Red Sail Sports, Grand Cayman’s Premier Dive Operator

Red Sail Sports is Grand Cayman’s premier dive operator with 28 years serving divers in the Cayman Islands. We welcome you to dive some of the most pristine reefs in the Caribbean Sea. Grand Cayman’s aquatic playground is thrilling above water too, why not cruise around in a kayak or get up to speed on a waverunner? Red Sails fully stocked watersports center, located at The Westin Grand Cayman Seven Mile Beach Resort & Spa, offer activities to suit the whole family.


With over 160 charted dive sites and an abundance of friendly stingrays, tarpon and eels, Cayman’s marine life is legendary. So let Red Sail Sports help you explore Cayman’s pristine reefs; with a reputation standing for excellence, quality gear, variety, and personal service, you’re sure to make some great memories to last a lifetime. Daily two-tank and one-tank dives are available for certified divers.

If you are not a diver, why not take the plunge on your Grand Cayman vacation?

Diving in Grand Cayman

Resort Course

Learn to dive in one day and discover the beauty of Cayman’s underwater world under the guidance of one of our professional instructors. The course includes a 2 hour pool and theory session, an afternoon 1-tank boat dive, all scuba equipment and instruction.

Time: Day 1 – 8:15am – 10:15am & Day 2 – 2:00pm – 4:30pm
Duration: 2 hrs pool/classroom + 2 hr 1-Tank Dive in Afternoon
Days: Daily
Location: Westin Grand Cayman Seven Mile Beach Resort & Spa Pool

PADI Open Water Diver Course

Learn to dive in Grand Cayman! The PADI eLearning Open Water Course is a 3 day program designed to provide you with the knowledge and skills needed to become a certified diver. You will complete the theory at home and when you arrive in Grand Cayman Red Sail Sport will take you through the in-water training.

Time: Daily 8:15am – 4:00pm
Duration: 3 Days
Days: Scheduled Upon Request

If you haven’t been diving for a while, don’t worry. We offer refresher courses and PADI scuba tune-up courses to help you get reacquainted.


Explore Grand Cayman in style aboard one of Red Sail Sports 65′ luxury catamarans. Daily excursions take you to snorkel some of Grand Cayman’s most iconic landmarks, Stingray City Sandbar, Kittiwake wreck and more…

Breakfast with the Rays

Time: 7:30am – 11:30am
Duration: 4 hours
Days: Tuesday and Thursday
Location: Safehaven Dock. Complimentary pick-up meets at The Westin. Complimentary pick-up must be prearranged

Enjoy an early morning sail aboard a luxurious 65 foot catamaran to the Stingray City Sandbar with a light continental breakfast served on board. Miss the crowds be the first to have the stingrays to yourself. A second snorkel stop is also included at a beautiful coral reef.

Grand Cayman Red Sail Stingray Sandbar
Grand Cayman Red Sail Breakfast With The Rays

Stingray Sandbar & Reef Sail

Time: Varies – See Dive Shop on property for details
Duration: 3.5 hours
Days: Monday, Wednesday – Saturday

This afternoon trip makes a first stop at the exciting Stingray Sandbar (3-4 feet deep), where guests will be able to stand or snorkel with friendly Southern Stingrays for approximately 45 minutes. On our second stop you can snorkel off beautiful coral reefs with brightly colored fish. There is a full cash bar on board and snacks are provided. Snorkel gear is also included. Don’t forget towels and plenty of sunscreen.

Stingray Sandbar & Rum Point Adventure

Time: 8:30am – 3:00pm
Days: Tuesday & Thursday
Location: Safehaven Dock. Complimentary pick-up meets at The Westin. Complimentary pick-up must be prearranged

This full day excursion incorporates some of Cayman’s most popular attractions – Stingray Sandbar and picturesque Rum Point beach.  On arrival, enjoy a Caribbean buffet lunch with complimentary iced water and iced tea.  If you’re looking for some adventure, take out a stand-up paddle board or kayak and explore!

Stingrays & Sunset

Time: 3:30pm – 6:30pm
Days: Tuesday & Thursday
Location: Safehaven Dock. Complimentary pick-up meets at The Westin. Complimentary pick-up must be prearranged

Enjoy the Stingray Sandbar at its best with the Stingrays & Sunset sail. Unique to Red Sail Sports, take the 65′ luxury catamaran to Stingray Sandbar late afternoon after all the crowds have left for the day. Enjoy an hour snorkeling with the Rays and then get back on board the catamaran to enjoy a sunset cruise on the sail back towards the dock. There is a full cash bar on board and light snacks are provided. Snorkel gear is also included. Be sure to bring your own towels and sunscreen.

