Business Details
35 Years
experience
Premier Sailing Charters in Naples, FL
Since 1991, Sweet Liberty has been Naples, Florida's premier sailing charter company, dedicated to providing unforgettable maritime experiences. Our fleet includes the largest sailing catamaran in Southwest Florida, offering daily cruises, private charters, and specialized events like weddings and memorial services. With over three decades of expertise, we combine personalized service with the natural beauty of Naples' waterways to create lasting memories. Our commitment to safety and customer satisfaction is reflected in our US Coast Guard licensed captains and meticulously maintained vessels.From sunset cruises to shelling adventures, we cater to both local residents and visitors seeking unique coastal experiences. Our addition of the Sweet Tiki floating bar boat expands our offerings to include intimate, customizable excursions for smaller groups. Recognized by the New York Times as a top Naples attraction, we continue to prioritize innovation while maintaining the reliability our guests expect. Every journey with Sweet Liberty reflects our passion for sharing Naples' pristine waters and wildlife, from dolphins to manatees, in a setting that blends comfort with adventure.
Services
Sunset Cruises
Private Charters
Wedding Ceremonies
Shelling Expeditions
Corporate Events
Memorial Services
Tiki Boat Tours
Sightseeing Tours
Gift Certificates
Accessibility Services
Details
- Year established: 1991
Highlights and features
- We have over 30 years of experience in Naples sailing tours
- Our fleet includes the largest sailing catamaran in Southwest Florida
- Offering customizable private charters for weddings and events
- US Coast Guard licensed captains ensure safety and expertise
- Awarded #1 Things to Do in Naples by the NY Times
What people say
#1 Things to Do in Naples
Memorable tours
Experienced captains
Customizable charters
Beautiful catamaran
Services
Sunset Cruise
Experience Naples' renowned sunsets from the water aboard our 53-foot catamaran. This 2-hour journey takes you past multimillion-dollar homes along the Gordon River, through mangrove ecosystems, and into the Gulf of Mexico. Ideal for photographers and nature enthusiasts, the cruise offers prime viewing of coastal wildlife including dolphins and eagles. Our experienced crew provides commentary about local geography and history while ensuring optimal viewing conditions.
Private Charters
Tailor your maritime experience with fully customizable private charters for weddings, corporate events, or family gatherings. Our catamaran accommodates up to 44 guests for daytime events or evening celebrations with onboard lighting. The Sweet Tiki offers intimate settings for smaller groups of 6. All charters include professional crew, safety equipment, and beverage service options. We provide coordination assistance for special requests including catering and photography.
Shelling Cruise
Explore Naples' pristine barrier islands and collect unique seashells during this educational 3-hour expedition. The cruise takes you to prime shelling locations like Keewaydin Island, accessible only by boat. Our naturalist guides identify marine life and explain coastal ecosystems. Equipment is provided for safe shoreline exploration while maintaining environmental protections. The trip includes transportation, basic shelling tools, and expert guidance for identifying valuable specimens.
Wedding Ceremonies
Create unforgettable wedding memories with a ceremony aboard our catamaran or at sea. We offer packages including floral arrangements, officiant services, and photography. The vessel accommodates 44 guests for daytime or sunset ceremonies followed by cocktail receptions. Our planners coordinate permits, decorations, and guest transportation. Custom options include live music, personalized itineraries, and post-ceremony champagne toasts while sailing the Gulf Coast waters.
Tiki Boat Tour
Enjoy Naples Bay from our 23-foot tiki-themed pontoon boat featuring a built-in bar and lounge seating. This 90-minute to 4-hour experience accommodates 6 guests plus captain, with options for customized routes past Port Royal estates or to Keewaydin Island. The vessel includes Bluetooth audio, shade canopy, and onboard toilet facilities. Ideal for bachelor/bachelorette parties or small group celebrations with professional navigation provided by licensed crew members.
People
Shane Chaplin
Co-Owner
Co-owner Shane Chaplin has operated Naples' premier sailing charter since acquiring the business in 2015. With extensive maritime experience, he ensures exceptional service standards while maintaining the company's 30+ year legacy of coastal exploration and customer satisfaction.
Susan Powell
Co-Owner
Co-owner Susan Powell brings decades of hospitality expertise to Naples' longest-running sailing operation. Since 2015, she has focused on enhancing guest experiences while preserving the company's commitment to quality maritime adventures and personalized event planning.
Questions
What types of cruises do you offer?
We offer sunset cruises, shelling expeditions, sightseeing tours, and private charters for weddings or corporate events.
Can I bring my own food and drinks?
Yes, you may bring your own food and beverages aboard the Sweet Tiki. We provide a cooler with ice.
What is your cancellation policy?
We require 48 hours notice for cancellations to receive a full refund, except for weather-related cancellations.
Are restrooms available on board?
The Sweet Tiki boat includes a private head (toilet) for passenger convenience during cruises.
How many passengers can you accommodate?
The main catamaran holds 44 passengers while the Sweet Tiki accommodates up to 6 guests plus the captain.
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