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FAMILY HOLIDAYS Packages

Browse FAMILY HOLIDAYS Packages. Discover the magic of making memories for life!

Packages & Specials
SAVE up to 60%
From R 7,300 p/p sharing
Mpumalanga, SOUTH AFRICA, South Africa Holidays
8 days left
to book!

2 Night Simbavati, Timbavati Nature Reserve

Your choice of a Simbavati Lodge in the Timbavati Nature Reserve...
From R 7,300 p/p sharing
Mpumalanga, SOUTH AFRICA, South Africa Holidays
8 days left
to book!

2 Night Simbavati, Timbavati Nature Reserve

Your choice of a Simbavati Lodge in the Timbavati Nature Reserve...
Travel Period: 3 July 2025 - 31 July 2025
Sales Period: 3 July 2025 - 25 July 2025

SELF-DRIVE PACKAGE INCLUDES:

  • 2 Nights accommodation at the Simbavati Timbavati lodge of choice
  • All meals daily
  • Twice daily safari activities

*Terms and conditions apply

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From R 2,778 p/p sharing
Gauteng, SOUTH AFRICA, South Africa Holidays

2 Nights, 4* Misty Hills Country Hotel & Spa

Cradle of Humankind area, nestled in the Swartkop foothills.
From R 2,778 p/p sharing
Gauteng, SOUTH AFRICA, South Africa Holidays

2 Nights, 4* Misty Hills Country Hotel & Spa

Cradle of Humankind area, nestled in the Swartkop foothills.
Travel Period: 4 March 2025 - 31 December 2026
Sales Period: 4 March 2025 - 19 December 2025

SELF-DRIVE PACKAGE INCLUDES:

  • 2 Nights accommodation at the 4* Misty Hills Country Hotel & Spa in a Deluxe room
  • Breakfast and dinner daily


BONUS:

  • 2 Kids under 12 years stay free when sharing with 2 adults

*Terms and conditions apply

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From R 16,356 p/p sharing
Clanwilliam, SOUTH AFRICA, Western Cape

3 Nights, 5* Bushmans Kloof Wilderness Reserve

Open plains, sandstone formations and ancient bush art...
From R 16,356 p/p sharing
Clanwilliam, SOUTH AFRICA, Western Cape

3 Nights, 5* Bushmans Kloof Wilderness Reserve

Open plains, sandstone formations and ancient bush art...
Travel Period: 1 April 2025 - 31 August 2025
Sales Period: 31 March 2025 - 25 August 2025

SELF-DRIVE PACKAGE INCLUDES:

  • 3 Nights accommodation at the 5* Bushmans Kloof Wilderness Reserve & Wellness Retreat in the Cederberg House (based on 4 adults sharing)
  • Breakfast, lunch and dinner daily


BONUS:

  • 2 Kids under 12 years stay and eat free when sharing with adults
  • VIP perks including a welcome drink, high tea, and selected local wines, spirits, soft drinks, tea, coffee, and water
  • Special kids' backpack including activity books, torches, crayons and use of board games
  • Kiddie-friendly menus and a turn down treat for the little ones
  • Exclusive Dinner Experience at Kadoro valued at R 1,900.00 per person
  • Night drive with stargazing and hot chocolate with marshmallows
  • After Dinner night walk
  • A private guide for a personalized experience
  • A variety of enriching activities like nature drives, guided rock excursions, botanical walks, swimming, hiking, canoeing, archery and fly fishing
  • Special interest presentations on birding, stargazing, entomology and rock art
  • Laundry and valet services

*Terms and conditions apply

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From R 3,727 p/p sharing
Kwa-Zulu Natal, SOUTH AFRICA

2 Nights, The Cavern Drakensberg Resort & Spa

A home away from home with breath-taking views and serene surroundings
From R 3,727 p/p sharing
Kwa-Zulu Natal, SOUTH AFRICA

