Diamond Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Black Friday Sale

Save up to 50% on select hotels

Top hotels in Diamond

Benn's Apartment Rentals

Benn's Apartment Rentals

2 out of 5
Signal Hill Scarborough
Benn's Apartment Rentals
Comfort Inn & Suites Tobago

Comfort Inn & Suites Tobago

3 out of 5
30 Orange Hill Road Scarborough Tobago
Fully refundableReserve now, pay when you stay
The price is S$196 per night from 22 Dec to 23 Dec
S$196
22 Dec - 23 Dec
includes taxes & fees
8.8/10 Excellent! (313 reviews)
Rooms were very comfortably, clean and spacious. Staff were warm, inviting and very friendly. Breakfast service was also very well done, especially the omelette station. The loudge menu was limited tho.. overall an enjoyable stay.

Reviewed on 22 Nov, 2025

Comfort Inn & Suites Tobago
Tropikist Beach Hotel & Resort

Tropikist Beach Hotel & Resort

3 out of 5
77 Old Store Bay Rd Crown Point Tobago
The price is S$1,566 per night from 30 Nov to 1 Dec
S$1,566
30 Nov - 1 Dec
includes taxes & fees
7.6/10 Good! (832 reviews)
The pool and views of the beach were breathtaking! There were so many food options nearby as well!

Reviewed on 20 Nov, 2025

Tropikist Beach Hotel & Resort
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.

What to do 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.