during the stop if you do not want to swim.)

  • Complementary – soda, water, beer and chardonnay included
  • You can also bring aboard additional food/snacks and beverages (no red wine please) on-board. Due to insurance liability, hard liquor is not allowed on our vessels.
  • Smoking and Vaping are prohibited.
$70 per guest
Discounted cash price including sales tax
$75 per guest
Credit price plus sales tax

Gratuity Extra

Please note: 18% Gratuity will be added for parties of 7 or more.

  • * Children must be at least two-years old.
  • ** 24 hour prior notice cancellation policy for parties of 6 or under
  • *** 48 hour prior notice cancellation policy for parties of 7 or more
Champagne Sunset Cruise, Naples, Marco Island

Champagne Sunset Cruise

Approximately 2 Hours

See Southwest Florida the way it was meant to be seen . . . by water! Escape from the crowds and set sail to take in our beautiful sunset. Sit back and enjoy a warm breeze in your face, a glass of champagne in your hand and the view of one of the most beautiful sunsets you will ever experience. Sail back to port and marvel at the view of the Gulf of Mexico and Naples/Marco Island beaches with the sunset lighting your way.

  • Complementary – soda, water, beer and chardonnay included
  • Complementary glass of champagne at sunset
  • You can also bring aboard additional food/snacks and beverages (no red wine please) on-board. Due to insurance liability, hard liquor is not allowed on our vessels.
  • Smoking and Vaping are prohibited.
$70 per guest
Discounted cash price including sales tax
(65.42) + (4.58 - FL sales tax)
$75 per guest
Credit price plus sales tax

Gratuity Extra

Please note: 18% Gratuity will be added for parties of 7 or more.

  • * Children must be at least two-years old.
  • ** 24 hour prior notice cancellation policy for parties of 6 or under
  • *** 48 hour prior notice cancellation policy for parties of 7 or more
Private Day-Sail or Sunset Cruise

Private Day-Sail or Sunset Cruise

Would you like to have the boat to yourselves? Booking a “Private Cruise” is the perfect way to celebrate any occasion while enjoying your privacy. Choose from one of our Day Sails or our Champagne Sunset Cruises and leave the rest to us. Price includes items described above for your specific choice of cruise.

$1,640 Discounted cash price including 18% gratuity
$1,780 Credit price including 18% gratuity
  • * Children must be at least two-years old.
  • ** 48 hour prior notice cancellation policy
Lil' Beans Pontoon Cruises

Lil’ Beans Pontoon Island Beach and Sunset Adventures
PRE-SEASON SPECIAL – SAVE $75/OFF FOR EXCURSIONS COMPLETED BY DECEMBER 20TH!

Enjoy a Private 2 ½ hour Luxury Pontoon Tour for Up to 6 Guests for our Day Excursions or a 2 hour Sunset Excursion. Our Pontoons are perfect for Island hopping, up close Eco/Nature and Shelling on Keeywaydin Island. A “Must Do” while visiting SW Florida!
(Sunset Charter arrives back to dock approximately 15 minutes after Sunset)

Keewaydin Island– A Deserted Barrier Island

Keewaydin Island is an 8 mile long unabridged barrier island just to the north of Marco. A fantastic sandy beach stretching the length of the island, with great shelling and opportunities to see plenty of wildlife. It serves as a sanctuary for wildlife and a popular recreational destination, especially at weekends. Keewaydin provides a great opportunity to experience Florida’s natural coast and is a vital nesting ground for Least Terns and Loggerhead Sea Turtles.

Hide-A-Way Beach/Sand Dollar Island – An Unspoiled Gulf Beach

Located just north of Tigertail Beach you’ll find Sand Dollar Island which abounds with wonderful seashells and is absolutely breathtaking and totally natural. Many of Florida’s beach-nesting shorebirds that face conservation challenges can be regularly spotted on Sand Dollar, including the Snowy Plover, Least Tern, Black Skimmer, American Oyster Catcher, and Wilson’s Plover.

$325 discounted cash price
$250 discounted cash price
$350 credit price
$275 credit price
  • * Price includes soda and water
  • ** Children must be at least two-years old
  • *** 48 hour prior notice cancellation policy
Group and Special Occasion Cruise Packages

Groups & Special Occasions

Small Intimate Sunset Weddings

Make memories to cherish for a lifetime when you exchange wedding vows during your Cool Beans private sunset sail. Whether you have something particular in mind or need ideas, we can provide some wonderful options to assure that your wedding is everything you expect and more.

Romantic Sailing Excursions

Create the perfect moment to ask your significant other for their hand in marriage with a private cruise along the beautiful waters of Southwest Florida. Ask us how we can help to make your interlude aboard the Cool Beans a magical event to treasure for a lifetime.

Private Anniversary Cruise Celebrations

Reaffirm your love for one another alone or among special friends and loved ones aboard the Cool Beans. Your private sailing excursion is sure to be fun, romantic and memorable.

The Ultimate Birthday Private Cruise

Making a magical birthday celebration aboard the Cool Beans is one of our specialties. Whether your event is for a family daytime cruise, adventure among friends or a private sunset intimate sail, we are here to make your birthday cruise an event to remember.

Bachelorette Party

What a great way to celebrate the Bride to Be with her “Last Sail Before the Veil!” Specializing in small groups up to 20, booking a Bachelorette Party with Cool Beans Cruises will truly create a lasting memory..

Gift Cards

Share the gift of a Cool Beans Cruise!