Head of The Bay Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥109,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Head of The Bay Vacation Packages

Head of The Bay Beach Vacation

Get prepared to live out your beach fantasies on your upcoming Head of The Bay vacation. 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 kilometers from the city center, Little Dix Bay Beach is the place to be for many visitors. Have a look through our Head of The Bay vacation deals and watch your travel budget go further!

Head of The Bay Hotel Deals

Nanny Cay Resort and Marina

Nanny Cay Resort and Marina

3 out of 5
Nanny Cay Road Town NA
The price is ￥33,063 per night from Jul 22 to Jul 23
￥33,063
￥39,743 total
Jul 22 - Jul 23
includes taxes & fees
9.4/10 Exceptional! (234 reviews)
"You can’t beat the location of Nanny Caye if you are using the marina. Keep in mind that boaters start their mornings very early and the staff starts using the leaf blower at 7 am!!! Other than that, the room and property are fabulous! Avoid Peg Leg bar/resteraunt! The staff is rude and you’ll wait ..."

Reviewed on Jul 4, 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
The price is ￥29,767 per night from Jul 13 to Jul 14
￥29,767
￥35,720 total
Jul 13 - Jul 14
includes taxes & fees
8.8/10 Excellent! (702 reviews)
"Clean Stocked"

Reviewed on Jul 2, 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 ￥26,252 per night from Jul 19 to Jul 20
￥26,252
￥30,977 total
Jul 19 - Jul 20
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"The staff stayed late (after 10pm) to welcome me when I arrived."

Reviewed on Jul 6, 2026

Village Cay Hotel and Marina
See all 699 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

Discover The Baths of Virgin Gorda Full Day Adventure - Westin St. John

Discover The Baths of Virgin Gorda Full Day Adventure - Westin St. John

￥52,624
per adult
100% of travellers recommend
Discover The Baths of Virgin Gorda Full Day Adventure - Westin St. John
BVI Private Day Charters

BVI Private Day Charters

￥184,742
per traveler
BVI Private Day Charters
Magic Mangrove Paddle in Beef Island Lagoon

Magic Mangrove Paddle in Beef Island Lagoon

￥16,795
per adult
100% of travellers recommend
Magic Mangrove Paddle in Beef Island Lagoon
See all activities in Head of The Bay

Frequently asked questions

How much does a Head of The Bay vacation package cost?
You can snap up a vacation package to this destination on Expedia. However, how much your vacation 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 vacation 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 vacation 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 vacation package to Head of The Bay?
Head of The Bay is a good vacation destination with attractions like The Baths among the many things to keep you entertained. Whether you're traveling with the family or getting away with friends, a Head of The Bay vacation 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 vacation as a package?
You can enjoy significant savings on your next Head of The Bay escape by booking a tailored vacation 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 vacation 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 accommodations, 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 accommodations: Once you've settled on your travel dates and duration, book the perfect Head of The Bay vacation package for you.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.