Road Town Vacation Packages

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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.

Top Road Town Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Fort Burt Hotel

Fort Burt Hotel

Waterfront
CA $1,745
per person
Sep 23 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tortola (EIS)
6.6/10 (420 reviews)
Good

Reviewed on Jul 28, 2026

Scrub Island Resort, Spa & Marina

Scrub Island Resort, Spa & Marina

CA $2,772
per person
Sep 23 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tortola (EIS)
9.2/10 Wonderful! (198 reviews)
Scrub Island is a top tier resort with beautiful amenities and amazing customer service from the time your flight lands, the ferry arrives to the dock, the check-in was flawless-even making sure our rooms were ready on time based on our arrival. Every staff member went above and beyond!

Reviewed on Aug 5, 2026

Coconut Tree Villa

Coconut Tree Villa

CA $2,524
per person
Sep 23 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tortola (EIS)
8.6/10 Excellent! (40 reviews)
Beautiful scenery

Reviewed on May 18, 2026

Cane Garden Bay Beach Hotel

Cane Garden Bay Beach Hotel

CA $2,179
per person
Sep 23 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tortola (EIS)
9.8/10 Exceptional! (276 reviews)
Very beautiful beach front hotel. Highly recommend

Reviewed on Aug 10, 2026

The Aerial, BVI

The Aerial, BVI

CA $5,499
per person
Sep 23 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tortola (EIS)
9/10 Wonderful! (6 reviews)
Stunning. The most relaxing hotel I've ever stayed at. Food was incredible, but pricey, skid the starters (cheaper to order a 2nd entree if you're hungry). Absolutely incredible stay! We stayed in late February and the breeze was incredible. The staff was amazing, the rooms were incredible but only lock from the inside (and they have a safe in each room) I actually loved that I didn't have to worry about a key, and because every room is like that, no one will rob you because everyone's room is that, feels like a great honor system, plus for the price per night, it's not attracting people who steal. The views are incredible, such a peaceful and healing private island. The showers, WOW, the most iconic high end outdoor showers I've ever experienced (we got to try 2 very different rooms). Two gyms, one indoor with an ocean view, one outdoor jungle gym style.

Reviewed on Jun 2, 2026

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
A sunset over a harbor with boats and a hill in the background.

Waterfront

2 out of top 10 points of interest in this area

If you're spending some time in Waterfront, Government House and Main Street are top sights worth seeing.

A coastal town with buildings on hills, a marina with boats, and clear blue waters.

Wickhams Cay 1

1 out of top 10 points of interest in this area

While there might not be top attractions in Wickhams Cay 1, you can explore the larger area and discover places like Tortola Cruise Ship Port and Anegada Island.

A coastal town with a marina, boats, and buildings on a hillside.

Horsepath

If you're looking for some top things to see and do in Horsepath and surrounding area, you can visit Tortola Cruise Ship Port and Anegada Island.

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Purcell

If you're looking for some top things to see and do in Purcell and surrounding area, you can visit Tortola Cruise Ship Port and Anegada Island.

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Botanic Station

1 out of top 10 points of interest in this area

While visiting Botanic Station, you might make a stop by sights like JR O’Neal Botanic Gardens and Main Street.

Ready to book your vacation to Road Town?

Choose your dates

Road Town Hotel Deals

Nanny Cay Resort and Marina

Nanny Cay Resort and Marina

Nanny Cay Road Town NA
CA $289
CA $347 total
Aug 30 - Aug 31
includes taxes & fees
9.4/10 Exceptional! (269 reviews)
"We arrived by boat mid August. The resort was good and in an excellent location. The marina facilities were great. Nearby restaurants were nice. Good atmosphere. Rooms were comfortable, clean, and perfect for our needs. Would definitely go back."

Reviewed on Aug 11, 2026

Nanny Cay Resort and Marina
Village Cay Hotel and Marina

Village Cay Hotel and Marina

Nibbs St Road Town Tortola
Fully refundableReserve now, pay when you stay
CA $210
CA $251 total
Sep 11 - Sep 12
includes taxes & fees
8.2/10 Very good! (1,007 reviews)
"My stay was perfect I had no complaints. Looking forward to booking you you again soon."

