Diamond Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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Your Diamond Vacation

Say goodbye to planning worries and hello to a Diamond vacation package. With everything organized before you go, you can focus on discovering the best of this city, starting with Golden Grove, which is great for hiking, views and nature. Scarborough Botanical Garden, Fort King George and Botanical Gardens are just some of the many attractions you'll want to explore during your trip to Diamond. A couple of quick clicks is all it takes to put together the perfect Diamond vacation on Expedia.

Top Diamond 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
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tobago (TAB)
6.8/10 (664 reviews)
Breakfast was great

Reviewed on Jul. 7, 2025

Tropikist Beach Hotel & Resort

Tropikist Beach Hotel & Resort

3 out of 5
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tobago (TAB)
7.6/10 Good! (788 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

Coco Reef Resort and Spa

Coco Reef Resort and Spa

4 out of 5
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tobago (TAB)
7/10 Good! (460 reviews)
I liked my vacation in Coca Reef Hotel. Staff at information desk was always very helpful

Reviewed on Jul. 18, 2025

Bacolet Beach Club

Bacolet Beach Club

4 out of 5
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tobago (TAB)
7.4/10 Good! (387 reviews)
The food at the restaurant is very good

Reviewed on Aug. 1, 2025

Ready to book your vacation to Diamond?

 

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Diamond Hotel Deals

Para Sol Villa spacious w/ stunning Ocean View

Para Sol Villa spacious w/ stunning Ocean View

2 out of 5
Lambeau
Get rates
Para Sol Villa spacious w/ stunning Ocean View
Cozy and Spacious Apartment in Lambeau, Tobago

Cozy and Spacious Apartment in Lambeau, Tobago

Lambeau Village
A God sent Location
"I arrived around 10:00 AM, but since my check-in time was 4:00 PM, I was delighted to find that my sister was living literally next door. So, I was able to hang out with her until check-in time. The location was very quiet and convenient, a short distance from the city. The caretaker was very friendly ..."

Reviewed on Jul. 5, 2024

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Cozy and Spacious Apartment in Lambeau, Tobago
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 Aug 27 to Aug 28
CA $126
CA $151 total
Aug 27 - Aug 28
includes taxes & fees
6.8/10 (709 reviews)
"Liked - Bed Comfort, Area Facilities, Dining, Views, Easy Access to Beach Disliked - Network Connection esp Wifi and Signal within compound"

Reviewed on Jul. 31, 2025

Le Grand Courlan Spa Resort - Adults Only
See all 503 properties in Diamond
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

Discover the most popular places to visit in Diamond

Scarborough Botanical Garden

Explore the great outdoors at Scarborough Botanical Garden, a lovely green space in Lower Scarborough. Wander the beautiful beaches and seaside in this relaxing area.

Scarborough Botanical Garden

What to do in Diamond

Clear Kayaking in Tobago

Clear Kayaking in Tobago

CA $34
per adult
Clear Kayaking in Tobago
empty boats anchored near the beach in Trinidad and Tobago

Glass-Bottom Boat & snorkeling with Tobago Highlights Tour

CA $160
per adult
74% of travellers recommend
Glass-Bottom Boat & snorkeling with Tobago Highlights Tour
Half Day Group Tour to Tobago Atlantic Coast

Half Day Group Tour to Tobago Atlantic Coast

CA $137
per adult
Half Day Group Tour to Tobago Atlantic Coast
See all activities in Diamond

Frequently asked questions

How much does a Diamond vacation package cost?
You'll find cheap prices from CA $1,242 on Expedia for your Diamond escape. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Diamond costs.
What are the cheapest months to go to Diamond?
If you're hoping to snag a cheap Diamond vacation package, consider visiting in April, May and September. You're likely to find lower rates on airfares and hotels during these months — perfect for a budget-friendly break.
How many days is enough for Diamond?
Diamond vacations come in all shapes and sizes, but to get a true feel for this destination, we think 4 days is a good ballpark. In this timeframe, you can visit top attractions like Fort King George and Botanical Gardens along with hidden gems. Don't miss out on neighbourhoods such as Lower Scarborough and Orange Hill either. If you're clever with your time, you can even allow for a day trip or two from Diamond too.
How to find the best Diamond package deals?
Finding a cheap Diamond package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most affordable Diamond package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Diamond vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and hotels individually. Better still, you can tailor your Diamond escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Diamond?
If you're considering a spur-of-the-moment Diamond adventure, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Diamond?

  1. Choose when to go: Check your schedule and get your bags packed. Your favourite time of year and the available activities will also help you decide when to visit Diamond.
  2. Plan your budget wisely: Besides the price of your accommodations, you should consider other expenses. These include flights, transportation and food. Also, put aside a little extra for unexpected expenses that could crop up during your trip to Diamond.
  3. Decide your trip length: Think about how much time you'd like to spend exploring Diamond. Plan your itinerary so you can get to all the attractions and activities you're interested in without rushing.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to find a Diamond vacation package that brings all your bookings together.

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