Head of The Bay Vacations from $2,007

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Your Head of The Bay Vacation

Book a tailored Head of The Bay vacation package that includes everything you need and nothing you don't. Great for views, dining and shopping, think about basing yourself in the neighborhood of Wickhams Cay 1. If taking in sights is on the cards during your trip to Head of The Bay, swing by leading attractions like The Baths, Little Dix Bay Beach and Leverick Bay Marina. Browse Expedia's extensive range of travel options and start planning your perfect vacation to Head of The Bay now.

The Latest Head of The Bay vacation packages

Price found within the past 48 hours. Click for updated prices.
Bayview Vacation Apartments

Bayview Vacation Apartments

3.5 out of 5
Price was $2,320, price is now $2,007 per person
$2,007
per person
Nov 8 - Nov 15
found 6 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Spanish Town (VIJ)
9.6/10 Exceptional! (25 reviews)
This property is perfect, so spacious and clean with all the amenities you could need! Beds are super comfy and host was really nice and responsive. Highly recommend! Please note you will need to be ok driving to beaches but they are super close (within 10 min)

Reviewed on Jul 1, 2024

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Discover the most popular places to visit in Head of The Bay

The view from the top of the baths is pretty great. That’s Tortola out in the distance.

The Baths

Commune with nature and explore the great outdoors at The Baths during your travels in Spanish Town. While you're in the area, stroll along the beautiful beaches.

The Baths
Lots of places to get lost here but this spot is the main draw. You can’t miss it.

The Baths National Park

Explore the great outdoors at The Baths National Park, a lovely green space in Spanish Town. Amble around the area's beaches, or seek out its snorkeling spots.

The Baths National Park
Who didn't love the Goonies? The Baths are filled with car sized granite boulders with trails leading in, up and around them. Perfect for bringing out your inner child!

Virgin Gorda Peak

Explore the great outdoors at Virgin Gorda Peak, a lovely green space in Spanish Town. While you're in the area, stroll along the beautiful beaches.

Virgin Gorda Peak

What to do in Head of The Bay

Baths of Virgin Gorda

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

$329
per adult
Discover The Baths of Virgin Gorda Full Day Adventure - Westin St. John
Private Full Day Charter to the British Virgin Islands from USVI

Private Full Day Charter to the British Virgin Islands from USVI

$1,495
per traveler
100% of travellers recommend
Private Full Day Charter to the British Virgin Islands from USVI
"Seas the Day!" Hop to iconic BVI islands and amazing snorkeling.

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

$1,600
per traveler
"Seas the Day!" Hop to iconic BVI islands and amazing snorkeling.
See all activities in Head of The Bay

Head of The Bay Hotel Deals

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
$160 nightly
The price is $175 total per night from Aug 31 to Sep 1
$175 total
Aug 31 - Sep 1
Total with taxes and fees
Village Cay Hotel and Marina
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
$158 nightly
The price is $173 total per night from Sep 8 to Sep 9
$173 total
Sep 8 - Sep 9
Total with taxes and fees
8.4/10 Very Good! (827 reviews)
Awesome location and stay!!
"We loved this place, we will be back!!"

Reviewed on Aug 26, 2025

Sebastian's on the Beach
Wyndham Tortola BVI Lambert Beach Resort

Wyndham Tortola BVI Lambert Beach Resort

4.5 out of 5
East End, East End, Tortola
Get rates
Wyndham Tortola BVI Lambert Beach Resort
See all 414 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.

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 0.4 miles (0.6 km) 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!

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Frequently asked questions

How much does a Head of The Bay vacation package cost?
You can snap up a vacation package to this destination from $2,007 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?
If you're looking to score a cheap Head of The Bay vacation package, consider visiting in June, August and December. You'll typically find better rates on airfares and hotels during these months — ideal for a budget-friendly break.
How many days is enough for Head of The Bay?
The ideal length for your Head of The Bay vacation depends on what you'd like to do and see. Generally, a few days to a week will give you time to check out all the top attractions and discover some hidden spots along the way.
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.
Does Expedia offer Book Now, Pay Later Head of The Bay vacation packages?
If you're anything like us, you love exploring new places but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Head of The Bay break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.