Road Town Vacations from $1,639

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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.
Bitter End Yacht Club

Bitter End Yacht Club

3.5 out of 5
Price was $2,426, price is now $1,639 per person
$1,639
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tortola (EIS)
9/10 Wonderful! (46 reviews)
it was amazing; the spot the beaches, the staff, the wifi and the activities are out of this world.

Reviewed on Jul 12, 2017

Rosewood Little Dix Bay

Rosewood Little Dix Bay

5 out of 5
Save 100% on your flight
Price was $16,476, price is now $9,784 per person
$9,784
per person
Nov 15 - Nov 22
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
9.2/10 Wonderful! (92 reviews)
Staff was phenomenal

Reviewed on Sep 27, 2025

Scrub Island Resort, Spa & Marina

Scrub Island Resort, Spa & Marina

5 out of 5
Save 100% on your flight
Price was $2,970, price is now $2,020 per person
$2,020
per person
Nov 15 - Nov 22
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
9/10 Wonderful! (172 reviews)
This was one of the best experiences we've ever had. The hotel is spectacular, as is the shuttle service and the hotel staff. The only thing I didn't like is that when you purchase the stay package, they don't tell you about the room and service fees, and then they charge you at the end of your stay, which are unavoidable. But the stay was truly spectacular!!!

Reviewed on Sep 1, 2025

The Aerial, BVI

The Aerial, BVI

4 out of 5
Save 100% on your flight
Price was $6,906, price is now $4,935 per person
$4,935
per person
Nov 15 - Nov 22
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
9.6/10 Exceptional! (4 reviews)
Our stay at the Aerial BVI was exceptional. The property is breathtaking, the staff is so kind and cater to your every need. The island has such a special purpose and meaning behind it bad we were so happy to experience it. We took advantage of the horseback riding, spa treatments, night glass bottom kayak ride. The food was all farm to table and healthy and the beach was beautiful. I can’t say enough about the room design and the stunning ocean views. This property is one of a kind and a rare gem. Every detail is so thought out and the focus is on healing and wellness which I love. We will definitely be back and have already told all of our loved ones.

Reviewed on Jul 9, 2024

Cane Garden Bay Beach Hotel

Cane Garden Bay Beach Hotel

3.5 out of 5
Price was $2,343, price is now $1,839 per person
$1,839
per person
Nov 15 - Nov 22
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
9.8/10 Exceptional! (152 reviews)
Convenient to beautiful Cane Garden Bay, many eating choices, hotel was fresh and clean and well maintained. Large comfortable rooms and lovely pleasant staff

Reviewed on Oct 10, 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

4.5/5(210 reviews)

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

4/5(144 reviews)

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

5/5(2 reviews)

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

Lady Lynsey II

St. Thomas Dinner Sail to St. John with Open Bar & Hors D'oeuvres - Ritz-Carlton

$149
per adult
86% of travellers recommend
St. Thomas Dinner Sail to St. John with Open Bar & Hors D'oeuvres - Ritz-Carlton
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
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 Oct 12 to Oct 13
$175 total
Oct 12 - Oct 13
Total with taxes and fees
8/10 Very Good! (779 reviews)
"The room was clean, friendly staff, good parking. I booked a suite, but on arrival was given a condo. A used towel was left by a previous occupant. The bed was uneven and not quite comfortable. Rain fell that night and water came into the bathroom."

Reviewed on Sep 23, 2025

Village Cay Hotel and Marina
Nanny Cay Resort and Marina

Nanny Cay Resort and Marina

3 out of 5
Nanny Cay, Road Town, NA
$189 nightly
The price is $206 total per night from Oct 11 to Oct 12
$206 total
Oct 11 - Oct 12
Total with taxes and fees
8.8/10 Excellent! (10 reviews)
"It was quite and relaxing will visit again."

Reviewed on Oct 3, 2025

Nanny Cay Resort and Marina
Maria's By the Sea Hotel

Maria's By the Sea Hotel

3.5 out of 5
Road Town, Road Town, Tortola
$234 nightly
The price is $256 total per night from Nov 9 to Nov 10
$256 total
Nov 9 - Nov 10
Total with taxes and fees
8.8/10 Excellent! (917 reviews)
"Everything was excellent from the courteous staff, very clean rooms with daily cleaning, amazing food, balcony view of harbor and option of the town. Love this place"

Reviewed on Oct 4, 2025

Maria's By the Sea Hotel
See all 441 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.

Road Town Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Terrance B. Lettsome Intl. Airport (EIS)
Population
8,400
Max Temp Winter
80ºF
Max Temp Summer
85ºF
Top Sights
Smugglers Cove Beach, Cane Garden Bay Beach and Long Bay Beach

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Frequently asked questions

How much does a Road Town vacation package cost?
You'll find cheap prices from $1,639 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.

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.