Title: Pleasent Valley Vacation Packages 2026 from $1,687 | Expedia.com

[Hotels in Pleasent Valley](https://expedia.com/Pleasent-Valley-Hotels.d553248635976384943.Travel-Guide-Hotels)[Vacation Rentals in Pleasent Valley](https://expedia.com/Pleasent-Valley-Vacation-Rentals.d553248635976384943.Travel-Guide-VacationRentals)[Car Rentals in Pleasent Valley](https://expedia.com/Car-Rentals-In-Pleasent-Valley.d553248635976384943.Car-Rental-Guide)

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# Pleasent Valley Vacations from $1,687

## Book a Hotel + Flight or Car together to unlock savings

## 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](https://www.expedia.com/Cane-Garden-Bay-Beach-British-Virgin-Islands.d6070851.Vacation-Attraction), [Anegada Island](https://www.expedia.com/Anegada-Island-Road-Town.d553248621532873807.Vacation-Attraction) and [Nanny Cay](https://www.expedia.com/Nanny-Cay-Road-Town.d553248635976195998.Vacation-Attraction) 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.

## The Latest Pleasent Valley vacation packages

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

![Cane Garden Bay Beach Hotel](https://images.trvl-media.com/lodging/47000000/46950000/46949900/46949848/2566c510_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Cane Garden Bay Beach Hotel

$1,687

per person

May 31 - Jun 5

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tortola (EIS)

9.8/10 Exceptional! (204 reviews)

Excellent stay with a great view of the Bay

Reviewed on Mar 25, 2026

![Sugar Mill hotel](https://images.trvl-media.com/lodging/90000000/89740000/89730300/89730265/bb90e0ae_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sugar Mill hotel

$1,860

per person

May 31 - Jun 5

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tortola (EIS)

9.6/10 Exceptional! (68 reviews)

Experience perfection. ​Our stay at Sugar Mill was incredible. The room was perfect, offering stunning sunrise and sunset views that were the highlight of our mornings and evenings. Rupert and Andrea were so welcoming, expertly coordinating all our rides and boat trip. With impeccable service and delicious food, it was an incredibly relaxing getaway, we truly cannot wait to come back!

Reviewed on Mar 27, 2026

![Saba Rock Resort](https://images.trvl-media.com/lodging/77000000/76520000/76514400/76514311/21fa9bff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Saba Rock Resort

$2,604

per person

May 9 - May 16

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tortola (EIS)

9.8/10 Exceptional! (55 reviews)

A really beautiful property, the rooms are stylish and the vibe in the bar and restaurant is great

Reviewed on Mar 8, 2026

![The Aerial, BVI](https://images.trvl-media.com/lodging/96000000/95040000/95033700/95033623/273bf9bb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Aerial, BVI

Save 100% on your flight

$4,055

per person

May 31 - Jun 5

found 1 day ago

Roundtrip non-stop 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

![Long Bay Beach Resort](https://images.trvl-media.com/lodging/70000000/69540000/69532300/69532253/deb1c576_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Long Bay Beach Resort

$2,124

per person

May 31 - Jun 5

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tortola (EIS)

9.2/10 Wonderful! (189 reviews)

Excellent property and staff are very helpful.

Reviewed on Mar 23, 2026

Don't see what you're looking for?

See all available trips from Columbus to Pleasent Valley

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-30/2026-05-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=TOV&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

### Discover the most popular places to visit in Pleasent Valley

![Trunk Bay Beach, St John, Virgin Islands National Park, Caribbean](https://images.trvl-media.com/place/553248621556026947/d4598d5c-f150-43d7-9481-302bddb8262f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Trunk Bay Beach

4.5/5(214 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. 

[](https://expedia.com/Trunk-Bay-Beach-Road-Town.d553248621556026947.Vacation-Attraction)

#### Tortola Cruise Ship Port

4/5(145 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. 

[](https://expedia.com/Tortola-Cruise-Ship-Port-Wickhams-Cay-1.d6070859.Vacation-Attraction)

#### 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. 

[](https://expedia.com/Anegada-Island-Road-Town.d553248621532873807.Vacation-Attraction)

### What to do in Pleasent Valley

![Romantic](https://mediaim.expedia.com/localexpert/3432744/05079ceb-9fe8-4db4-9f0b-4f68f9f09870.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

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

$149

per adult

**88%** of travellers recommend

[](https://expedia.com/things-to-do/st-thomas-dinner-sail-to-st-john-with-open-bar-hors-doeuvres-ritz-carlton.a3432744.activity-details)

![St. Thomas Jost Van Dyke & Soggy Dollar Snorkel Sail w/ Breakfast - Ritz-Carlton](https://mediaim.expedia.com/localexpert/3432749/30da889b-05c2-454b-84a3-08c3edaa793f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### St. Thomas Jost Van Dyke & Soggy Dollar Snorkel Sail w/ Breakfast - Ritz-Carlton

$319

per adult

[](https://expedia.com/things-to-do/st-thomas-jost-van-dyke-soggy-dollar-snorkel-sail-w-breakfast-ritz-carlton.a3432749.activity-details)