2 Nights, The Cavern Drakensberg Resort & Spa

A home away from home with breath-taking views and serene surroundings
Travel Period: 4 March 2025 - 9 December 2025
Sales Period: 4 March 2025 - 1 December 2025

SELF-DRIVE PACKAGE INCLUDES:

  • 2 Nights accommodation at the Cavern Drakensberg Resort & Spa in a Standard Room
  • Breakfast, lunch and dinner daily
  • Tea served at 11:00 and 16:00


BONUS:

  • Guided morning hike

*Terms and conditions apply

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From R 3,038 p/p sharing
Kwa-Zulu Natal, SOUTH AFRICA

3 Nights, 3* Little Switzerland Resort Drakensberg

Idyllic views of the Drakensberg with outdoor activities for both kids and adults
From R 3,038 p/p sharing
Kwa-Zulu Natal, SOUTH AFRICA

3 Nights, 3* Little Switzerland Resort Drakensberg

Idyllic views of the Drakensberg with outdoor activities for both kids and adults
Travel Period: 1 April 2025 - 31 March 2026
Sales Period: 31 March 2025 - 23 March 2026

SELF-DRIVE PACKAGE INCLUDES:

  • 3 Nights accommodation at the 3* Little Switzerland Resort in a Garden Room
  • Breakfast and dinner daily
  • Wi-Fi

*Terms and conditions apply

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From R 2,630 p/p sharing
SOUTH AFRICA, Western Cape

3 Nights Kloof Street Hotel, Cape Town CITY BREAK

CITY BREAK - in the heart of breathtaking Cape Town.
From R 2,630 p/p sharing
SOUTH AFRICA, Western Cape

3 Nights Kloof Street Hotel, Cape Town CITY BREAK

CITY BREAK - in the heart of breathtaking Cape Town.
Travel Period: 2 September 2024 - 31 August 2025
Sales Period: 2 September 2024 - 22 August 2025

SELF-DRIVE PACKAGE INCLUDES:

  • 3 Nights accommodation in an Economy Room.  Click here for TRAVEL DATES and additional ACCOMMODATION RATES.
  • Breakfast daily
  • Premium Hop-on Hop-off ticket on the City Sightseeing Bus (2-day pass)


Why we love the City Sightseeing Premium Ticket

  • 3 Hop-on Hop-off loops & a Walking Tour
  • Choose Harbour OR Canal Cruise
  • Sunset bus tour to Signal Hill
  • See the city, part of the peninsula and the Constantia Winelands

*Terms and conditions apply

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From R 2,190 p/p sharing
Eastern Cape, Kwa-Zulu Natal, SOUTH AFRICA

2 Nights, 4* Wild Coast Sun, South Coast

Set on one of the most unspoiled beaches in southern Africa...
From R 2,190 p/p sharing
Eastern Cape, Kwa-Zulu Natal, SOUTH AFRICA

2 Nights, 4* Wild Coast Sun, South Coast

Set on one of the most unspoiled beaches in southern Africa...
Travel Period: 12 December 2024 - 30 November 2025
Sales Period: 12 December 2024 - 21 November 2025

SELF-DRIVE PACKAGE INCLUDES:

  • 2 Nights accommodation at the 4* Wild Coast Sun in a Garden Facing Luxury Room
  • Breakfast daily
  • Access to Wild Waves Water Park
  • Wi-Fi

*Terms and conditions apply

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From R 31,130 p/p sharing
INDIAN OCEAN ISLANDS, Mauritius

4* Riu Turquoise, Mauritius, 7 Nights

24-hour All-Inclusive resort catering to every member of the family!
From R 31,130 p/p sharing
INDIAN OCEAN ISLANDS, Mauritius

4* Riu Turquoise, Mauritius, 7 Nights

24-hour All-Inclusive resort catering to every member of the family!
Travel Period: 1 November 2025 - 15 December 2025
Sales Period: 28 May 2025 - 31 August 2025

