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FAMILY HOLIDAYS Packages

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

Packages & Specials

15 "Under R10 000", "1 - 4 nights", "FAMILY HOLIDAYS" packages available

From R 1,188 p/p sharing
SOUTH AFRICA, Western Cape

2 Nights, 4* Arniston Spa Hotel, Overberg

Panoramic views of the ocean and a pristine coastline...
From R 1,188 p/p sharing
SOUTH AFRICA, Western Cape

2 Nights, 4* Arniston Spa Hotel, Overberg

Panoramic views of the ocean and a pristine coastline...
Travel Period: 19 May 2025 - 19 September 2025
Sales Period: 19 May 2025 - 12 September 2025

SELF-DRIVE PACKAGE INCLUDES:

  • 2 Nights accommodation at the 4* Arniston Spa Hotel in a Pool-Facing Room
  • Breakfast daily
  • Wi-Fi

*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 5,682 p/p sharing
North West Province, SOUTH AFRICA

5* The Palace, Sun City - SELF-DRIVE, 2 Nights

A legendary destination designed by dreamers for luxury-seekers!
From R 5,682 p/p sharing
North West Province, SOUTH AFRICA

5* The Palace, Sun City - SELF-DRIVE, 2 Nights

A legendary destination designed by dreamers for luxury-seekers!
Travel Period: 4 March 2025 - 30 November 2025
Sales Period: 4 March 2025 - 21 November 2025

SELF-DRIVE PACKAGE INCLUDES:

  • 2 Nights accommodation at the 5* The Palace in a Luxury Room
  • Breakfast daily


BONUS:

  • Entry into the Valley of Waves

*Terms and conditions apply

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Kids Stay Free!
From R 3,294 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 3,294 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: 24 July 2025 - 31 March 2026
Sales Period: 24 July 2025 - 23 March 2026

SELF-DRIVE PACKAGE INCLUDES:

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

*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 9,778 p/p sharing
Limpopo, SOUTH AFRICA

2 Nights Clifftop, Welgevonden Game Reserve

A romantic, secluded hideaway from the world’s worries!
From R 9,778 p/p sharing
Limpopo, SOUTH AFRICA

2 Nights Clifftop, Welgevonden Game Reserve

A romantic, secluded hideaway from the world’s worries!
Travel Period: 14 July 2025 - 19 December 2025
Sales Period: 14 July 2025 - 5 December 2025

SELF-DRIVE PACKAGE INCLUDES:

  • 2 Nights accommodation in a Luxury Suite with Plunge Pool
  • All meals and select drinks daily
  • Twice daily game drives

*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

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

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

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Mauritius, Seychelles, Phuket, Singapore, Dubai

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