Best Dinner Cruise in Grand Cayman

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Passenger Pick of the Month

Red Sail Sports Fabulous Diner Cruise


Red Sail Sports



One of the most beautiful sights in Grand Cayman is the stunning sunset in the western sky.  And each one seems unique as the sun may set behind a few different scattered clouds on the horizon.  Could there be a more relaxing and romantic moment than to be on a beautiful sail boat, eating dinner with that special someone, at sunset?  Well, as this month’s Passenger Pick of the Month, we wanted to learn more about the story behind Red Sail’s Sunset Dinner Sail, so recently we caught up with Sarah-Jane Whitehill.
PP:  Sarah, we’ve been hearing a lot about your Dinner Sunset Cruise.  Sounds absolutely wonderful!
SJW:  At Red Sail Sports we have four 65’ luxury catamarans in our fleet and the Dinner Cruise takes place aboard one of these beautiful boats.
PP:  Wow!  Good size ships.  How many folks can the ship comfortably sit?
SJW:  The catamaran, Spirit of Calypso, can accommodate up to 70 passengers but for this special evening we limit the number to just 32 passengers to allow for a more intimate experience.  Tables and chairs are set up on the catamaran with linens and the sunset and stars are your backdrop for the evening.

SJW:  It really is!  At Red Sail, we have a huge variety of awesome activities to choose from, but I have to say that listening to the wind in the crisp sails, the water lapping against the bow, while dining under a thousand stars makes this dinner sunset sail my most favorite and memorable activity.


PP:  We can see why.  Tell us about the sailboats you use.
SJW:  At Red Sail Sports we have four 65’ luxury catamarans in our fleet and the Dinner Cruise takes place aboard one of these beautiful boats.


SJW:  At Red Sail Sports we have four 65’ luxury catamarans in our fleet and the Dinner Cruise takes place aboard one of these beautiful boats.
PP:  Wow!  Good size ships.  How many folks can the ship comfortably sit?
SJW:  The catamaran, Spirit of Calypso, can accommodate up to 70 passengers but for this special evening we limit the number to just 32 passengers to allow for a more intimate experience.  Tables and chairs are set up on the catamaran with linens and the sunset and stars are your backdrop for the evening.

PP:  Sounds perfect.  Where do you set sail from?

SJW:  The boat offers convenient access direct from Seven Mile Beach.  We board at the Westin and then pick up guests from further down the beach at the Grand Cayman Beach Suites.  Passengers are welcome to board at whatever location is most convenient for them and we’re not restricted to serving guests of just these resorts, everyone is welcome!
PP:  Convenient!  Tell us what we can expect on board.

SJW:  After departure we have a quick safety briefing and pause to hoist the sails.  Once the sails are up we’re underway for a relaxing cruise along Seven Mile Beach as the sun is setting.  Seating is family style which means guests can mix and mingle and get to know each other.  After the sun has set, the Captain anchors the boat and the crew sets about serving the meals.  When booking your trip you will be asked for your meal choice, so we cater based on guests choices.  After dinner, guests can relax on the bow nets of the catamaran and look up at the stars as we head back towards the shore.

PP:  So what’s on the menu?
SJW:  Actually there is a different themed menu for each day of the week.  We operate the Dinner Cruise – Tuesday, Thursday and Saturday.  My favorite menu is Tuesday’s Curry Night when we serve a choice of traditional West Indian Chicken or Fish Curry served with Coconut Rice.  On Thursday it is Local night, a delightful taste of the Caribbean with choice of Seared Red Snapper or Jerk Chicken.  Finally on Saturday we offer an Island BBQ menu with a choice of Tortuga Rum and Mango BBQ Pork Ribs or Mahi Mahi with Cayman Sauce.  All of the menus are delicious and making my mouth water just talking about it!

PP:  Now our mouths are watering too!  Can you enjoy cocktails on the catamaran?
SJW:  There is a full cash bar available on all of our catamarans so passengers can purchase a delicious Cayman cocktail while they watch the sunset – each crew member has their favorite cocktail so it’s always fun to get their recommendations.  The bar is fully stocked with beer, wine, spirits and mixers.  Guests of the Marriott, Beach Suites, Westin, and Ritz Carlton can charge the bar tab to their room making it even easier.


PP:  Many folks travel from all over the world to photograph and experience a Cayman sunset, what advantage is there to witness a Cayman sunset from the water?
SJW:  The Cayman sunset is one of the best I have ever seen.  To be able to watch the sun slip beyond the horizon on board a luxury catamaran with a cocktail in hand is my idea of heaven!  It is so peaceful and serene out on the water with nothing spoiling your view.

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