FLY-IN PACKAGE INCLUDES:

  • Return flights from Johannesburg to Mauritius including airline levy on FlySafair
  • Return airport to hotel transfers
  • 7 Nights accommodation at the 4* Riu Turquoise in a Double room
  • 24 Hour All Inclusive:  Breakfast, lunch, dinner, a wide variety of alcoholic and non-alcoholic beverages daily
  • 24 Hour sports bar serving a wide variety of selected snacks and drinks
  • Minibar replenished regularly


ADDED VALUE:

  • 1 Introductory scuba diving lesson in pool


EXPERIENCE AT LEISURE:

  • Group fitness activities in the RiuFit area
  • Wide range of daytime and evening entertainment programmes including live shows and music
  • Kayaking, stand up paddle boarding, surfing and windsurfing with charge

*Terms and conditions apply

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SAVE up to 45%
From R 58,590 p/p sharing
INDIAN OCEAN ISLANDS, Maldives

7 Nights, Cora Cora, Maldives

Kick off your shoes and soak up the sunshine and sea air...
From R 58,590 p/p sharing
INDIAN OCEAN ISLANDS, Maldives

7 Nights, Cora Cora, Maldives

Kick off your shoes and soak up the sunshine and sea air...
Travel Period: 3 July 2025 - 4 January 2026
Sales Period: 3 July 2025 - 4 January 2026

FLY-IN PACKAGE INCLUDES:

  • Return flights to the Maldives on Qatar Airways
  • Return resort transfers by seaplane
  • 7 Nights accommodation in a Lagoon Villa
  • Breakfast, lunch, dinner and selected beverages daily
  • Land and water sports as featured by the resort
  • All taxes, levies and surcharges (estimate)


ADDED VALUE:

  • Two children under 12 sharing with parents stay and eat free of charge (upgraded room category) ** Selected seasons ONLY - T's and C's apply **
  • Complimentary snorkelling equipment and a sunset cruise
  • Grab and Go takeaway concept with signature dishes from each outlet
  • Stay 8 nights and enjoy a complimentary 45 minute Spa treatment
  • Honeymoon perks:  a celebratory cake, a romantic bed decoration and a romantic turn down service with an aromatic bubble bath once per stay and one candle-light dinner or similar

*Terms and conditions apply

View Package

Sure Connect

THE TRAVEL BOSS is a professional travel management company that was launched in South Africa in 2020, during the COVID-19 lockdown. 

Years of experience, relationships & talent played a fundamental part in the building block especially when it came to naming the business. Our intentions are to create a breathtaking experience to entice the Leisure & Corporate Traveller, by driving a customer centric approach offering personalised services.

Our team of young executives nurture & fulfill our customers needs through our value proposition, which is seamless service delivery, negotiated value for money packages and unrivaled leisure and corporate travel experiences.

We offer a broad spectrum of products which ranges from local, international packages including flights, accommodation, transfers, car rentals, travel insurance and incentive groups. We have always aligned our business with reputable and stable partners locally & abroad assuring you safety and confidentiality at all times.

A critical component of our business is its “People”, we believe that commitment and efficiency behind the team will ensure a true success of our journey. While we strive for service excellence and competitive pricing at all times, our passion for latest technology & innovation remain a key driver.

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IATA, Amadeus, Travelport

Ask me about

BEACH & ISLAND HOLIDAYS, CRUISES & WATER TRAVEL

Favourite Destinations

EUROPE, Bali, Mauritius, Seychelles, Phuket, Singapore, MIDDLE EAST & INDIA

Donovan Moodley - Director
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Ask me about

BEACH & ISLAND HOLIDAYS, TOURS, Big 5 Experience, Mini-Break

Favourite Destinations

Mauritius, Seychelles, Phuket, Singapore, Dubai

Shameema Suliman - General Manager
Inquiry for Shameema Suliman

The Travel Boss


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