Pembroke Vacation Packages

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Your Pembroke Vacation

Planning your next epic escape is a walk in the park with a Pembroke vacation package. The neighborhood of Goodwood, which is great for nature, makes an ideal starting point to uncover the wonders of this unique city. Up for a bit of sightseeing? A trip to Pembroke isn't complete without checking out Argyle Waterfall, Argyle Falls and other big-name attractions. Your ultimate Pembroke vacation is just clicks away. Browse flights, hotels and more on Expedia for a trip that's tailored to suit your travel style.

Top Pembroke Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Villa Being - Tobago Luxury B&B

Villa Being - Tobago Luxury B&B

4 out of 5
Price was CA $523, price is now CA $267 per person
CA $267
per person
Nov 4 - Nov 6
found 1 day ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
9/10 Wonderful! (25 reviews)
My wife and I had an amazing time at this property. The facility was clean, food exceptional, views magnificent and our host was excellent. Looking forward to another visit.

Reviewed on May 26, 2025

Starfish Tobago Resort

Starfish Tobago Resort

3 out of 5
Price was CA $515, price is now CA $317 per person
CA $317
per person
Nov 4 - Nov 6
found 1 day ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
6.8/10 (668 reviews)
I like the over all space however have more stuff to do at night

Reviewed on Aug. 22, 2025

Half Moon Blue

Half Moon Blue

3 out of 5
Price was CA $383, price is now CA $269 per person
CA $269
per person
Nov 4 - Nov 6
found 1 day ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
7.8/10 Good! (172 reviews)
Off season was very chill. Wonderful room upgrade. Great food. Loved the quiet beach. Nice island tour and airport pick up.

Reviewed on Dec. 27, 2024

Magdalena Grand Beach & Golf Resort

Magdalena Grand Beach & Golf Resort

4 out of 5
Price was CA $640, price is now CA $451 per person
CA $451
per person
Nov 4 - Nov 6
found 1 day ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
7.4/10 Good! (672 reviews)
It's a nice and safe place for your family. The balcony and patio gives you a wonderful scenic view, however, there was an influx of sargassum seaweed that gave a very pungent odor. The breakfast was wonderful and the pool was amazing.

Reviewed on Aug. 3, 2025

The Villas At Stonehaven

The Villas At Stonehaven

4.5 out of 5
Price was CA $722, price is now CA $516 per person
CA $516
per person
Nov 4 - Nov 6
found 1 day ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
9.4/10 Exceptional! (38 reviews)
The Villas are very spacious and well equipped. Perfect for a family getaway, or spending time with friends.

Reviewed on Apr. 17, 2025

Ready to book your vacation to Pembroke?

 

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Pembroke Hotel Deals

Tropikist Beach Hotel & Resort

Tropikist Beach Hotel & Resort

3 out of 5
77 Old Store Bay Rd, Crown Point, Tobago
The price is CA $186 per night from Sep 7 to Sep 8
CA $186
CA $223 total
Sep 7 - Sep 8
includes taxes & fees
7.6/10 Good! (798 reviews)
"The resort was excellent. Beautiful property with two swimming pools and a nice beach. Breakfast and dinner was great and enough choices to make. Lunch can be improved with better choices."

Reviewed on Jul. 24, 2025

Tropikist Beach Hotel & Resort
Starfish Tobago Resort

Starfish Tobago Resort

3 out of 5
Courland Bay, Scarborough, Plymouth, Tobago
Fully refundableReserve now, pay when you stay
The price is CA $232 per night from Sep 1 to Sep 2
CA $232
CA $279 total
Sep 1 - Sep 2
includes taxes & fees
6.6/10 (669 reviews)
"I like the over all space however have more stuff to do at night"

Reviewed on Aug. 22, 2025

Starfish Tobago Resort
Le Grand Courlan Spa Resort - Adults Only

Le Grand Courlan Spa Resort - Adults Only

3.5 out of 5
Stonehaven Bay, Black Rock, Tobago
The price is CA $126 per night from Sep 3 to Sep 4
CA $126
CA $151 total
Sep 3 - Sep 4
includes taxes & fees
6.8/10 (719 reviews)
"Really enjoyed our stay here. Breakfast was delicious and the staff were very helpful. Loved the quiet peaceful setting. The gym facilities were also above par. Apart from issues with the internet, everything was perfect for us to celebrate our 32nd wedding anniversary. Definitely at the top of our ..."

Reviewed on Aug. 21, 2025

Le Grand Courlan Spa Resort - Adults Only
See all 504 properties in Pembroke
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
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Frequently asked questions

How much does a Pembroke vacation package cost?
You can grab a vacation package to this popular destination from CA $267 on Expedia. But how much your vacation to Pembroke costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Pembroke?
If you're hoping to snag a cheap Pembroke vacation package, consider planning a trip in April, May and September. You're likely to find lower prices on airfares and hotels during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Pembroke?
You can easily explore all the leading attractions in Pembroke in a few days, including the must-see Argyle Waterfall. If you want a longer Pembroke vacation, check out what sort of excursions and activities are available close by.
How to find the best Pembroke package deals?
Use Expedia's filter tool to find some of the best Pembroke package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Pembroke package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Pembroke vacation as a package?
You can enjoy significant savings on your next Pembroke retreat by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to see some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Pembroke?
Score fantastic discounts by booking your flights early with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Pembroke trip.
How to plan a trip to Pembroke?

  1. Choose your dates: The things you plan to do in Pembroke and your favourite season can help you decide when to get away.
  2. Set your budget: Consider expenses like flights, meals and transportation when calculating how much to put aside for your trip to Pembroke. Then, choose a property that suits your budget, whether that's an affordable stay or a swankier retreat.
  3. Decide how long to go for: Now that you're more familiar with Pembroke, you can work out the perfect length of your vacation. Put together a rough itinerary and give yourself enough time to get through everything on your must-do list.
  4. Combine your airfare and accommodations: Once you've settled on your trip dates and duration, lock in the perfect Pembroke vacation package for you.

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