Holidays in Tobago

Tailor-Made Holidays to Tobago – Authentic Caribbean Bliss

For travellers seeking the authentic Caribbean, Tobago is a jewel waiting to be discovered. Often described as the “unspoilt Caribbean,” Tobago offers an irresistible blend of lush rainforests, tranquil beaches, vibrant culture, and genuine hospitality. Unlike some of its glitzier neighbours, Tobago remains refreshingly authentic. It is small enough to explore easily, yet diverse enough to offer new delights each day.

With our tailor-made holidays to Tobago, you can experience this enchanting island at your own pace. Whether you dream of unwinding on a secluded beach, birdwatching in the rainforest, or snorkelling over colourful reefs, we’ll craft a bespoke itinerary that reflects your passions. If you are seeking warmth, beauty, and authenticity, Tobago delivers a holiday that feels truly special.

Why Choose Tobago?

Tobago may be small, it is just 26 miles long, but it’s big on character. It’s a destination where natural beauty and cultural vibrancy intertwine. Life moves at a slower, more soulful rhythm here, offering the perfect antidote to the busy pace of the UK.

Highlights include:

  • Unspoilt beaches – from lively Pigeon Point to quiet Englishman’s Bay.
  • Lush rainforest – Tobago is home to the Western Hemisphere’s oldest protected reserve.
  • Underwater wonders – vibrant coral reefs, shipwrecks, and one of the Caribbean’s best diving scenes.
  • Culture and festivals – a lively calendar, from the famous Tobago Carnival to village harvests.
  • Warm hospitality – authentic Caribbean charm without pretence.

Tobago is for those who want more than just a beach holiday. Here you will experience a journey into nature, culture, and community.

Tailor-Made Travel from the UK

Tobago is conveniently connected to the UK, with direct flights from London operating several times a week, and options to connect via Trinidad or Barbados. This makes it one of the most accessible Caribbean islands for British travellers.

With our tailor-made service, we’ll:

  • Arrange direct flights or smooth regional connections.
  • Create island-hopping itineraries, pairing Tobago with Trinidad, Barbados, or St Vincent.
  • Organise all transfers, whether by private car, speedboat, or even helicopter.
  • Build a holiday designed entirely around your preferences. You decide whether adventurous, romantic, or laid-back.

When to Visit

Tobago enjoys a tropical climate year-round, with average temperatures around 29°C. The dry season (December to May) is the most popular, offering sunny skies and calm seas. The green season (June to November) brings lusher landscapes, fewer crowds, and great value, though with occasional showers. October also sees the vibrant Tobago Blue Food Festival, celebrating local cuisine.

Accommodation Options in Tobago

Tobago is not about sprawling resorts. Instead, you’ll find intimate hotels, boutique retreats, and villas that highlight the island’s natural beauty. Here are some of our favourites:

1. Coco Reef Resort & Spa

Set on its own private beach at Crown Point, Coco Reef is one of Tobago’s most established hotels. Its colonial-style charm, beachfront location, and laid-back elegance make it a firm favourite.

Perfect for: Couples and families seeking comfort with a classic Caribbean feel.

2. Blue Waters Inn (Speyside)

A boutique property on Tobago’s quieter northeast coast, Blue Waters Inn offers oceanfront rooms and easy access to Little Tobago Island which is a haven for birdwatchers and divers.

Perfect for: Nature lovers and divers wanting peace and proximity to Tobago’s best reefs.

3. Castara Retreats (Castara Bay)

An eco-luxury collection of treehouse-style lodges overlooking Castara Bay, this family-run property blends seamlessly with nature. Expect open-air living, community spirit, and breathtaking views.

Perfect for: Eco-conscious travellers and those seeking an authentic village vibe.

4. Magdalena Grand Beach & Golf Resort

Tobago’s largest luxury resort is set within the Tobago Plantations Estate. With a golf course, three pools, and oceanfront rooms, it offers something for everyone.

Perfect for: Active travellers and families wanting a full-service resort experience.

5. Villas & Boutique Stays

From hilltop villas with panoramic ocean views to intimate guesthouses tucked into fishing villages, Tobago offers plenty of private stays for those who want independence and flexibility.

Perfect for: Groups, families, or honeymooners seeking privacy and space.

Things to do in Tobago beyond the Beach

Tobago is an island of discovery, offering far more than sun and sand. With a tailor-made itinerary, you can enjoy:

  • Rainforest adventures – hike the Main Ridge Forest Reserve with expert guides.
  • Snorkelling & diving – spot manta rays, colourful corals, and the famous Nylon Pool.
  • Birdwatching – see rare species like the cobalt-blue motmot and scarlet ibis.
  • Cultural immersion – visit local villages, sample Creole cuisine, and join in community celebrations.
  • Waterfalls & rivers – explore Argyle Waterfall or take a refreshing dip in hidden pools.
  • Festivals – from Carnival’s vibrant parades to the Tobago Jazz Experience.

Why a Tailor-Made Holiday Works in Tobago

Tobago is best experienced at your own rhythm. With our tailor-made approach, you can:

  • Balance relaxation and adventure, combining rainforest hikes with lazy beach days.
  • Choose from eco-retreats, boutique hotels, and private villas.
  • Add unique experiences like private diving trips or local cooking classes.
  • Pair Tobago with nearby islands like Trinidad, Grenada, or Barbados.

Your Tobago Story Starts Here

Picture yourself kayaking across a glassy bay at sunrise, hiking through lush rainforest to hidden waterfalls, or sipping rum punch on a beach where fishermen bring in the day’s catch. In Tobago, every moment feels genuine, unhurried, and deeply Caribbean.

With our tailor-made holidays to Tobago, your journey is designed around your interests, whether that means staying in a luxury eco-lodge, exploring the island’s villages, or spending long days by the sea. Tobago is not just a holiday; it’s a reconnection with nature, culture, and a slower, sweeter way of life.