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

Wyndham Tortola BVI Lambert Beach Resort

Wyndham Tortola BVI Lambert Beach Resort

4.5 out of 5
East End East End Tortola
The price is S$286 per night from 25 Jul to 26 Jul
S$286
25 Jul - 26 Jul
includes taxes & fees
Wyndham Tortola BVI Lambert Beach Resort
Nanny Cay Resort and Marina

Nanny Cay Resort and Marina

3 out of 5
Nanny Cay Road Town NA
The price is S$316 per night from 5 Aug to 6 Aug
S$316
5 Aug - 6 Aug
includes taxes & fees
9.4/10 Exceptional! (246 reviews)
"Great place to stay"

Reviewed on 21 Jul, 2026

Nanny Cay Resort and Marina
Cane Garden Bay Beach Hotel

Cane Garden Bay Beach Hotel

3.5 out of 5
Rte 1 Cane Garden Bay Tortola
The price is S$450 per night from 19 Aug to 20 Aug
S$450
19 Aug - 20 Aug
includes taxes & fees
9.8/10 Exceptional! (270 reviews)
"Amazing stay!! My wife and I spent our honeymoon island-hopping and the three days we spent here were our absolute favorite. Cane Garden Bay is a beautiful area and all of the beachfront bars and restaurants are excellent, and this hotel is right in the middle of everything and anything you could ..."

Reviewed on 18 Jul, 2026

Cane Garden Bay Beach Hotel
See all 720 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

Magic Mangrove Paddle in Beef Island Lagoon

Magic Mangrove Paddle in Beef Island Lagoon

S$136
per adult
100% of travellers recommend
Magic Mangrove Paddle in Beef Island Lagoon
Full-Day Charter To The Baths Virgin Gorda British Virgin islands

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

S$6,136
per traveller
Full-Day Charter To The Baths Virgin Gorda British Virgin islands
"Seas the Day!" Hop to iconic BVI islands and amazing snorkeling.

"Seas the Day!" Hop to iconic BVI islands and amazing snorkeling.

S$2,183
per traveller
"Seas the Day!" Hop to iconic BVI islands and amazing snorkeling.
See all activities in Head of The Bay

Frequently asked questions

How much does a Head of The Bay holiday package cost?
You can snap up a holiday package to this destination on Expedia. However, how much your holiday to Head of The Bay costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Head of The Bay?
The off-season is the best time to visit Head of The Bay if you're trying to save. Another tip for finding cheap Head of The Bay holiday packages? Avoid visiting during public holidays and any major events or festivals.
How many days is enough for Head of The Bay?
The ideal duration for your Head of The Bay holiday depends on what you'd like to do and see. Typically, a handful of days to a week will give you time to tick off all the top attractions and explore some hidden treasures along the way.
Is it worth booking a holiday package to Head of The Bay?
Head of The Bay is a good holiday destination with attractions like The Baths among the many things to keep you entertained. Whether you're travelling with the family or getting away with friends, a Head of The Bay holiday promises a good time for everyone.
How to find the best Head of The Bay package deals?
Begin your search for a Head of The Bay package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Head of The Bay package deal right away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Head of The Bay adventure underway.
Is it cheaper to book a Head of The Bay holiday as a package?
You can enjoy significant savings on your next Head of The Bay escape by booking a tailored holiday package. Click on the "Package" heading, then select your destination and travel dates to see the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Head of The Bay?
If you have your Head of The Bay travel dates finalized, book early to score some terrific deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Head of The Bay?

  1. Pick your dates: What you'd like to do in Head of The Bay and your preferred season can help you decide when to get away.
  2. Budget wisely: As well as the cost of your accommodation, you should factor in other expenses too. These include flights, transportation and food. Also, put aside some extra funds for unexpected costs that may crop up during your trip to Head of The Bay.
  3. Decide your trip length: Consider how long you want to spend exploring Head of The Bay. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Combine your airfare and accommodation: Once you've settled on your travel dates and duration, book the perfect Head of The Bay holiday package for you.

* 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.