Diamond Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Tropikist Beach Hotel & Resort
CA $325
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Port of Spain (POS) to Tobago (TAB)
7.8/10 Good! (979 reviews)
Every member of staff were very kind and helpful.
The property gives you both a pool and beach option.
The rooms could be updated however they were very clean and otherwise comfortable.
Reviewed on Aug 4, 2026
Ready to book your vacation to Diamond?
Diamond Hotel Deals
Tropikist Beach Hotel & Resort
77 Old Store Bay Rd Crown Point Tobago
CA $180
CA $222 total
Sep 5 - Sep 6
includes taxes & fees
7.8/10 Good! (984 reviews)
"Every member of staff were very kind and helpful. The property gives you both a pool and beach option. The rooms could be updated however they were very clean and otherwise comfortable."
Reviewed on Aug 4, 2026
Coco Reef Resort and Spa
Coconut Bay Crown Point Tobago
CA $403
CA $446 total
Aug 13 - Aug 14
includes taxes & fees
7/10 Good! (533 reviews)
"Food and location"
Reviewed on Aug 6, 2026
Starfish Tobago Resort
Courland Bay Plymouth Tobago
Fully refundableReserve now, pay when you stay
CA $221
CA $268 total
Sep 7 - Sep 8
includes taxes & fees
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
Glass-Bottom Boat & snorkeling with Tobago Highlights Tour
CA $164
per adult
74% of travellers recommend
Half Day Group Tour to Tobago Atlantic Coast
CA $112
per adult
Frequently asked questions
How much does a Diamond vacation package cost?
You'll find cheap prices from CA $325 on Expedia for your Diamond escape. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Diamond costs.
What are the cheapest months to go to Diamond?
If you're hoping to snag a cheap Diamond vacation package, consider visiting in April, May and September. You're likely to find lower rates on airfares and hotels during these months — perfect for a budget-friendly break.
How many days is enough for Diamond?
Diamond vacations come in all shapes and sizes, but to get a true feel for this destination, we think 4 days is a good ballpark. In this timeframe, you can visit top attractions like Fort King George and Botanical Gardens along with hidden gems. Don't miss out on neighbourhoods such as Lower Scarborough and Orange Hill either. If you're clever with your time, you can even allow for a day trip or two from Diamond too.
How to find the best Diamond package deals?
Finding a cheap Diamond package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most affordable Diamond package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Diamond vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and hotels individually. Better still, you can tailor your Diamond escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Diamond?
If you're considering a spur-of-the-moment Diamond adventure, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Diamond?
- Choose when to go: Check your schedule and get your bags packed. Your favourite time of year and the available activities will also help you decide when to visit Diamond.
- Plan your budget wisely: Besides the price of your accommodations, you should consider other expenses. These include flights, transportation and food. Also, put aside a little extra for unexpected expenses that could crop up during your trip to Diamond.
- Decide your trip length: Think about how much time you'd like to spend exploring Diamond. Plan your itinerary so you can get to all the attractions and activities you're interested in without rushing.
- Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to find a Diamond vacation package that brings all your bookings together.
Explore a world of travel with Expedia
- Villa Being
- Birdie's Nest condo #2 with ocean view
- Bethel Hotels
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- Providence Hotels
- Diamond Hotels
- Private villa apartment with pool and within 15 minute walk to 3 beaches.
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- Luxury Hotels in Tobago
- Buccoo Reef Bliss
- All Inclusive Resorts and in Crown Point
- All Inclusive Resorts and in Tobago
- Hotels near Stonehaven Bay
- Cheap Hotels in Crown Point
- Hotels near Store Bay
- Patience Hill Hotels
- Hotels near Turtle Beach
- Villas in Black Rock
- Black Rock Hotels
- Hotels near Buccoo Beach
- Lowlands Hotels
- Escarlet HOTEL
- Scarborough Hotels
- Vip Holiday Resort
- Casino Hotels in Tobago
- Tobago Hotels
- Comfort Inn & Suites Tobago
- Villas in Tobago
- Canaan Hotels
- Hotels near Pigeon Point Beach
- Greenhaven Cottage B&B
- Hotels near Mount Irvine Bay
- Villas in Bacolet
- Guest Houses in Tobago
- Hotels near A.N.R. Robinson Intl.
- Ocean Winds Suite Hotel
- Beach Hotel Hotels in Bethel
- Plymouth Hotels
- Crown Point Hotels
- Flights from Vancouver (YVR) to Tobago (TAB)
- Flights from Trinidad (TDD) to Tobago (TAB)
- Flights from Fort Lauderdale (FLL) to Tobago (TAB)
- Flights to Canaan
- Flights from Regina (YQR) to Tobago (TAB)
- Flights from Victoria (YYJ) to Tobago (TAB)
- Flights from New York (JFK) to Tobago (TAB)
- Flights from Toronto (YYZ) to Tobago (TAB)
- Flights from Calgary (YYC) to Tobago (TAB)
- Flights from Ottawa (YOW) to Tobago (TAB)
- Flights from Kingston (KIN) to Tobago (TAB)
- Flights from Port of Spain (POS) to Tobago (TAB)
- Flights to Scarborough
- Flights from Fort Collins (FNL) to Tobago (TAB)
- Flights from Toronto (YTZ) to Tobago (TAB)
- Flights from Kelowna (YLW) to Tobago (TAB)
- Flights from Winnipeg (YWG) to Tobago (TAB)
- Flights to Tobago
- Flights from Edmonton (YEG) to Tobago (TAB)
- Flights from Buffalo (BUF) to Tobago (TAB)
- Flights from Georgetown (GEO) to Tobago (TAB)
- Flights from Halifax (YHZ) to Tobago (TAB)
- Flights from Bridgetown (BGI) to Tobago (TAB)
- Flights from Saskatoon (YXE) to Tobago (TAB)
- Flights from Thunder Bay (YQT) to Tobago (TAB)
- Flights from Montreal (YUL) to Tobago (TAB)
- Flights from Fredericton (YFC) to Tobago (TAB)
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
