Sail aboard a private catamaran to two of Anguilla's most spectacular uninhabited cays — Sandy Island and Prickly Pear — where powdery white sand meets impossible shades of turquoise. Snorkel pristine reefs, sip chilled rum punch, and feel utterly alone in paradise.
What to expect
Your captain departs Road Bay and skims across glassy Caribbean waters to Sandy Island, a postcard-perfect ribbon of sand ringed by healthy coral. After snorkelling and swimming there, you sail on to Prickly Pear's twin beaches, where lunch and fresh lobster can be arranged. The return leg often catches a perfect trade-wind breeze, making the sail itself a bucket-list moment.
Good to know
Sandy Island is about 15 minutes from Road Bay by boat — ideal for tight port schedules. Pre-book a private charter to guarantee departure times that work around your all-aboard. Bring reef-safe sunscreen, a dry bag, and cash for the lobster lunch add-on at Prickly Pear.
Sail there
Luxury cruises that call at Road Bay — book through us, the fare is identical and your concierge stays on your side.
More to do in Road Bay
- Shoal Bay East: Anguilla's #1 Beach with Private Cabana & Snorkel
- Private Luxury Villa Lunch & Anguilla Culinary Heritage Tour
- Sunset Horseback Ride on Anguilla's Wild Eastern Beaches
- Heritage Walk & Salt Pond Trail with a Local Historian
- Stand-Up Paddleboard & Kayak Safari: Meads Bay & Hidden Coves