Diamond Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 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

Top hotels in Diamond

Tropikist Beach Hotel & Resort

Tropikist Beach Hotel & Resort

77 Old Store Bay Rd Crown Point Tobago
€153
4 Sept - 5 Sept
includes taxes & fees
Tropikist Beach Hotel & Resort
Coco Reef Resort and Spa

Coco Reef Resort and Spa

Coconut Bay Crown Point Tobago
€293
1 Sept - 2 Sept
includes taxes & fees
7/10 Good! (543 reviews)
"DO NOT! I repeat… DO NOT STAY AT COCO REEF! This was inarguably the absolute worse hotel I have ever stayed in! The rooms are literally as old as Methusala. Even a Motel 6 has better rooms that here. Bed linens were so old and dingy that I slept on a cover up wrap so as not to touch the sheets. The ..."

Reviewed on 31 Aug 2026

Coco Reef Resort and Spa
Starfish Tobago Resort

Starfish Tobago Resort

Courland Bay Plymouth Tobago
Fully refundableReserve now, pay when you stay
€174
1 Sept - 2 Sept
includes taxes & fees
6.8/10 (710 reviews)
"The grounds are beautiful but the entire facility is not maintained at all . Not one aspect of this place has any modern amenities . We can excuse poor WiFi and weather related problems , but from staff to its so called all inclusive package . Assistance or food was non existent . The rooms are seriously ..."

Reviewed on 24 Aug 2026

Starfish Tobago Resort
See all 540 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.

What to do in Diamond

Clear Kayaking in Tobago

Clear Kayaking in Tobago

€22
per adult
Clear Kayaking in Tobago
Glass Bottom Nylon Pool Tour in Buccoo Reef

Glass Bottom Nylon Pool Tour in Buccoo Reef

€42
per adult
100% of travellers recommend
Glass Bottom Nylon Pool Tour in Buccoo Reef
empty boats anchored near the beach in Trinidad and Tobago

Glass-Bottom Boat & snorkeling with Tobago Highlights Tour

€101
per adult
74% of travellers recommend
Glass-Bottom Boat & snorkeling with Tobago Highlights Tour
See all activities in Diamond

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.

Explore a world of travel with Expedia

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