Diamond Vacation Packages 2026 from $332

Diamond flight + hotel vacation packages

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

Restorations Tobago

Save 100% on your flight

$332

per person

Sep 4 - Sep 11

found 1 day ago

Roundtrip flight included

Port of Spain (POS) to Tobago (TAB)

This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. Families will appreciate the playground, onsite laundry facilities, and babysitting. There's an outdoor pool on site, and a terrace and a garden are also provided.

Villa Being - Tobago Luxury B&B

$1,080

per person

Aug 24 - Aug 27

found 1 day 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.

Faith's Villa of Tobago

Save 100% on your flight

$504

per person

Sep 4 - Sep 11

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.

Crown Point Beach Hotel

Save 100% on your flight

$685

per person

Sep 4 - Sep 11

found 1 day ago

Roundtrip flight included

Port of Spain (POS) to Tobago (TAB)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, a grocery/convenience store, and a library are also on offer.

Starfish Tobago Resort

$850

per person

Oct 8 - Oct 12

found 1 day ago

Roundtrip 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.

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

Jul 29 - Jul 30

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.

Coco Reef Resort and Spa

Coconut Bay Crown Point Tobago

$272 nightly

$303 total

Jul 25 - Jul 26

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.

Magdalena Grand Beach & Golf Resort

Tobago Plantations Estate Lowlands Tobago

$325 nightly

$354 total

Jul 25 - Jul 26

Total with taxes and fees

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.

Comfort Inn & Suites Tobago

30 Orange Hill Road Scarborough Tobago

Free Cancellation

Reserve now, pay when you stay

$173 nightly

$189 total

Jul 28 - Jul 29

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 gym and free perks like local cuisine breakfast and free self parking.

Pool

Breakfast included

Bacolet Beach Club

73 Bacolet Street Scarborough Tobago

Free Cancellation

Reserve now, pay when you stay

$130 nightly

$142 total

Jul 27 - Jul 28

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.

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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.

Frequently asked questions

How much are vacation packages to Diamond?

With vacation packages available for just $332, 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.