Road Town Vacations from $1,660

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Your Road Town Vacation

Say farewell to planning worries and hello to a Road Town vacation package. With the finer details organized before you take off, you can focus on discovering every inch of this city, starting with Wickhams Cay 1, which is good for views, dining and shopping. Make your trip to Road Town even more fun by including some sightseeing. Cane Garden Bay Beach, Anegada Island and Nanny Cay are some of the popular attractions worth exploring. Browse Expedia's wide range of travel options and start organizing your ideal vacation to Road Town today.

The Latest Road Town vacation packages

Price found within the past 48 hours. Click for updated prices.
Cane Garden Bay Beach Hotel

Cane Garden Bay Beach Hotel

3.5 out of 5
per person
Oct 19 - Oct 24
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
9.8/10 Exceptional! (128 reviews)
Massages at the spa were wonderful.

Reviewed on Jul 28, 2025

Rosewood Little Dix Bay

Rosewood Little Dix Bay

5 out of 5
Save 100% on your flight
per person
Oct 19 - Oct 24
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
9.2/10 Wonderful! (90 reviews)
The property and rooms are amazing, the restaurants, bars were top shelf. our butler was extremely attentive and helpful. Highly recommended.

Reviewed on Apr 28, 2025

Oil Nut Bay

Oil Nut Bay

4 out of 5
Save 100% on your flight
per person
Oct 19 - Oct 24
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
10/10 Exceptional! (1 review)
Bitter End Yacht Club

Bitter End Yacht Club

3.5 out of 5
per person
Oct 23 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tortola (EIS)
9/10 Wonderful! (45 reviews)
Scrub Island Resort, Spa & Marina

Scrub Island Resort, Spa & Marina

5 out of 5
per person
Oct 19 - Oct 24
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
9/10 Wonderful! (165 reviews)
Staff needs help!!! Horrible service and regards for guest!

Reviewed on Jul 2, 2025

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Where to stay in Road Town

Find the best Road Town areas and neighborhoods for the activities you enjoy most. Learn more about Road Town
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Waterfront

3 out of top 10 points of interest in this area
3.5/5(25 area reviews)

If you're spending some time in Waterfront, Government House and Virgin Islands Folk Museum are top sights worth seeing.

Find hotels in Waterfront

Discover the most popular places to visit in Road Town

Trunk Bay Beach

Trunk Bay Beach

If a restful vacation is part of your travel plans, Trunk Bay Beach might be the perfect place to seek out during your trip to Road Town. Stroll along the seaside or seek out the sailing opportunities.

Trunk Bay Beach

Tortola Cruise Ship Port

Explore the waterfront in Road Town with a trip to Tortola Cruise Ship Port. Wander the beautiful beaches and seaside in this romantic area.

Tortola Cruise Ship Port

Anegada Island

Commune with nature and explore the great outdoors at Anegada Island during your travels in Road Town. Wander the beautiful beaches and seaside in this romantic area.

Anegada Island

What to do in Road Town

St. John Full-Day Lime Out Snorkel Taco Lunch & Open Bar - Westin

St. John Full-Day Lime Out Snorkel Taco Lunch & Open Bar - Westin

$179
per adult
96% of travellers recommend
St. John Full-Day Lime Out Snorkel Taco Lunch & Open Bar - Westin
A Day of Day Drinking

Jost Van Dyke Funday & Willy T (Foxy's, Soggy Dollar, Willy-T)

$335
per adult
100% of travellers recommend
Jost Van Dyke Funday & Willy T (Foxy's, Soggy Dollar, Willy-T)
Visit the best spots in the US Virgin Islands during this half-day boat charter aboard Bonus Time.

Half or Full-Day Private Boat Charter from St. John or St. Thomas

$795
per traveler
Half or Full-Day Private Boat Charter from St. John or St. Thomas
See all activities in Road Town

Road Town 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 8 to Aug 9
$175 total
Aug 8 - Aug 9
Total includes taxes and fees
8/10 Very Good! (749 reviews)
"Had a great stay! Great perks and nice management!"

