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.
Half Moon Blue

Half Moon Blue

3 out of 5
Save 100% on your flight
per person
May 12 - May 15
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

Villa Being - Tobago Luxury B&B

Villa Being - Tobago Luxury B&B

4 out of 5
Save 100% on your flight
per person
May 12 - May 15
found 1 day ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
9.4/10 Exceptional! (20 reviews)
The property manager Devern was great, the view was amazing and it was a weekend we will never forget. Can’t wait to visit again.

Reviewed on Apr. 1, 2025

Starfish Tobago Resort

Starfish Tobago Resort

3 out of 5
Save 100% on your flight
per person
May 12 - May 15
found 1 day ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
6.8/10 (654 reviews)
ROOMS WAY FAR AND IT WAS 6 FLIGHT UP .NEED AN EVELATOR DUE TO BAGGAGE

Reviewed on Mar. 6, 2025

Magdalena Grand Beach & Golf Resort

Magdalena Grand Beach & Golf Resort

4 out of 5
Save 100% on your flight
per person
May 12 - May 15
found 1 day ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
7.4/10 Good! (648 reviews)
I truly enjoyed my stay at this resort. The facilities are a little dated, but the staff was great and the rooms were very clean. There is no ATM on the property, so it’s best to get cash in town before arriving. Views were breathtaking, pools were great and restaurants were ok. Overall, I highly recommend and will be going back again next year.

Reviewed on Mar. 19, 2025

Rovanel's Resort and Conference Centre

Rovanel's Resort and Conference Centre

3 out of 5
Save 100% on your flight
per person
May 12 - May 15
found 1 day ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
7.8/10 Good! (25 reviews)
Liked large rooms, beautiful surrounding view from room. Disliked that no soap was available (had to purchase outside).

Reviewed on Feb. 24, 2024

Ready to book your vacation to Diamond?

 

Choose your dates

Diamond Hotel Deals

Grafton Beach Resort
Grafton Beach Resort
3 out of 5
Stonehaven Bay, Black Rock, Tobago
The price is CA $125 per night from May 1 to May 2
CA $125
CA $150 total
includes taxes & fees
May 1 - May 2
6.6/10 (670 reviews)
"This is my second time staying at Grafton Beach Resort. I love the location it's at the beach and I got a beautiful view of it. The breakfast was included with my stay and was always enjoyable, I loved it. The only thing was the beds were very uncomfortable felt uneven. But will definitely stay ..."

Reviewed on Apr. 1, 2025

Grafton Beach 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 $137 per night from May 1 to May 2
CA $137
CA $164 total
includes taxes & fees
May 1 - May 2
6.8/10 (636 reviews)
"The most comfortable bed and pillow for a restful night sleep, clean with all amenities , a home away from home. The included breakfast was tasty, with a lot of local dishes including vegetarian options for my sister and I. A huge thank you to two kind hearted members of staff Ms Nathifa and Shanaya ..."

Reviewed on Apr. 2, 2025

Le Grand Courlan Spa Resort - Adults Only
Magdalena Grand Beach & Golf Resort
Magdalena Grand Beach & Golf Resort
4 out of 5
Tobago Plantations Estate, Lowlands, Tobago
The price is CA $379 per night from Apr. 9 to Apr. 10
CA $379
CA $460 total
includes taxes & fees
Apr 9 - Apr 10
7.2/10 Good! (648 reviews)
"Overall good but we did not like the fact we had to pay an additional $500tt fee to check in early AND there was a $100tt fee to shuttle to the airport and your add said that airport shuttle is included."

Reviewed on Mar. 24, 2025

Magdalena Grand Beach & Golf Resort
See all 465 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

Frequently asked questions

How much does a Diamond vacation package cost?
You can snap up a vacation package to this top destination from CA $343 on Expedia. But how much your vacation to Diamond costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Diamond?
You can usually find lower prices and better availability in April, May and September. Take a look at our cheap Diamond vacation packages and you could score some great off-season deals.
How many days is enough for Diamond?
Generally, a handful of days is enough to explore the main attractions during your Diamond vacation. However, if you’d like to have some time to relax or go on day trips, think about extending your itinerary.
How to find the best Diamond package deals?
Use Expedia’s handy filters to help you find some terrific Diamond package deals. When you start your search, just set your maximum budget and then sort the results by “Price: low to high.” If you want to save, plan your adventure for midweek, or browse for Diamond package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it’s usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Diamond vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging hotels and flights individually. Better still, you can tailor your Diamond trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Diamond?
If you’ve got your Diamond vacation dates locked in, book as early as you can to grab some terrific deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for traveling on a whim.
How to plan a trip to Diamond?

  1. Choose when to get away: Check your schedule and get your bags packed. Your favorite time of year and the type of activities available will also help you decide when to escape to Diamond.
  2. Figure out your budget: Make sure you have enough money to cover everything from dining out and transportation to experiences and flights. Your accommodations will probably be the biggest expense during your trip to Diamond.
  3. Set the duration of your trip: Start by making a list of all the attractions you want to get to in Diamond. Then, estimate how long you’ll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a customized Diamond vacation package.

Discover the most popular places to visit in Diamond

Scarborough Botanical Garden

3.5/5(4 reviews)

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

Parlatuvier

Around the Island

CA $164
per adult
Around the Island
Half Day Group Tour to Tobago Atlantic Coast

Half Day Group Tour to Tobago Atlantic Coast

CA $143
per adult
Half Day Group Tour to Tobago Atlantic Coast
Steel Pan Class

Steel Pan Class

CA $144
per adult
Steel Pan Class
See all activities in Diamond
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.