Pleasent Valley Vacation Packages

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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.
Fort Burt Hotel

Fort Burt Hotel

Waterfront
CA $1,948
per person
Nov 28 - Dec 5
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Tortola (EIS)
6.6/10 (423 reviews)
The Aerial, BVI

The Aerial, BVI

CA $6,337
per person
Nov 14 - Nov 21
found 4 hours 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

Scrub Island Resort, Spa & Marina

Scrub Island Resort, Spa & Marina

CA $3,601
per person
Oct 17 - Oct 24
found 20 hours ago
Roundtrip flight included
Ottawa (YOW) to Tortola (EIS)
9.2/10 Wonderful! (199 reviews)
First impression is everything to me and when you look at this resort online that is

Reviewed on Aug 25, 2026

Cane Garden Bay Beach Hotel

Cane Garden Bay Beach Hotel

CA $2,729
per person
Nov 14 - Nov 21
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tortola (EIS)
9.8/10 Exceptional! (286 reviews)
The Moorings Yacht Club Hotel

The Moorings Yacht Club Hotel

CA $2,390
per person
Nov 14 - Nov 21
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tortola (EIS)
8.2/10 Very good! (54 reviews)

Ready to book your vacation to Pleasent Valley?

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Pleasent Valley Hotel Deals

Nanny Cay Resort and Marina

Nanny Cay Resort and Marina

Nanny Cay Road Town NA
CA $276
CA $334 total
Sep 7 - Sep 8
includes taxes & fees
Nanny Cay Resort and Marina
Wyndham Tortola BVI Lambert Beach Resort

Wyndham Tortola BVI Lambert Beach Resort

East End East End Tortola
Wyndham Tortola BVI Lambert Beach Resort
Village Cay Hotel and Marina

Village Cay Hotel and Marina

Nibbs St Road Town Tortola
Fully refundableReserve now, pay when you stay
CA $217
CA $258 total
Oct 7 - Oct 8
includes taxes & fees
Village Cay Hotel and Marina
See all 705 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.

What to do in Pleasent Valley

St. Thomas Maho Bay Turtle Snorkel Sail - Ritz-Carlton

St. Thomas Maho Bay Turtle Snorkel Sail - Ritz-Carlton

CA $206
per adult
100% of travellers recommend
St. Thomas Maho Bay Turtle Snorkel Sail - Ritz-Carlton
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 $2,076
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 $1,948 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.