Top Grand Cayman Private Sightseeing Tours - page 2

Cayman Private luxury Catamaran Experience 41’ Leopard

Party on a boat with your friends on this private Cayman Islands party boat rental. Invite anywhere from 15 to 100 people to drink, dance, and eat while sailing across clear Caribbean waters—snack platters, non-alcoholic beverages, and a sound system are included, and you’re welcome to bring your own food and drinks onboard, too. Choose from five popular Cayman Island destinations to add to your itinerary: Stingray Sandbar, Coral Gardens, a barrier reef, Starfish Point Beach, or Kaibo Beach Bar.

Party Boat Cruise

(20)

from $1,050

Luxury, knowledge & value - these are the values of Cobalt Custom Charters. Whether doing a morning or afternoon charter, you will have the experience of a lifetime with us exploring the sights of the North Sound in Grand Cayman. Snorkel in crystal clear Caribbean water at the barrier reef which has the highest density of Coral in all of Cayman. Watch the lovely Southern Stingray at the ~3-foot-deep sandbar in Stingray City. Visit the relaxing & beautiful Starfish Point where you see the Red Cushion Sea Star. Visit Kaibo or Rum Point Beach restaurant for a cold drink in a postcard-worthy setting. Our luxury 39 ft Lagoon catamaran can comfortably handle groups of up to 15. As Owners/Operators, we provide the two-person crew with the knowledge & experience that other companies can't. The boat is yours, the itinerary is up to you & we will avoid the masses. We hope to see you soon.

Private Luxury Catamaran Tour to Stingray City and Snorkel

Private Luxury Catamaran Tour to Stingray City and Snorkel

(18)

from $2,250

Stingray City Experience Plus Two Snorkeling spots Private Boat

3 to 4 hoursFree Cancellation

(84)

from $800

Operated by Starliner Dream Tours Experience Grand Cayman from a different perspective with a private boat tour hosted by Captain David. Unlike large group excursions, Starliner Dream Tours offers a personal and relaxed experience with local knowledge, island stories, and genuine Cayman hospitality. Visit the world-famous Stingray City Sandbar, enjoy snorkeling in the beautiful Caribbean waters, and stop at Starfish Point for memorable photos. Guests can also enjoy local touches such as a fresh fruit platter, Cayman-made Swanky drink, and seasonal marinated conch when available. With a private boat and personalized service, you have more flexibility, more attention, and the opportunity to experience Grand Cayman at your own pace. This is more than a tour—it is a true Caymanian boating experience.

Grand Cayman Private Boat:Stingray City, Snorkel & Starfish Point

Grand Cayman Private Boat:Stingray City, Snorkel & Starfish Point

4 hours 30 minutesFree Cancellation

from $850

Full-Day Private Stingray City Snorkeling and Starfish Beach Tour

5 hoursFree Cancellation

(4)

from $1,000

Explore the beautiful Cayman Islands in your own private group, we will leave our store location on our high-end E-bikes and explore the West Bay area of the island. Based on our popular e-bike tour, you will be able to tailor your experience to meet your individual needs. All participants will be provided with an e-bike to fit their size and comfort level and a helmet to ride during the tour. You can choose your own start time subject to availability, so please request a date and time and we will either confirm or provide alternative options. The earlier you book the more likely we will be able to meet your preferred day and time. Please find our small group tour listing to read our many 5-star reviews.

Private E-Bike Adventure in the Cayman Islands

Private E-Bike Adventure in the Cayman Islands

2 to 3 hoursFree Cancellation

(18)

from $800

Our first stop will be at the Governor's Residence for optional pictures. Followed by another picture stop at the Old Home Stead. Then a change of scenery to our famous Hell for a glimpse of our rouged lime stones. Immediately after we will proceed to our Tortuga Rum Company for tasting of Cake, Rum and purchasing of souvenir. After this we will take off for a short ride over to 7 mile public Beach, for pictures. Followed by the moment of anticipation a scenic ride off to the eastern district for our Crystal Cave experience which promises to be full of excitement. This is the Island's newest nature tourist attraction. You will venture off by way of escort to a tour of the Cave with a guide for a phenomenal experience lasting for approximately 1. 5 hours. An adventure of a lifetime awaits you!

