Head of The Bay Vacation Packages
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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.
Top Head of The Bay Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Leverick Bay Resort and Marina
CA $1,814
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Spanish Town (VIJ)
8.8/10 Excellent! (35 reviews)
Excellent stay ….. it was towards the end of our sailing season and I was looking for a relaxing stay on VG with spectacular views, food and staff. LBRM checked all the boxes.
Thank you !
Reviewed on Aug 9, 2026
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 kilometres 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!
Ready to book your vacation to Head of The Bay?
Head of The Bay Hotel Deals
Wyndham Tortola BVI Lambert Beach Resort
East End East End Tortola
CA $254
CA $305 total
Aug 27 - Aug 28
includes taxes & fees
8.8/10 Excellent! (728 reviews)
"Amazing oceanfront panorama and great beach."
Reviewed on Aug 21, 2026
Nanny Cay Resort and Marina
Nanny Cay Road Town NA
CA $276
CA $334 total
Aug 30 - Aug 31
includes taxes & fees
Cane Garden Bay Beach Hotel
Rte 1 Cane Garden Bay Tortola
CA $375
CA $471 total
Aug 24 - Aug 25
includes taxes & fees
9.8/10 Exceptional! (280 reviews)
"Great location and excellent services"
Reviewed on Aug 17, 2026
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
Full-Day Charter To The Baths Virgin Gorda British Virgin islands
CA $6,669
per traveller
"Seas the Day!" Hop to iconic BVI islands and amazing snorkeling.
CA $2,373
per traveller
Frequently asked questions
How much does a Head of The Bay vacation package cost?
Offering excellent value package deals from CA $1,814 on Expedia, you'll be pleasantly surprised at how much a vacation to Head of The Bay costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Head of The Bay?
The off-season is the best time to head to Head of The Bay if you're trying to save. Another tip for getting cheap Head of The Bay vacation packages? Try to avoid public holidays and any major festivals.
How many days is enough for Head of The Bay?
When planning your Head of The Bay vacation, a few days will be enough to tour the top spots. Make sure to visit Gorda Peak National Park — it's one of the top sights in this destination. If you're looking for more adventure, consider basing yourself here and venturing off on some tours from Head of The Bay.
Is it worth booking a vacation package to Head of The Bay?
Head of The Bay offers everything you need for a wonderful escape. Begin your Head of The Bay vacation on a high note by exploring popular attractions like The Baths.
How to find the best Head of The Bay package deals?
Use Expedia's filter tool to find some tempting Head of The Bay package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Head of The Bay package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Head of The Bay vacation as a package?
You can enjoy significant savings on your Head of The Bay break by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to view the best flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Head of The Bay?
If you're considering a spur-of-the-moment Head of The Bay trip, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Head of The Bay?
- Pick the ideal time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Head of The Bay.
- Work out your budget: Ensure you have enough money to cover everything from transportation and food to activities and flights. Your hotel will likely be the largest expense during your trip to Head of The Bay.
- Decide how long to go for: Now that you're more familiar with Head of The Bay, you can work out the perfect length of your break. Pull together a draft itinerary and give yourself enough time to get through everything on your must-do list.
- Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose a Head of The Bay vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