Sunset Sail

Time: 5:30pm – 7:30pm (Summer months: 6:00pm – 8:00pm)
Days: Monday, Wednesday & Friday (Happy Hour Sail)

Catch a beautiful Cayman sunset during this two-hour cocktail cruise (Mon/Wed only). There is a full cash bar available on board and complimentary hors d’ oeuvres are served. Please note on Friday it is a Happy Hour Sail departing at 6:00pm, after the sunset.

Catamaran Ferry Service to Rum Point Beach BBQ

Time: 5:30pm – 9:45pm
Days: Monday
Price: $5.00 per person (age 3+), under two are free.
Location: Safehaven Dock.

Every Monday join Red Sail Sports for a relaxing catamaran ferry ride over to Rum Point for a Caribbean Beach BBQ. The set menu offers a Caribbean inspired dishes with live action stations and meats from the grill. Soup, salad, sides and scrumptious desserts are on the menu too. Just CI$38 per person (US$47.50) and includes gratuity and a free welcome daiquiri from the Wreck Bar.

Kittiwake & Reef Sail

Time: 1:00pm – 3:30pm
Duration: 2.5 hours
Days: Tuesday, Thursday – Saturday

Take a cruise along Seven Mile Beach on one of our luxurious catamarans to some of the best snorkeling on the island. The catamaran stops for snorkeling at two locations. The first stop takes you to Cayman’s newest attraction the USS Kittiwake Wreck and the second a beautiful coral reef where guests can enjoy the plentiful marine life. A full cash bar is available on board and snorkel equipment is provided.

Dinner Sail

Time: 5:30pm – 8:45pm
Duration: Approximately 3 hours
Days: Tuesday & Saturday

Dine under a thousand Caribbean stars on this memorable and romantic evening. Enjoy your favorite cocktail from the cash bar as you watch the sun go down. The catamaran then anchors for a three-course dinner brought to you by the talented chefs of the Beach House. Each evening has a different theme, stop by Red Sail Sports to view the menus. The Dinner Sail is an evening not to be missed during you Grand Cayman vacation.

Watersports at the Westin

Have a fun-filled day at the beach with Red Sail Sports beach toys. We offer activities to suit every member of the family. Choose from waverunner safaris, sailing, stand-up paddleboarding, snorkeling and more! Full list of activities:

  • Sunsearcher Foam Floats

  • Banana Boat Rides
  • Kayaking

  • Stand-Up Paddle Boarding

  • Wakeboarding / water-skiing

  • Speed Boat Charters

  • Wakeboarding / Waterski Lesson

  • Waverunners

  • Waverunner Snorkel Safari

  • Parasailing

  • Hobie Cat Wave

  • Hobie Cat Sailing Lessons

Exclusive for Our Guests – Stand-Up Paddle Board Clinic

The fast-growing sport of stand-up paddleboarding (SUP) is a fun and easy way to play on the water. Paddleboarding offers an amazing full body workout and since you’re standing at your full height you will enjoy an amazing view of Seven Mile Beach, reefs, marine life and whatever is passing our beautiful horizon. It’s the closest thing to walking on the water! Red Sail Sports offers the Westin’s guests a free daily SUP clinic, teaching the basics of the sport, explaining how to safely use the equipment and to propel yourself with maximum efficiency. Classes start at 9am and advanced booking is required as these classes have proven to be popular! Just visit Red Sail Sports located on the beach, exit the lobby and turn right.

Once you have mastered the basics Red Sail Sports offer paddleboards available for rent. You can explore or exercise in solitude or with friends depending on your mood. We also offer SUP Yoga classes and SUP Snorkel Safaris.

*Days and times are subject to change during our Slow Season (September – December 19), please visit our concierge or dive staff at The Westin for more information on availability. All tours going to Stingray City leave out of Safehaven dock with the offer of complimentary pick up at the Westin, booked in advance. If the tour or dive is on the West side (Dinner Cruise, Kittiwake, Sunset Sail) then it will leave from the Westin and they need to check in at our dive shop on the beach. Discover SCUBA and all PADI certification are done at the Westin pool. The Catamaran Ferry leaves from our Safehaven dock. There is no pick up offered for this evening sail so guests will need to either drive or get a taxi to the dock.