Diamond Vacation Packages 2026 from $191

Diamond flight + hotel vacation packages

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

Native Abode

$191

per person

May 22 - May 24

found 1 day 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

$1,138

per person

Jul 15 - Jul 20

found 11 hours ago

Roundtrip non-stop flight included

New York (JFK) 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.

Starfish Tobago Resort

$1,288

per person

Jul 15 - Jul 20

found 11 hours ago

Roundtrip non-stop flight included

New York (JFK) to Tobago (TAB)

This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Enjoy the outdoor pool and free perks like buffet breakfast and WiFi in public areas. A coffee shop, a terrace, and a garden are also on offer.

Magdalena Grand Beach & Golf Resort

$1,455

per person

Jul 15 - Jul 20

found 11 hours ago

Roundtrip non-stop flight included

New York (JFK) to Tobago (TAB)

This resort features a golf course, a full-service spa, and a nightclub. Relax with free beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a free kid's club and a playground, and in-room childcare is an added bonus.

Bacolet Beach Club

$1,152

per person

Jul 15 - Jul 20

found 11 hours ago

Roundtrip non-stop flight included

New York (JFK) to Tobago (TAB)

This Art Deco hotel features a private beach, a full-service spa, and 2 restaurants. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Families will appreciate the children's pool, onsite laundry facilities, and babysitting.

Top Diamond hotels deals

Para Sol Villa spacious w/ stunning Ocean View

Lambeau Western Tobago

Get rates

This villa includes a garden and laundry facilities.

Kitchen

Washer

Tropikist Beach Hotel & Resort

77 Old Store Bay Rd Crown Point Tobago

$147 nightly

$160 total

Apr 22 - Apr 23

Total with taxes and fees

2 outdoor pools, 2 restaurants, and a bar/lounge are among this resort's featured amenities. Relax with a drink at the poolside bar and enjoy free perks like buffet breakfast and valet parking. Free self parking, free WiFi in public areas, and a terrace are also offered.

Pool

Breakfast included

Comfort Inn & Suites Tobago

30 Orange Hill Road Scarborough Tobago

Free Cancellation

Reserve now, pay when you stay

$168 nightly

$184 total

Apr 26 - Apr 27

Total with taxes and fees

A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. Enjoy the steam room and free perks like local cuisine breakfast and free self parking.

Pool

Breakfast included

Coco Reef Resort and Spa

Coconut Bay Crown Point Tobago

$272 nightly

$303 total

Apr 27 - Apr 28

Total with taxes and fees

A private beach, 2 restaurants, and 2 outdoor tennis courts are all featured at this traditional hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Families will appreciate the free kid's club, onsite laundry facilities, and in-room childcare.

On private beach

Pool

Starfish Tobago Resort

Courland Bay Plymouth Tobago

Free Cancellation

Reserve now, pay when you stay

$185 nightly

$201 total

Apr 22 - Apr 23

Total with taxes and fees

Pool

Breakfast included

Magdalena Grand Beach & Golf Resort

Tobago Plantations Estate Lowlands Tobago

$277 nightly

$302 total

Apr 22 - Apr 23

Total with taxes and fees

Pool

Breakfast included

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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.

Popular places to visit

Fort King George

You can find out about the history of Scarborough with a trip to Fort King George. Stroll along the beautiful beaches in this relaxing area, or check out its lively bars.

Scarborough Botanical Garden

Explore the great outdoors at Scarborough Botanical Garden, a lovely green space in Lower Scarborough. Wander the beautiful beaches and seaside in this relaxing area.

Royalton Casino

Why not try your luck with a visit to Royalton Casino during your time in Scarborough? Amble around this relaxing area's beautiful beaches and enjoy its top-notch restaurants.

Frequently asked questions

How much are vacation packages to Diamond?

With vacation packages available for just $191, 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.