Skip to main content
A pier extending into calm water with a backdrop of a hilly landscape and buildings.

Road Town Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Road Town vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Outdoor pool
    Sept 20 - Sept 25

    Fort Burt Hotel + Flight

    Waterfront
    5 nights
    3.5 star property
    6.6/10 - (419 reviews)
    Roundtrip • Toronto (YYZ) - Tortola (EIS)
    YYZ - EIS • 1 stop EIS - YYZ • 2 stops
    CA $1,657
    CA $1,401
    per traveller
    found 13 hours ago
    Fort Burt Hotel
  • View from property
    Sept 20 - Sept 25

    Coconut Tree Villa + Flight

    East End
    5 nights
    3.5 star property
    8.6/10 - Excellent (40 reviews)
    "Beautiful scenery "
    Reviewed May 18, 2026
    Roundtrip • Toronto (YYZ) - Tortola (EIS)
    YYZ - EIS • 1 stop EIS - YYZ • 2 stops
    CA $2,686
    CA $2,113
    per traveller
    found 13 hours ago
    Coconut Tree Villa
  • 3 outdoor pools, pool umbrellas, sun loungers
    Sept 20 - Sept 25

    Scrub Island Resort, Spa & Marina + Flight

    Scrub Island
    5 nights
    5.0 star property
    9.0/10 - Wonderful (196 reviews)
    "Everything went spectacular"
    Reviewed July 7, 2026
    Roundtrip • Toronto (YYZ) - Tortola (EIS)
    YYZ - EIS • 1 stop EIS - YYZ • 2 stops
    CA $3,253
    CA $2,693
    per traveller
    found 13 hours ago
    Scrub Island Resort, Spa & Marina
  • Deluxe Penthouse, Balcony, Ocean View (Cool Water 1) | View from room
    Sept 20 - Sept 25

    Cane Garden Bay Beach Hotel + Flight

    Cane Garden Bay
    5 nights
    3.5 star property
    9.8/10 - Exceptional (270 reviews)
    "Amazing stay!! My wife and I spent our honeymoon island-hopping and the three days we spent here were our absolute favorite. Cane Garden Bay is a beautiful area and all of the beachfront bars and restaurants are excellent, and this hotel is right in the middle of everything and anything you could possibly want. Steps from the beach, and with their own bar and restaurant on the beach as well. We loved our time here and will absolutely be returning with some family and friends in the near future...."
    Reviewed July 18, 2026
    Roundtrip • Toronto (YYZ) - Tortola (EIS)
    YYZ - EIS • 1 stop EIS - YYZ • 2 stops
    CA $2,227
    CA $1,844
    per traveller
    found 13 hours ago
    Cane Garden Bay Beach Hotel
  • Outdoor pool, pool umbrellas, sun loungers
    Sept 20 - Sept 25

    The Aerial, BVI + Flight

    East End
    5 nights
    4.0 star property
    9.0/10 - 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..."
    Reviewed June 2, 2026
    Roundtrip • Toronto (YYZ) - Tortola (EIS)
    YYZ - EIS • 1 stop EIS - YYZ • 2 stops
    CA $5,581
    CA $4,641
    per traveller
    found 13 hours ago
    The Aerial, BVI

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
Learn more about Road Town
A harbor with boats, a red structure, and a rainbow over a hillside with houses.
Photo by Nerdin St Rose
Open Photo by Nerdin St Rose

Waterfront

Road Town's Waterfront area brings Caribbean charm right to the water's edge. Stroll along scenic pedestrian walkways with stunning harbour views and colourful marina scenes. Browse the vibrant Crafts Alive Market where local vendors sell island specialties and handmade goods. This area serves as the main transit hub connecting travellers to other Virgin Islands. The historic Government House and Virgin Islands Folk Museum showcase the island's rich heritage. Her Majesty's Prison Museum and St. George's Anglican Church add cultural depth to your exploration. When evening arrives, waterside restaurants offer perfect sunset dining with gentle waves providing the soundtrack.
A coastal town with buildings on hills, a marina with boats, and clear blue waters.

Wickhams Cay 1

Wickhams Cay 1 is Road Town's sleek financial district where modern glass offices meet the Caribbean Sea. This waterfront business hub buzzes with bankers by day and quiets down after 5 PM. The harbour views offer a striking contrast between corporate architecture and tropical waters. Wide promenades along the harbour make for pleasant walks with views of luxury yachts and island ferries. Travellers will find this area most useful for financial services or as a jumping-off point to other islands. The ferry terminal connects to Virgin Gorda, Anegada, and beyond.
A coastal town with a marina, boats, and buildings on a hillside.

Horsepath

Hillside Horsepath offers a peaceful retreat above the bustle of Road Town. Caribbean homes dot the lush slopes, showcasing authentic island living with stunning harbour panoramas below. Visitors experience genuine Tortola life in this quiet residential area. The winding roads reveal colourful local architecture and tropical gardens at every turn. Budget-friendly guesthouses and vacation rentals provide value while remaining just minutes from Road Town's amenities. Most travellers rent cars to navigate the steep terrain.

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.
A coastal town with a marina, green hills, and clear blue water.

Greenbank Estate

Greenbank Estate crowns the hills above Road Town with luxurious private villas and sweeping Caribbean Sea views. This peaceful retreat offers upscale accommodations where infinity pools merge with horizon panoramas. Lush tropical gardens surround each residence, creating a serene atmosphere far from tourist crowds. The area provides an exclusive home base for exploring Tortola's attractions. Beaches like Brewers Bay and Cane Garden Bay are just a short drive away. Most villas feature contemporary Caribbean architecture with spacious terraces perfect for sunset cocktails. Rental cars are essential for navigating the hillside location.

Discover the most popular places to visit in Road Town

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.

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 $1,271
per traveller
0% of travellers recommend
Half or Full-Day Private Boat Charter from St. John or St. Thomas
See all activities in Road Town

Road Town Hotel Deals

Exterior

Village Cay Hotel and Marina

Village Cay Hotel and Marina
3.5 star property
0.7 km from Road Town
8.2 out of 10, Very good, (1,003 reviews)
The price is CA $227
CA $268 total
includes taxes & fees
Aug 13 - Aug 14
Village Cay Hotel and Marina
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.
See all properties in Road Town

Frequently Asked Questions

How much does a Road Town vacation package cost?

Offering great value package deals from CA $1,401 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.