![Half or Full-Day Private Boat Charter from St. John or St. Thomas](https://mediaim.expedia.com/localexpert/47530632/51c42afb-e91c-4e8c-8aea-17680f8cb6e1.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

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

$695

per traveler

[](https://expedia.com/things-to-do/half-or-full-day-private-boat-charter-from-st-john-or-st-thomas.a47530632.activity-details)

[See all activities in Pleasent Valley](https://expedia.com/things-to-do/search?rid=553248635976384943)

## Pleasent Valley Hotel Deals

![Wyndham Tortola BVI Lambert Beach Resort](https://images.trvl-media.com/lodging/1000000/810000/800800/800769/0104f1e7_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Wyndham Tortola BVI Lambert Beach Resort

East End East End Tortola

Fully refundableReserve now, pay when you stay

$327 nightly

$356 total

Mar 31 - Apr 1

Total with taxes and fees

8.8/10 Excellent! (658 reviews)

Lovely!

Reviewed on Mar 17, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F31%2F2026&endDate=4%2F1%2F2026&selected=800769&PinnedHotelID=800769&HadPinnedHotel=true&regionId=553248635976384943)

![Maria's By the Sea Hotel](https://images.trvl-media.com/lodging/7000000/6910000/6901700/6901663/15b630df_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Maria's By the Sea Hotel

Road Town Road Town Tortola

$255 nightly

$280 total

Apr 5 - Apr 6

Total with taxes and fees

8.8/10 Excellent! (985 reviews)

The ocean view King bed room l stayed in was spacious and nice.

Reviewed on Mar 18, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%2F2026&selected=6901663&PinnedHotelID=6901663&HadPinnedHotel=true&regionId=553248635976384943)

![Cane Garden Bay Beach Hotel](https://images.trvl-media.com/lodging/47000000/46950000/46949900/46949848/2566c510_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Cane Garden Bay Beach Hotel

Rte 1 Cane Garden Bay Tortola

$367 nightly

$402 total

Apr 5 - Apr 6

Total with taxes and fees

9.8/10 Exceptional! (216 reviews)

Great hotel!

Reviewed on Mar 25, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%2F2026&selected=46949848&PinnedHotelID=46949848&HadPinnedHotel=true&regionId=553248635976384943)

[See all 411 properties in Pleasent Valley](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F31%2F2026&endDate=4%2F1%2F2026&regionId=553248635976384943)

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.

## Find the Best Pleasent Valley Vacation Packages

## Pleasent Valley Essential Information

| Language        | English                                                                                                                                                                                                                                                                                                                                                                              |
| --------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------ |
| Currency        | U.S dollars                                                                                                                                                                                                                                                                                                                                                                          |
| Closest Airport | Terrance B. Lettsome Intl. Airport (EIS)                                                                                                                                                                                                                                                                                                                                             |
| Top Sights      | [Trunk Bay Beach](https://www.expedia.com/Trunk-Bay-Beach-British-Virgin-Islands.d553248621556026947.Vacation-Attraction), [St. George’s Anglican Church](https://www.expedia.com/St-Georges-Anglican-Church-Road-Town.d553248621533158289.Vacation-Attraction) and [Biras Creek Trail](https://www.expedia.com/Biras-Creek-Trail-Road-Town.d553248621532873798.Vacation-Attraction) |

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## Frequently asked questions

### How much does a Pleasent Valley vacation package cost?

### What are the cheapest months to go to Pleasent Valley?

### How many days is enough for Pleasent Valley?

### How to find the best Pleasent Valley package deals?

### Is it cheaper to book a Pleasent Valley vacation as a package?

### When to book a vacation package to Pleasent Valley?

### How to plan a trip to Pleasent Valley?

> 1. Choose when to get away: Check your schedule and get your bags packed. Your preferred time of year and the type of activities on offer will also help you decide when to escape to Pleasent Valley.
> 2. Plan your budget wisely: As well as the price of your hotel, you should consider other expenses. These include transportation, food and flights. Also, set aside some extra funds for unexpected expenses that could crop up during your trip to Pleasent Valley.
> 3. Organize your Pleasent Valley escape with our [trip planning tool](https://www.expedia.com/why/trip-planning): Look for and book stays and activities all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Pleasent Valley together.
> 4. Determine how many days away: Start by listing all the activities and sights you'd like to get to in Pleasent Valley. Then, estimate how long you'll need at each, including any travel time.
> 5. Combine your accommodations and airfare: Once you've settled on your trip dates and duration, lock in the perfect Pleasent Valley vacation package for you.
> 6. Add on excursions and experiences: Have a look at our dedicated travel guide to find some exciting [things to do in Pleasent Valley](https://www.expedia.com/Things-To-Do-In-Pleasent-Valley.d553248635976384943.Travel-Guide-Activities). Book tickets or make reservations as soon as you can to save time and avoid the hassle of trying to find activities when you arrive.

### Does Expedia offer Book Now, Pay Later Pleasent Valley vacation packages?

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.