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

Village Cay Hotel and Marina
Village Cay Hotel and Marina
3.5 out of 5
Nibbs St, Road Town, Tortola
Fully refundableReserve now, pay when you stay
8/10 Very Good! (720 reviews)
"Conveniently located over looking the marina. Great open air restaurent and small pool to cool off. The staff was amazinga and very helpful. The rooms are starting to show signs of age. Some rooms had issues with ac systems. I would go back."

Reviewed on 17 Jun, 2025

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Village Cay Hotel 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$286 per night from 23 Jun to 24 Jun
S$286
23 Jun - 24 Jun
includes taxes & fees
8.6/10 Excellent! (553 reviews)
"Beautiful and non pretentious location. Wick hop to marina to get on Catamaran."

Reviewed on 13 Jun, 2025

Wyndham Tortola BVI Lambert Beach Resort
Sebastian's on the Beach
Sebastian's on the Beach
3 out of 5
Apple Bay, West End, Tortola
Fully refundableReserve now, pay when you stay
The price is S$217 per night from 1 Jul to 2 Jul
S$217
1 Jul - 2 Jul
includes taxes & fees
8.4/10 Very Good! (814 reviews)
"Loved this quaint spot! Dinner & drinks in their restaurant were superb. Oh, and their rum…to die for!"

Reviewed on 19 Jun, 2025

Sebastian's on the Beach
See all 392 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.

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.

What to do in Head of The Bay

Private Full Day Charter to the British Virgin Islands from USVI

Private Full Day Charter to the British Virgin Islands from USVI

S$1,922
per traveller
100% of travellers recommend
Private Full Day Charter to the British Virgin Islands from USVI
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$6,108
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$2,057
per traveller
"Seas the Day!" Hop to iconic BVI islands and amazing snorkeling.
See all activities in Head of The Bay

* 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.