Couple enjoying a private gourmet dinner aboard a luxury catamaran with ocean views in the Riviera Maya, part of Calypso Charters’ Sail & Dine experience.

Sale & Dine

Culinary delights at sea

Embark on a 3-hour private sailing experience that combines the serenity of the Caribbean Sea with an exquisite dining affair. Ideal for anniversaries, birthdays, or simply indulging in a romantic dinner, this journey begins with a sail along the stunning Riviera Maya coastline, timed perfectly to witness a breathtaking sunset. As the sun dips below the horizon, we'll anchor in a secluded cove, setting the stage for an unforgettable, chef-prepared three-course meal.

Inclusions

We have thought of everything

Drinks

Elegant dining setup aboard a luxury catamaran in the Riviera Maya, featuring ocean views, premium place settings, and gourmet appetizers as part of Calypso Charters' Sail & Dine experience.

Close-up of gourmet surf and turf plates with grilled shrimp, steak, and fresh lime, served with a side salad and gold cutlery as part of Calypso Charters’ private Sail & Dine experience in the Riviera Maya.

Pricing & Availability

An exclusive experience, designed for you

Our Sail & Dine Charter is a private, all-inclusive experience, offering an intimate evening on the water with a chef-prepared three-course meal and premium drinks. Pricing is based on group size, ensuring a seamless and personalized experience.

Please note: $20 USD /person Dock Fee must also be paid

2 people | $850 USD

4 people | $1,400 USD

6 people | $1,800 USD

Live music at sea

We have thought of everything

Elevate your romantic charter with the soft, soulful tones of a live saxophone or acoustic guitar, played as the sun sets across the Caribbean horizon. Whether you're proposing, celebrating an anniversary, or simply indulging in an intimate escape, live music adds a deeply personal and unforgettable touch to your time on board. Let the melodies set the mood as you sail into the golden hour.

Musician playing saxophone by the sea during a private sunset charter with Calypso Charters, enhancing the Sail & Dine experience with live music and coastal ambiance.

Transportation Services

Arrive Comfortably, Sail Effortlessly

Let us take care of the journey before you even step aboard. We offer private, dedicated round-trip service in a spacious and comfortable van, ensuring a smooth, stress-free ride to the marina and back to your hotel.

Please note: Pricing varies by location. Simply enter your hotel name at checkout for exact rates.

Lux Bar

Elevate your experience

Enhance your Sunset Sail Charter with an even finer selection of premium spirits. Choose from our curated top-shelf bottles to personalize your onboard bar, or request something specific by reaching out to the team.

Lux bar options

Cancelation Policy

Confidence with every trip

We understand that plans can change. If you need to cancel, a full refund is available for cancellations made at least 7 days in advance. If your plans shift, let us know - we’re happy to discuss options and assist however we can.

Bad Weather Policy

Safety and comfort first

Your experience should be nothing less than perfect. If weather conditions make it unsafe to sail, we offer the option to reschedule or receive a full refund.

Decisions regarding cancellations are made with safety as our top priority. If the forecast is uncertain, our team will keep you informed and work with you to find the best solution.