Reviewed on Aug 11, 2026

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

Maria's By the Sea Hotel

Road Town Road Town Tortola
CA $285
CA $351 total
Aug 18 - Aug 19
includes taxes & fees
Maria's By the Sea Hotel
See all 742 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.

Stay near popular Road Town attractions

An aerial view of a narrow island with clear turquoise waters and a sandy beach.

Anegada Island

8.8/10 (66 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.
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A beach with clear blue water and white sand, surrounded by palm trees.

Trunk Bay Beach

9.4/10 (221 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.
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Nanny Cay

8.8/10 (63 reviews)
Explore the waterfront in Road Town with a trip to Nanny Cay. Amble around the area's seaside, or seek out its sailing opportunities.
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St. George’s Anglican Church

7.0/10 (6 reviews)
St. George’s Anglican Church is just one of the places to see in Road Town, so why not enjoy the other things to explore during your travels? Wander the beautiful beaches and seaside in this romantic area.
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Road Town Methodist Church

5.6/10 (5 reviews)
Road Town Methodist Church is just one of the places to see in Road Town, so why not enjoy the other things to explore during your travels? Amble around this romantic area's beautiful beaches, or seek out the snorkeling spots.
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Government House

7.4/10 (10 reviews)
You can spend an afternoon studying the exhibits at Government House during your travels in Road Town. Stroll along the beautiful beaches in this romantic area, or seek out the snorkeling spots.
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JR O’Neal Botanic Gardens

6.6/10 (9 reviews)
Explore the lovely green spaces of JR O’Neal Botanic Gardens and also enjoy the snorkeling spots in Road Town. Wander the beautiful beaches and seaside in this romantic area.
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Sea Cow Bay

7.6/10 (9 reviews)
Commune with nature and explore the great outdoors at Sea Cow Bay during your travels in Road Town. Stroll along the seaside or seek out the sailing opportunities.
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What to do in Road Town

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

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

CA $1,257
per traveller
Half or Full-Day Private Boat Charter from St. John or St. Thomas
USVI Private Boat Charter Adventure

USVI Private Boat Charter Adventure

CA $2,106
per traveller
USVI Private Boat Charter Adventure
Two-Tank Morning Dive Trip for Certified Divers

Two-Tank Morning Dive Trip for Certified Divers

CA $253
per adult
Two-Tank Morning Dive Trip for Certified Divers
See all activities in Road Town

Frequently asked questions

How much does a Road Town vacation package cost?
Offering great value package deals from CA $1,745 on Expedia, you'll be thrilled with how little a vacation to Road Town costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Road Town?
August, September and October are the best times to look for cheap Road Town vacation packages. Travelling in less busy months means you can usually find better prices on flights and accommodations.
How many days is enough for Road Town?
Allow around 2 days for your Road Town vacation to immerse yourself in all that makes this place special. Stroll around key neighbourhoods, including Wickhams Cay 1 and Waterfront. Then tick off top sights like Anegada Island and Soper's Hole Marina. With a well-organized itinerary, you can keep busy with room for some downtime too. Want to go beyond Road Town? Consider an excursion or two.
Is it worth booking a vacation package to Road Town?
Road Town has everything you need for an awesome getaway — nature, shopping and bars and pubs are just the start. Whether you'd like to visit sights such as Nanny Cay and Anegada Island, or venture off the beaten track, there's plenty to see and do on your Road Town vacation.
How to find the best Road Town package deals?
Finding a cheap Road Town package deal is a cinch with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget range, add a few filters and see what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Road Town package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
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 accommodations individually. Better still, you can personalize your Road Town getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Road Town?
Score incredible bargains by booking your flights early with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Road Town getaway.
How to plan a trip to Road Town?
  1. Choose when to go: Check your diary and pack your bags. Your preferred time of year and the type of activities on offer will also help you decide when to visit Road Town.
  2. Calculate your budget: Make sure you have enough money to cover everything from food and transportation to airfares and activities. Your accommodations will likely be the largest expense during your trip to Road Town.
  3. Decide your trip length: Think about how much time you'd like to spend discovering Road Town. Plan your itinerary so you can get to all the experiences and attractions you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a customized Road Town vacation package.

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.