Head of The Bay Holidays

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Head of The Bay Beach Holiday

Get prepared to live out your beach fantasies on your upcoming Head of The Bay holiday. Set off on a lovely walk, take in the gorgeous coastal views and collect pretty seashells on your trip to Head of The Bay. Situated just 0.64 kilometres from the city centre, Little Dix Bay Beach is the place to be for many visitors. Have a look through our Head of The Bay holiday deals and watch your travel budget go further!

Top hotels in Head of The Bay

Nanny Cay Resort and Marina

Nanny Cay Resort and Marina

3 out of 5
Nanny Cay Road Town NA
The price is S$289 per night from 5 Mar to 6 Mar
S$289
5 Mar - 6 Mar
includes taxes & fees
9.2/10 Wonderful! (102 reviews)
Roof is average but hotel has everything very close - pool, beach, small cafeteria, restaurant on the beach Great combo

Reviewed on 1 Mar, 2026

Nanny Cay Resort and Marina
Wyndham Tortola BVI Lambert Beach Resort

Wyndham Tortola BVI Lambert Beach Resort

4.5 out of 5
East End East End Tortola
Fully refundableReserve now, pay when you stay
The price is S$501 per night from 7 Mar to 8 Mar
S$501
7 Mar - 8 Mar
includes taxes & fees
8.8/10 Excellent! (646 reviews)
Close to airport, good food, great service

Reviewed on 28 Feb, 2026

Wyndham Tortola BVI Lambert Beach Resort
Village Cay Hotel and Marina

Village Cay Hotel and Marina

3.5 out of 5
Nibbs St Road Town Tortola
The price is S$262 per night from 8 Mar to 9 Mar
S$262
8 Mar - 9 Mar
includes taxes & fees
8.2/10 Very Good! (883 reviews)
Have been a few times now and the place is pretty run down and certainly no value for money. Rooms a big and even have a kitchenette. But they are really dated and the bathroom is substandard. My room was on the 2nd floor and my shower only had a drizzle as no water pressure. No hot water either. ...

Reviewed on 2 Mar, 2026

Village Cay Hotel and Marina
See all 404 properties in Head of The Bay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

What to do in Head of The Bay

Private Hiking Tour in British Virgin Island with the Best 360 View

Private Hiking Tour in British Virgin Island with the Best 360 View

S$126
per adult
Private Hiking Tour in British Virgin Island with the Best 360 View
Sail away to paradise, where every moment glistens like the sea - Grandeur Charters BVI.

Full-Day Charter To The Baths Virgin Gorda British Virgin islands

S$5,999
per traveller
Full-Day Charter To The Baths Virgin Gorda British Virgin islands
Close-up exploration of the mangrove lagoon ...

Magic Mangrove Paddle in Beef Island Lagoon

S$133
per adult
100% of travellers recommend
Magic Mangrove Paddle in Beef Island Lagoon
See all activities in Head of The Bay

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.