Hell and Crystal Cave Adventure Private Tour

Hell and Crystal Cave Adventure Private Tour

5 hoursFree Cancellation

(1)

from $1,495

What better way to start the morning than standing on a quiet sand bar in the middle of the North Sound, watching the sunrise and the Stingrays gracefully swim by. We are a small locally owned and operated private boat charter company . Our Captains are Fun, knowledgeable and service/safety driven. Both grew up on the island and love sharing their passion for the ocean. Tour is completely private and departs from Camana Bay. We will head out the Chanel and make our way to Stingray City. Leaving this early means we’ll beat everyone else out there, have the stingrays to ourselves and be able to watch the sunrise over the East side of the Island.

Sunrise at Stingray City, Private Tour

2 hoursFree Cancellation

(8)

from $500

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of George Town as you make your way to the heart of the city. Upon your arrival, meet your seasoned tour guide, ready to lead you on an enchanting tour of Cayman Islands. This tour helps a traveler discover the unique heritage and culture of Cayman via the lovely restored two-story Pedro St James Castle. Queen Elizabeth II Botanic Park enables visitors to learn more about the local flora and fauna and see the very rare and almost extinct Blue Iguana. Our excursions are meticulously designed schedule. We'll greet you directly at the hotel and ensure you return with ample time to relax and relish your day. Leave the details to us as we escort you on an extraordinary adventure, crafting memories that will stand the test of time!

Private Tour Queen Elizabeth Botanic Park & Pedro St James Castle

Private Tour Queen Elizabeth Botanic Park & Pedro St James Castle

4 hours

from $714

Price varies by group size

Charter a private boat for a half-day tour to your choice of 1 or 2 stops aboard a single- or double-decker vessel, depending on the selection at booking. Choose between Stingray City, the Coral Gardens, Barrier Reef, Starfish Point Beach, or Kaibo Beach Bar. With a maximum capacity of 70–100 passengers, the tour includes fruit punch, a sound system, and snorkel gear for a fun day on the water.

2 to 5 hoursFree Cancellation

Get Anchored

(29)

from $800

3 Hour Jet ski Adventure Swim with Rays and More

Explore the late afternoon and evening wonders on offer in the Cayman Islands. Explore the famous Stingray City Sandbar for the opportunity to snorkel over coral reefs among gorgeous starfish. Relax and admire the sunset while indulging in a supper meal. Jump back into the water for the dazzling experience of swimming in Bioluminescnece Bay. Local guides will lead you through the glowing water filled with millions of plankton.

4.2

(10)

from $375

Private Stingray City Snorkeling and BioBay Charter for 6 Guests

from $1,600

This private 6 hour afternoon & evening adventure is a wonderful combination of daytime fun, sunset dining and BioBay magic. Your 2-person crew including experienced Captain & Guide will host you and your party as you explore the world famous Stingray City Sandbar, snorkel vibrant reefs and be dazzled by radiant starfish. Then take a sunset supper break (service not included) before a magical evening in swim in the Bioluminescence Bay where millions of plankton light up the water. Underwater camera rentals and professional photography packages also available. With stringent cleanliness standards, you can feel safe knowing all boats and gear are cleaned and disinfected between and during every charter. 100% locally owned and operated, fully licensed and insured, you’ll enjoy the very best of the Cayman Islands with Crazy Crab!

Private Stingray City Snorkeling and BioBay Charter for 10 Guests

from $2,000

Offering private luxury tours of North Sound, Stingray City, Reef snorkelling, Starfish Point and Bio Bay in beautiful Grand Cayman. Enjoy your time on the water in style on our 31ft Nimbus T9, with our experienced, knowledgeable and 200TUSCG qualified Captain. On board you'll find comfortable seating, air conditioned cabin, complimentary towels, bottled water and snorkel gear. Contact us for a customised plan of activities, tailored to suit your group - whether a relaxing trip for two, an unforgettable family adventure or a fun time on the water with friends.

