Diamond Vacation Packages 2026 from $166

Diamond flight + hotel vacation packages

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

C & K Apartments

$166

per person

Aug 20 - Aug 23

found 1 day ago

Roundtrip flight included

Port of Spain (POS) to Tobago (TAB)

This aparthotel features 5 restaurants and a bar/lounge. There's no skimping on freebies - guests receive free WiFi, free self parking, and a free airport shuttle. A coffee shop is provided and the front desk is staffed around-the-clock.

Villa Being - Tobago Luxury B&B

$456

per person

Aug 20 - Aug 23

found 1 day ago

Roundtrip flight included

Port of Spain (POS) 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.

Birdie's Nest

$179

per person

Jul 24 - Jul 26

found 1 day ago

Roundtrip flight included

Port of Spain (POS) to Tobago (TAB)

An outdoor pool is featured at this apartment, along with free self parking. WiFi in public areas is free. A terrace and a garden are also provided.

Magdalena Grand Beach & Golf Resort

$871

per person

Jul 10 - Jul 13

found 1 day ago

Roundtrip non-stop flight included

Miami (MIA) 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.

Faith's Villa of Tobago

$187

per person

Aug 29 - Aug 31

found 3 hours 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.

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

$158 nightly

$172 total

Jun 14 - Jun 15

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

Coco Reef Resort and Spa

Coconut Bay Crown Point Tobago

$275 nightly

$306 total

Jun 13 - Jun 14

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

Comfort Inn & Suites Tobago

30 Orange Hill Road Scarborough Tobago

$195 nightly

$213 total

Jun 10 - Jun 11

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

Starfish Tobago Resort

Courland Bay Plymouth Tobago

Free Cancellation

Reserve now, pay when you stay

$185 nightly

$201 total

Jun 10 - Jun 11

Total with taxes and fees

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.

Pool

Breakfast included

Bacolet Beach Club

73 Bacolet Street Scarborough Tobago

Free Cancellation

Reserve now, pay when you stay

$134 nightly

$146 total

Jun 29 - Jun 30

Total with taxes and fees

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.

On private beach

Pool

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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 seaside in this relaxing area, or check out its top-notch restaurants.

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 $166, 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.