Diamond Holidays

    deals illustration
    Better together
    Save up to S$134 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Diamond

Benn's Apartment Rentals
Benn's Apartment Rentals
2 out of 5
Signal Hill, Scarborough
Get rates
Benn's Apartment Rentals
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 S$155 per night from 2 Jul to 3 Jul
S$155
2 Jul - 3 Jul
includes taxes & fees
6.8/10 (684 reviews)
"The customer service was really great, the place is clean and nice, pool is amazing as well. Wasn't to happy to find out when i got there that the restaurant and spa has been closed down but hopefully they can get it back up and running soon because the view for on top of there would look soooo ..."

Reviewed on 23 Jun, 2025

Le Grand Courlan Spa Resort - Adults Only
Grafton Beach Resort
Grafton Beach Resort
3 out of 5
Stonehaven Bay, Black Rock, Tobago
The price is S$141 per night from 30 Jun to 1 Jul
S$141
30 Jun - 1 Jul
includes taxes & fees
6.6/10 (703 reviews)
"Love this place its my 5th time staying there. Beautiful property"

Reviewed on 23 Jun, 2025

Grafton Beach Resort
See all 502 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.

Frequently asked questions

How much does a Diamond holiday package cost?
You can snap up a holiday package to this top destination on Expedia. But how much your holiday 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 holiday 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 holiday. 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 holiday package as early as possible.
Is it cheaper to book a Diamond holiday as a package?
An Expedia holiday 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 holiday package to Diamond?
If you've got your Diamond holiday 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 travelling 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 favourite 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 accommodation 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 customised Diamond holiday package.

What to do in Diamond

Parlatuvier

Around the Island

S$148
per adult
Around the Island
empty boats anchored near the beach in Trinidad and Tobago

Glass-Bottom Boat & snorkeling with Tobago Highlights Tour

S$143
per adult
74% of travellers recommend
Glass-Bottom Boat & snorkeling with Tobago Highlights Tour
Steel Pan Class

Steel Pan Class

S$129
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.