Private Sailing Charters in the Cayman Islands
Active
2h - 7h
For a full refund, cancel at least 24 hours before the scheduled departure time.
Instant confirmation
Mobile or paper ticket accepted
About this experience
Discover the beauty of the Cayman Islands with a private sailing charter aboard our luxurious 47’ Beneteau Oceanis or 38′ Lagoon Catamaran. Enjoy an all-inclusive experience featuring snacks, refreshments, snorkeling gear, and floaties. Swim with stingrays at Stingray City and customize your own sailing adventure with Captain Orneil and Captain James who will take you to secret spots known only to locals. Perfect for groups looking to explore the stunning Caribbean waters at their own pace.
Available options
Private Sailing Charters in the Cayman Islands
What's included
Soda/Pop
Bottled water
Use of Snorkelling equipment
Detailed itinerary
1
A full-on Caribbean sailing experience.
Your half-day sail includes 2 snorkel stops in the North Sound where you feed and swim with the stingrays at the original Stingray City.
Then visit the Captain’s secret spot, “Orneil’s Aquarium”, which you won’t find on any map, but it’s teeming with local marine life.
What's not included
Feel free to bring any food and beverages including alcohol.
Available languages
Guide guide
EN
Important information
Service animals allowed
Suitable for all physical fitness levels
Meeting point
Dock D for the 47 ft monohull Splendour in the Wind
Dock A for the 38 ft catamaran H2 007
About Grand Cayman
Grand Cayman is the largest of the three Cayman Islands, known for its stunning beaches, vibrant marine life, and world-class diving. It offers a blend of luxurious resorts, historical sites, and natural wonders, making it a top destination in the Caribbean.
Top Attractions
Seven Mile Beach
One of the most famous beaches in the Caribbean, known for its white sand, clear waters, and stunning sunsets.
Beach
Half day to full day
Free
Stingray City
A unique sandbar where you can interact with friendly stingrays in their natural habitat.
Adventure
Half day
Moderate ($50-$80 per person)
Cayman Islands National Museum
Housed in the Old Courthouse, this museum offers a glimpse into the island's history and culture.
Historical
1-2 hours
Budget ($5-$10)
Must-Try Local Dishes
Conch Fritters
Fried fritters made from conch meat, a local delicacy.
Appetizer
Contains seafood
Grilled Lobster
Freshly caught lobster grilled to perfection, often served with local sides.
Main Course
Contains seafood
Rum Cake
A moist cake infused with local rum, a sweet treat to end your meal.
Dessert
Contains alcohol
Popular Activities
Diving
Snorkeling
Hiking
Beach lounging
Spa treatments
Sunset cruises
Museum visits
Historical tours
Best Time to Visit
November to April
This is the dry season with warm, sunny weather and lower humidity. It's the best time for outdoor activities, beach trips, and water sports.
24°C to 30°C
75°F to 86°F
Practical Information
Language
- Official: English
- Widely spoken: Spanish, Creole
- English: Widely spoken
Currency
Cayman Islands Dollar (KYD)
Time Zone
EST (GMT-5)
Electricity
120VV, 60HzHz
Safety Information
Overall Safety Rating: Very safe
Grand Cayman is generally very safe with low crime rates. However, travelers should still take standard precautions to ensure a safe and enjoyable trip.
Important Precautions:
- • Keep valuables secure
- • Avoid walking alone at night in isolated areas
- • Use reputable tour operators
Getting there
By air
- Owen Roberts International Airport • 5 km from George Town
By bus
George Town Bus Terminal
Getting around
Public transport
Buses are affordable and convenient for getting around the island. They operate on a fixed schedule.
Taxis
Available • Apps: Local taxi services can be booked by phone
Rentals
Car, Bike, Scooter
Neighborhoods
George Town
Seven Mile Beach
West Bay
Day trips
Cayman Brac
100 km from Grand Cayman • Full day
A smaller island known for its dramatic bluffs, caves, and excellent diving spots.
Little Cayman
130 km from Grand Cayman • Full day
A small, tranquil island known for its pristine beaches and excellent diving opportunities.
Festivals
Pirates Week Festival • Early November
Cayman Cookout • January
Pro tips
- Visit Stingray City for a unique and unforgettable experience
- Rent a car to explore the island at your own pace
- Try local dishes like conch fritters and grilled lobster
- Book accommodations and tours in advance, especially during peak season
- Bring reef-safe sunscreen to protect the marine environment
From $25
per person
Price varies by option
Secure booking
Free cancellation available
Instant confirmation
