Name: Grand Diamond Hotel Suites Trinidad
Price range: $122 total
Rating: 8.6

Top Luxury vacation packages in Trinidad and Tobago

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

Hilton Trinidad & Conference Centre

$635

per person

Oct 20 - Oct 24

found 21 hours ago

Roundtrip flight included

Miami (MIA) to Port of Spain (POS)

8/10 Very Good! (1,006 reviews)

I love that they have security guards & police patrolling at the entrance to come up to the car park and hotel. Everyone was pleasant and so helpful. The only downfall is how expensive it is for food inside the hotel, as with every hotel abroad. The first two nights me and my husband spend $160 to $180 USD for dinner; in the AM we spent $74 USD for the two mornings we decided to have a full breakfast. The room was really nice with a small balcony to relax. The nightstands and dresser had a coat of dust but I took a cloth and wipe it down. The bed was comfy. The parrots in the AM and evening are loud flying by the room but I enjoyed watching them. The hotel cabs start at $12 US but they are conveniently right outside.

Reviewed on Aug 13, 2025

Hyatt Regency Trinidad

Downtown Port of Spain

$683

per person

Sep 18 - Sep 21

found 1 day ago

Roundtrip flight included

New York (NYC) to Port of Spain (POS)

9.2/10 Wonderful! (1,008 reviews)

Location worked for our short stay.

Reviewed on Aug 16, 2025

The Villas At Stonehaven

$946

per person

Oct 20 - Oct 24

found 21 hours ago

Roundtrip non-stop flight included

Miami (MIA) 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

Coco Reef Resort and Spa

$1,290

per person

Oct 23 - Oct 28

found 3 hours ago

Roundtrip non-stop flight included

Richmond (RIC) to Tobago (TAB)

7/10 Good! (466 reviews)

THIS PROPERTY HAS SO MUCH POTENTIAL... The property was very nice and well maintained the rooms were clean and decent but could use some upgrading. Furniture, drapes, bedding and new mattresses. The cosmetics of the room is perfect. Balcony furniture should be uniform on all balconies and updated. It was very old with different furniture on different balconies. The free breakfast that was included was nice however what if you wanted coffee after 11 am?? No shops available. It would be nice to have a coffee shop onsite where there were things like muffins croissants etc... Having an ATM onsite should be a must as many visitors are reluctant to go walking to find an ATM it also gives guests comfort in knowing they can have access to money on property. Dinner at the restaurant was very bland could have been a bit more flavorful. The property is very beautiful, scenic, peaceful and well maintained and staff was very helpful .

Reviewed on Aug 8, 2025

Magdalena Grand Beach & Golf Resort

$1,115

per person

Oct 23 - Oct 28

found 3 hours ago

Roundtrip non-stop flight included

Richmond (RIC) to Tobago (TAB)

7.4/10 Good! (671 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

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3 Night Luxury vacations in Trinidad and Tobago

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

Magdalena Grand Beach & Golf Resort

Save 100% on your flight

$416

per person

Oct 28 - Oct 31

found 12 hours ago

Roundtrip flight included

Port of Spain (POS) to Tobago (TAB)

7.4/10 Good! (671 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

Coco Reef Resort and Spa

Save 100% on your flight

$544

per person

Oct 28 - Oct 31

found 12 hours ago

Roundtrip flight included

Port of Spain (POS) to Tobago (TAB)

7/10 Good! (466 reviews)

THIS PROPERTY HAS SO MUCH POTENTIAL... The property was very nice and well maintained the rooms were clean and decent but could use some upgrading. Furniture, drapes, bedding and new mattresses. The cosmetics of the room is perfect. Balcony furniture should be uniform on all balconies and updated. It was very old with different furniture on different balconies. The free breakfast that was included was nice however what if you wanted coffee after 11 am?? No shops available. It would be nice to have a coffee shop onsite where there were things like muffins croissants etc... Having an ATM onsite should be a must as many visitors are reluctant to go walking to find an ATM it also gives guests comfort in knowing they can have access to money on property. Dinner at the restaurant was very bland could have been a bit more flavorful. The property is very beautiful, scenic, peaceful and well maintained and staff was very helpful .