Boat Tours to Stingray City North Sound and Grand Cayman

2 to 8 hoursFree Cancellation

(25)

from $850

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of George Town as you make your way to the heart of the city. Upon your arrival, meet your seasoned tour guide, ready to lead you on an enchanting tour of Cayman Islands. Explore Grand Cayman Island beyond the beaches with a half-day Crystal Caves tour. Stroll through tropical forest and learn about local plant and animal life during the tour. Our excursions are meticulously designed schedule. We'll greet you directly at the hotel and ensure you return with ample time to relax and relish your day. Leave the details to us as we escort you on an extraordinary adventure, crafting memories that will stand the test of time!

Private Tour Cayman Crystal Caves in Grand Cayman Island

Private Tour Cayman Crystal Caves in Grand Cayman Island

3 hours 20 minutes

from $714

Price varies by group size

Private Boat Tour in Cayman Islands

4.8

(20)

from $850

Discover the heart and heritage of Grand Cayman on this 5-hour private shore tour that blends history, culture, and taste. Visit the island’s most iconic landmark, Pedro St. James Castle – the “Birthplace of Democracy” – and step inside the Caribbean’s oldest stone building. Continue your journey to the Cayman Spirits Distillery, where you’ll uncover the island’s passion for fine rum and vodka, sample local favorites, and enjoy a flavorful glimpse into Caymanian craftsmanship.

Heritage & Flavors: Private Shore Tour from Grand Cayman Port

Heritage & Flavors: Private Shore Tour from Grand Cayman Port

5 hours

from $709

Price varies by group size

Private Cayman Exclusive Charters Boat Tour

Experience Grand Cayman like never before with a private charter aboard the Newest Leopard 46 Powercat. This fully crewed yacht offers an adventure tailored to your desires. Explore the stunning Stingray City and Coral reefs of Grand Cayman at your own pace, or indulge in a sunset dining experience complete with premium refreshments and fresh fruit platters. Snorkel with stingrays and glide through crystal clear waters using provided underwater sea scooters. Ideal for families or groups looking for an exclusive escape. - Enjoy a fully customized itinerary with a professional captain and two crew members - Access to jet skis and underwater sea scooters for added fun - Premium refreshments and personalized welcome to enhance your experience - Minimum 4-hour charter for an unforgettable day on the water

Private Cayman Exclusive Charters Boat Tour

4 to 10 hoursFree Cancellation

(2)

from $4,350

Ready to experience the best of Grand Cayman from the water? Book your private charter with us and enjoy an unforgettable adventure tailored exclusively to you and your group. Swim with the friendly stingrays at Stingray City, snorkel the vibrant reefs of Coral Gardens, relax at the beautiful Starfish Point, and explore hidden gems along the way—all at your own pace. Whether you're celebrating a special occasion, planning a family outing, or simply looking for a unique Caribbean experience, our private charters offer personalized service, breathtaking scenery, and memories that will last a lifetime. Come aboard the Lady Sue or PeaceMaker,lots of shade and bathroom onboard. Our boats can accommodate small groups or if you have a larger group ,our biggest boat can accommodate up to 75 persons. You are also welcome to customize the stops . Let Cayman Ocean Adventures create fun memories. Call for pricing for larger groups.

VIP Stingray City Adventure – Just for You

VIP Stingray City Adventure – Just for You

(18)

from $1,700

Grand Cayman Private Customized Bus Tour

(4)

from $1,300

Explore the beauty of the Cayman Islands with private boat charters tailored to your preferences. Visit iconic spots like Stingray City, where you can interact with stingrays in shallow waters, and Starfish Beach, known for its vibrant starfish. Enjoy personalized snorkeling tours at the best reefs, guided by experienced captains with over 20 years of local knowledge. Unwind with a scenic mangrove cruise while learning about the ecosystem, and savor delicious local cuisine at waterfront restaurants during your adventure. - Tailored private charters to fit your group’s desires - Exclusive visits to Stingray City, Starfish Beach, and snorkeling spots - Scenic mangrove cruises with educational insights from local experts - Optional stops for lunch at popular local eateries, enhancing your experience

Private Grand Cayman Boat Charters Stingray City and Snorkeling

Private Grand Cayman Boat Charters Stingray City and Snorkeling

2 to 7 hoursFree Cancellation

(3)

from $600

Relax on a private charter as you cruise to Grand Cayman beauty spots on this 4-hour private charter. Get on board accompanied with a skipper, and choose to visit two destinations from a choice including Stingray City, Starfish Beach, Coral Gardens, and Rum Point. Soak in the sunshine and views as you sail, and enjoy the time at your chosen locations as you please. Pickup at most Grand Cayman hotels and cruise port included.

