Pleasent Valley 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

Your Pleasent Valley Vacation

When a fun city getaway is calling, answer it with a vacation package to Pleasent Valley. The neighborhood of Wickhams Cay 1, which is good for views, dining and shopping, makes a great base for your adventures. Cane Garden Bay Beach, Anegada Island and Nanny Cay are just a few of the many attractions worth exploring during your trip to Pleasent Valley. Expedia will help you escape your daily routine. Tailor your vacation to Pleasent Valley to match your travel style, whatever that may look like.

Top Pleasent Valley Vacation Deals

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
Price was CA $1,663, price is now CA $1,506 per person
CA $1,506
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tortola (EIS)
9.8/10 Exceptional! (255 reviews)
Location and views

Reviewed on Jun 29, 2026

The Aerial, BVI

The Aerial, BVI

4 out of 5
Price was CA $3,540, price is now CA $3,012 per person
CA $3,012
per person
Sep 4 - Sep 7
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

Coconut Tree Villa

Coconut Tree Villa

3.5 out of 5
Price was CA $1,943, price is now CA $1,688 per person
CA $1,688
per person
Sep 4 - Sep 7
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

Scrub Island Resort, Spa & Marina

Scrub Island Resort, Spa & Marina

5 out of 5
Price was CA $2,291, price is now CA $2,086 per person
CA $2,086
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tortola (EIS)
9/10 Wonderful! (191 reviews)
Staff gets automatic tips so they are not helpful. Be prepared for “island time” in restaurants- poor service and super slow. Fish is not fresh. Property could use some better maintenance. Room was spacious and comfortable. Pool was fun with slide. Marina grocery was nice.

Reviewed on Jul 2, 2026

Saba Rock Resort

Saba Rock Resort

3.5 out of 5
Price was CA $2,792, price is now CA $2,581 per person
CA $2,581
per person
Aug 3 - Aug 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tortola (EIS)
9.8/10 Exceptional! (63 reviews)
They don’t bring alcohol to your room. Otherwise spitting image of perfect

Reviewed on Jun 17, 2026

Ready to book your vacation to Pleasent Valley?

 

Choose your dates

Pleasent Valley Hotel Deals

Nanny Cay Resort and Marina

Nanny Cay Resort and Marina

3 out of 5
Nanny Cay Road Town NA
The price is CA $287 per night from Jul 9 to Jul 10
CA $287
CA $345 total
Jul 9 - Jul 10
includes taxes & fees
9.4/10 Exceptional! (232 reviews)
"It was a clean room. For the price there should have been a shuttle to the main town (Road Town)to get the ferry. It was very expensive to move around. Their taxi men seemed like they were making up prices and charging per head as oppose to distance. Making think they needed a more regulated system ..."

Reviewed on Jun 28, 2026

Nanny Cay Resort and Marina
Wyndham Tortola BVI Lambert Beach Resort

Wyndham Tortola BVI Lambert Beach Resort

4.5 out of 5
East End East End Tortola
Fully refundableReserve now, pay when you stay
The price is CA $262 per night from Jul 4 to Jul 5
CA $262
CA $315 total
Jul 4 - Jul 5
includes taxes & fees
8.8/10 Excellent! (700 reviews)
"Clean Stocked"

Reviewed on Jul 2, 2026

Wyndham Tortola BVI Lambert Beach Resort
Village Cay Hotel and Marina

Village Cay Hotel and Marina

3.5 out of 5
Nibbs St Road Town Tortola
The price is CA $230 per night from Jul 4 to Jul 5
CA $230
CA $272 total
Jul 4 - Jul 5
includes taxes & fees
8.2/10 Very good! (997 reviews)
"It was great to get to comfortable bed, hot shower and a nice pool after a week on the water."

Reviewed on Jul 1, 2026

Village Cay Hotel and Marina
See all 694 properties in Pleasent Valley
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

What to do in Pleasent Valley

US Virgin Islands Island Hop & Food Boat Tour

US Virgin Islands Island Hop & Food Boat Tour

CA $484
per adult
80% of travellers recommend
US Virgin Islands Island Hop & Food Boat Tour
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 $1,239
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 $2,069
per traveller
USVI Private Boat Charter Adventure
See all activities in Pleasent Valley

Frequently asked questions

How much does a Pleasent Valley vacation package cost?
Offering excellent value package deals from CA $1,506 on Expedia, you'll be pleasantly surprised at how much a vacation to Pleasent Valley costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Pleasent Valley?
August, September and October are great times to look for cheap Pleasent Valley vacation packages. Opting to travel in less busy months means you can typically find reduced prices on hotels and flights.
How many days is enough for Pleasent Valley?
To fully enjoy your Pleasent Valley vacation, we recommend booking for 2 days. Split your time between discovering Trunk Bay Beach, Sea Cow Bay and other top attractions, as well as experiencing neighbourhoods like Wickhams Cay 1 and Waterfront. If you've got some spare time, add a day trip or tour to your Pleasent Valley vacation itinerary.
How to find the best Pleasent Valley package deals?
Start your search for a Pleasent Valley package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Pleasent Valley package deal right away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Pleasent Valley getaway off to a flying start.
Is it cheaper to book a Pleasent Valley vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging hotels and flights individually. Better still, you can personalize your Pleasent Valley escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Pleasent Valley?
If you're planning a spontaneous Pleasent Valley trip, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Pleasent Valley?

  1. Pick your travel dates: What you want to do in Pleasent Valley and your favourite season will help you decide when to go.
  2. Set your budget: Factor in expenses like flights, food and transportation when working out how much to put aside for your trip to Pleasent Valley. Then, select a property that suits your budget, whether that's a low-cost stay or a high-end retreat.
  3. Decide your trip length: Consider how much time you'd like to spend discovering Pleasent Valley. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a tailored Pleasent Valley 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.