Reviewed on Aug 8, 2025

The Villas At Stonehaven

Save 100% on your flight

$474

per person

Oct 28 - Oct 31

found 12 hours 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

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4 Night Luxury vacations in Trinidad and Tobago

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

Starfish Tobago Resort

Save 100% on your flight

$436

per person

Sep 22 - Sep 26

found 14 hours ago

Roundtrip flight included

Port of Spain (POS) to Tobago (TAB)

6.8/10 (666 reviews)

Front desk staffs and other staffs are very nice the food is ok we did the All inclusive package,drinks not great but ok enjoy the live entertainment overall experience was ok hotel needs alittle renovation and need to get rid of the stray cats

Reviewed on Aug 15, 2025

Hyatt Regency Trinidad

Downtown Port of Spain

$732

per person

Sep 18 - Sep 22

found 16 hours ago

Roundtrip flight included

New York (JFK) to Port of Spain (POS)

9.2/10 Wonderful! (1,008 reviews)

Location worked for our short stay.

Reviewed on Aug 16, 2025

The Villas At Stonehaven

$946

per person

Oct 20 - Oct 24

found 21 hours ago

Roundtrip non-stop flight included

Miami (MIA) 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

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What can I expect from a luxury Trinidad and Tobago vacation?

Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Trinidad and Tobago vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views. 

How can I find all-inclusive luxury vacation packages in Trinidad and Tobago?

By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5* filter to find truly sensational stays. You barely need to lift a finger. 

Can I book a cheap Trinidad and Tobago luxury vacation?

Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at $416. Prices and availability are subject to change. Additional terms may apply.

How can I book a luxury family vacation in Trinidad and Tobago?

Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi. 

Can I book a package in Trinidad and Tobago with a luxury vacation home?

A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package.   

How can I find the best luxury vacation deals in Trinidad and Tobago?

Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months.

Can I book a luxury holiday in Trinidad and Tobago with free cancellation and/or flexible dates?

Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan. 

Why should I book my luxury trip to Trinidad and Tobago with Expedia?

A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind.

Top Luxury Trinidad and Tobago Hotels

Hyatt Regency Trinidad

No 1 Wrighton Road, Port of Spain, Trinidad

1 hour drive from Pigeon Point Beach

$254 nightly

$277 total

Sep 17 - Sep 18

Total includes taxes and fees

Choose luxury at Hyatt Regency Trinidad, where you can enjoy amenities like 24-hour room service, plush bedding, and more. Deluxe amenities at this resort include ...

9/10 Wonderful! (1,009 reviews)

"Location worked for our short stay."

Reviewed on Aug 16, 2025

The Villas At Stonehaven

Stonehaven Bay, Bon Accord, Black Rock, Tobago

22 min walk from Pigeon Point Beach

Go for a luxurious stay at The Villas At Stonehaven, where you can enjoy amenities like private pools, flat-screen TVs, and more. Notable amenities include an ...

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

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Grand Diamond Hotel Suites Trinidad

LP 12 Golden Grove Road, Piarco, Trinidad

2 hours drive from Pigeon Point Beach

$110 nightly

$122 total

Sep 1 - Sep 2

Total includes taxes and fees

Go for a luxurious stay at Grand Diamond Hotel Suites Trinidad, where you can enjoy amenities like free stocked minibars, flat-screen TVs, and more. The restaurant, ...

8.6/10 Excellent! (748 reviews)

"Always a great stay for short visits and airport transfers. Helpful and pleasant staff. On site restaurant is fantastic."

Reviewed on Aug 4, 2025

See all 972 properties in Trinidad and Tobago

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.