Grand Cayman Half-Day Private Charter

4.2

(24)

from $2,100

27FT Center Console Contender, a comfortable powerboat option with plenty of room to hang out for up to 8 guests, state of art sound system, a smooth ride, and easy access to the water. Your private charter is fully customizable. You can choose a mix of activities inclusive for infants to seniors. Deck hand will be onboard in addition to the Capitan to assist with your needs. Enjoy a relaxing day on the water, a fun filled day of fishing, or both! your itinerary is totally up to you!

Private Boat Charter in Cayman Islands

(26)

from $900

Ocean Blue Charters Private Boat Charters in the Cayman Islands

1 2 3

Top Attractions in Grand Cayman

1 / 2

Attractions

What are people saying about Grand Cayman

Sarah_S, Aug 2026

Great Bio tour, Chase is the best!

Can’t recommend enough. Chase was very laid back, friendly, and knowledgeable. He is very timely in his responses back via email and communication was smooth and easy. We met him on time and he took us for a Bio Bay tour leaving at 7:30. We got to go on a short little boat ride and watch the sun disappear entirely before we got to the Bay. He provided OFF as the mosquitos can be bad he said, but if you’re in the water we didn’t have any trouble with them at all. Each of us adults and children oohed and ahhed as we entered the water and saw the bioluminescence for the first time. It’s important to check the new moon schedule and book the day of your trip closest to the new moon you can, as the darkness helps with visibility. We saw so many amazing sparkles and bright flashes of microorganisms glowing in the water and it was a night none of us will soon forget. Thank you, Chase!!!! Cya Wednesday for our 6 hour tour! :)

Cayman Private Luxury Charters - Stingray City, Snorkel, & More

Raul_G, Aug 2026

Unforgettable Luxury Charter Experience in the Caymans!

We had an absolute blast on our private charter on August 14, 2026, my birthday, with Cobby and his team! From start to finish, the entire trip was seamless, professional, and tailored to make our day special. Cobby is a fantastic captain—knowledgeable, attentive, and deeply passionate about ensuring everyone on board has a memorable time. The trip to Stingray City was the highlight of our vacation, and the team made sure we felt safe, comfortable, and well-guided throughout the experience. Snorkeling through the crystal-clear waters was equally breathtaking, with all the gear provided and great spots chosen to avoid the big crowds. The boat itself was immaculate, comfortable, and fully equipped with everything we needed for a luxury day on the water. If you are looking for a top-tier private charter in the Cayman Islands, look no further. Huge thanks to Cobby and the crew for an unforgettable day—we will definitely be booking with them again!

Private Luxury HalfDay w/Jetski Stingray City, Snorkeling & Starfish Beach Tour

Tim_K, Jul 2026

HIGHLY Recommend

Highly recommend this experience. I travelled with my wife and daughters and we were looking for a private, luxurious way to explore the amazing sites around Grand Cayman. The boat and staff were amazing. We had the flexibility to decide where to go and how long to stay (we naturally leveraged the captain’s recommendations). Everything was perfect- from Stingray City, snorkeling, starfish island and - of course - the jet ski. Highly recommend for anyone who wants a luxurious, private experience with friends or family.

Private Boat Tours: Customize Your Grand Cayman Adventure!

Lori_L, Jul 2026

Amazing Experience

My family and I booked the bioluminesent tour with snorkleling, starfish, and stingrays. Ferick was our captain, and all I can say is Ferick is the best! He was knoweldgable and kind and went the extra mile to make sure my entire family was comfortable from the grandparents to the teenagers, he catered to everyone. The experience was amazing and personalized and professional. It was worth every $. The only flaw was being sure exactly where to be picked up for the tour, but one quick text to the number provided, and the problem was solved. Excellent customer service. I can't recomment this charter enough!

