Diamond Vacation Packages 2026 from $178

Diamond flight + hotel vacation packages

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

Faith's Villa of Tobago

$178

per person

Nov 20 - Nov 22

found 1 day ago

Roundtrip flight included

Port of Spain (POS) to Tobago (TAB)

This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and laundry facilities are also on offer.

Half Moon Blue

$185

per person

Nov 11 - Nov 13

found 1 day ago

Roundtrip flight included

Port of Spain (POS) to Tobago (TAB)

This smoke-free hotel features a private beach, a full-service spa, and 2 restaurants. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the outdoor pool and visit the 2 bars/lounges and beach bar for drinks.

Native Abode

Save 100% on your flight

$246

per person

Nov 2 - Nov 5

found 14 hours ago

Roundtrip flight included

Port of Spain (POS) to Tobago (TAB)

This guesthouse doesn't skimp on freebies - guests receive free buffet breakfast, free self parking, and a free ferry terminal shuttle. Traveling on business? Take advantage of the business center and free WiFi in public areas. A terrace, a garden, and express check-in are also on offer.

Villa Being - Tobago Luxury B&B

$863

per person

Oct 23 - Oct 27

found 11 hours ago

Roundtrip non-stop flight included

Orlando (MCO) to Tobago (TAB)

This villa doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, dry cleaning, and luggage storage are also on offer.

Mount Irvine Bay Resort

$270

per person

Oct 16 - Oct 18

found 22 hours ago

Roundtrip flight included

Port of Spain (POS) to Tobago (TAB)

This resort features a golf course, a full-service spa, and 2 restaurants. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Relax with a drink at one of the 3 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.

Frequently asked questions

How much are vacation packages to Diamond?

With vacation packages available for just $178, it's not necessary to wipe out your bank balance for your getaway to Diamond. Travelocity can help. Bundle up experiences, flights and hotels into a convenient package and land fantastic discounts. The more you book, the more you save.

How long should my Diamond vacation be?

An average of 3 nights is how long most visitors spend exploring Diamond. Wondering whether that'll be sufficient time to tick everything off your sightseeing list? Stay another night or two so you don't miss a thing.

Where can I get the best vacation package deals for Diamond?

Your dream escape is waiting for you at Travelocity. With access to 400 air carriers and 1,000,000 hotels all over the world, finding the perfect Diamond package deal couldn't be easier.

Why should I book my Diamond vacation package via Travelocity?

We take the hassle out of travel planning. Whether you're seeking an amazing new place to roam around or want to ensure you get the best price on offer, we've got you covered. Our 24/7 customer care, top-quality service and Price Match Guarantee mean you can book with confidence with Travelocity.

Will I save money on my Diamond car rental if I combine it with hotels and flights?

Certainly. And our Diamond vacation packages will help you do it. With just a few clicks you can save cash as well as time by combining your bookings. Pick up the keys to your rental car then chart your own course. Looking for things to do? Add a few tours to your package and save on those too.

What is the best time of year to go to Diamond?

If funds are a bit tight, is a great month to go to Diamond, whereas is the dearest time of year. June, July and August is high season. If you'd prefer to avoid the crowds, January, May and December tend to be quieter.

Which airport is best for Diamond?

Piarco Intl. Airport (POS) is one place you can kick off your Diamond adventure. About 55 mi southwest of Diamond, it welcomes visitors from all over every day. Another popular option is A.N.R. Robinson Intl. Airport (TAB), 6 mi away from central Diamond.

Where should I stay when visiting Diamond?

The Faiths Villa Of Tobago is the number one choice of many travelers. Book as soon as possible before it's too late.