Cruise. Anchor. Relax.

Set sail from Annapolis — and wake up in paradise.

This year, we’re bringing the spirit of the islands to the Annapolis Boat Show with a chance to experience Cane Garden Bay, Tortola — the heart of the British Virgin Islands.

Enter for a chance to win a stay at Cane Garden Bay Beach Hotel, where island elegance meets effortless relaxation. Step from your balcony onto soft sands, sip something tropical as the sun melts into the horizon, and rediscover what it means to truly unwind.


Three exclusive prizes await:

Grand Prize: 2-night stay in an Oceanfront Suite
Second Prize: 1-night stay in a Standard Room
Third Prize: $100 dining certificate at one of our signature restaurants

How to enter:

Drop your name, email, and phone number below. That’s it.

Enter today — winners announced Sunday October 12.

Your next port of call could be paradise.

One entry per person. Blackout dates and standard hotel terms apply. Prize stays must be booked directly with the hotel and used within 12 months of the draw. Restaurant gift certificate valid at participating locations.