Private Charter 34ft Express Cruiser Stingay City Reef Snorkeling

Harry_W, Jun 2026

The perfect private tour

Our tour aboard the 34 foot private charter was the highlight of our trip to Cayman. The crew was exceptional, the boat was awesome and very comfortable and smooth. The crew knew exactly where to find stingrays plus we saw more sea turtles we have ever imagined possible. Crew brought many stingrays for our family to pet, feed, kiss and take as many photos as we wanted. Starfish point was totally amazing as well. The crew located and brought as many star fish as our 6 grand kids wanted to touch and hold. (All remaining underwater as instructed by crew. The tour could not possibly have been any better. Thank you for a once in a lifetime experience.

Private Half Day Stingray City, Snorkeling and Starfish Beach Tour

Walter_B, Jun 2026

Amazing Private Tour with an Exceptional Captain

Jevon was our captain for the Private Half Day Stingray City, Snorkeling & Starfish Beach Tour, and it ended up being the highlight of our entire trip to Grand Cayman. He took us to Stingray City and several incredible snorkeling spots, and everything was handled flawlessly from start to finish. Jevon was professional, knowledgeable, friendly, and always willing to help with anything we needed. He made sure everyone was comfortable, safe, and having a great time. His local knowledge and positive attitude really made the experience special. If you're considering this tour, I highly recommend requesting Jevon. He was outstanding and played a huge role in making this one of the most memorable experiences of our vacation.

Stingray City, Star fish Point and Snorkeling Private Boat Tour

Lisa_C, May 2026

Private Boat Experience- String-rays/Starfish/Reef

Great private boat experience. Our boat Captain Omar was great. He drove us around to see the Stingrays and starfish. We also snorkeled on the reef. He was a very knowledgeable and competent boat driver. He let us guide the stops and the amount of time we spent at each one knowing we had to be off the water by 2pm to head back to the cruise ship pier. He also had snacks and beverages for our party of 7. It was a very relaxing and enjoyable day on the water. 💦 would highly recommend this excursion.

Build Your Private Charter: Snorkel, Stingrays, or Bio

Matt_B, May 2026

Perfect Family Excursion

Mike was awesome! He took us to more secluded spots where we were not surrounded by a ton of other tourists. He knew where to take us to give the best experience for our family. He was on time, courteous, his boat was clean and he taught us about the culture and history of the Cayman Islands. 100% would book again!

Half-Day Private Stingray City Charter in Cayman Islands

Mona_S, May 2026

Stingray fun with friends !!

What an unforgettable boat tour experience! From the moment we stepped on board, the views, the breeze, and the peaceful water set the perfect vibe. The ride was smooth, the scenery was absolutely stunning, and every moment felt like a postcard coming to life., our guide price was very friendly & made our day out on the water fun.

Private Bioluminescent Bay Tour

Machelle_G, Apr 2026

Brilliant Bio Bay!!

This experience was amazing. Jordan was the very best guide! He was wonderful with our 3 kids under 5 and told us all about the area. The boat ride was so much fun, we cranked up “Under the Sea” and “I am Moans” on the Bluetooth. We saw the beautiful sunset from the boat ! We were amazed at the Bioluminescent Bay and the water show from the plankton. The 3 year old made the glowing water shoot out like Elsa did in the movie Frozen. Our son really got the water glowing with his fast movements..This was a sight everyone show see and this is the company to trust!! Thanks Jordan!!

Private, luxury, custom charters to Stingray City, Snorkeling & More

Rob_T, Jan 2026

Awesome private boat tour

Besides the beautiful scenery, the guys who did the tour were fantastic. Respectful, kind, and extremely knowledgeable on the area and wildlife. We were a family of seven and every single person said it was an amazing day. I would recommend this to tour in particular to anyone going to Grand Cayman.

3HR Full Island Life Jetski Tour

Brenda_G, Jan 2026

You should do this!

My husband and I loved this excursion. The ship ported at an alternate site due to weather and they were able to adjust the pick-up. The seas were rough but the operator made sure to drive ahead of me to cut down on the riugh surf.. We stopped at the sting rays and was able to feed and get some photo ops and then a beach club before heading back. Great time!