Reviewed on Jul 21, 2025

Village Cay Hotel and Marina
Maria's By the Sea Hotel

Maria's By the Sea Hotel

3.5 out of 5
Road Town, Road Town, Tortola
$245 nightly
The price is $267 total per night from Aug 6 to Aug 7
$267 total
Aug 6 - Aug 7
Total includes taxes and fees
8.8/10 Excellent! (899 reviews)
"Near everything, ferries road and restaurants"

Reviewed on Jul 23, 2025

Maria's By the Sea Hotel
Fort Burt Hotel

Fort Burt Hotel

3.5 out of 5
Road Town, P.O. Box 3380, Road Town, Tortola
Fully refundableReserve now, pay when you stay
$164 nightly
The price is $178 total per night from Aug 9 to Aug 10
$178 total
Aug 9 - Aug 10
Total includes taxes and fees
6.4/10 (364 reviews)
"Good morning The stay was good Peaceful But the place was not clean properly In the upper bathroom corner there was so much spider line and somewhere you could see rusting in several areas. In spite off all, it was worth it for the quietness, comfortability."

Reviewed on Jun 13, 2025

Fort Burt Hotel
See all 410 properties in Road Town
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.

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Frequently asked questions

How much does a Road Town vacation package cost?
You'll find cheap prices from $1,660 on Expedia for your Road Town escape. However, a range of factors like the hotel choice, length of stay and season will determine how much your vacation to Road Town costs.
What are the cheapest months to go to Road Town?
If you're looking to book a cheap Road Town vacation package, consider visiting in May, June and December. You're likely to find lower prices on hotels and airfares during these months — perfect for travelers wishing to save money.
How many days is enough for Road Town?
With around 2 days, you'll have enough time to experience popular neighborhoods such as Waterfront and Wickhams Cay 1 during your Road Town vacation. Remember to also add Biras Creek Trail and Road Town Methodist Church to your sightseeing list. Looking for more adventures? Consider exploring outside of Road Town on tours and day trips.
Is it worth booking a vacation package to Road Town?
Whether you want to explore attractions like Nanny Cay and Anegada Island on your Road Town vacation, or coming for its great nature, shopping and gift and craft shops, there's something for everyone here. With so much to experience, you'll soon find out why so many people think Road Town is a good vacation destination.
How to find the best Road Town package deals?
Use Expedia's handy filters to find some of the best Road Town package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Road Town package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Road Town vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and stays individually. Better still, you can personalize your Road Town escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Road Town?
If you've got your Road Town travel dates confirmed, book as early as you can to bag some outstanding deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Road Town?

  1. Choose when to get away: Check your calendar and pack your bags. Your favorite season and the activities on offer will also help you decide when to vacation in Road Town.
  2. Set your budget: Factor in costs such as flights, meals and transportation when calculating how much to put aside for your trip to Road Town. Then, select a property that suits your budget, whether that's a wallet-friendly stay or a deluxe retreat.
  3. Discover Road Town using Expedia's trip planning tool: Gain insights into the top attractions and best properties for your trip to Road Town. You can also save your must-visit places, collaborate with friends and family and manage your plans in one place.
  4. Decide how long to go for: Now that you're up to speed on Road Town, you can work out the right length of your vacation. Pull together a draft itinerary and give yourself enough time to get through everything on your must-do list.
  5. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to find a Road Town vacation package that brings all your bookings together.
  6. Add on experiences and excursions: Read our dedicated travel guide to find some exciting things to do in Road Town. Book tickets or make reservations as soon as you can to save time and avoid the hassle of trying to find activities once you arrive.

Does Expedia offer Book Now, Pay Later Road Town vacation packages?
Secure your dream getaway to Road Town with our Book Now, Pay Later vacations. No need to save up or hold off until payday — we've joined forces with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans allow you to spread the cost across 3, 6 or 12 months. With no late payment fees or extra charges, you can easily stay on budget and snap up bargains before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.