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FAMILY HOLIDAYS Packages

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

Packages & Specials
From R 10,300 p/p sharing
North West Province, SOUTH AFRICA

2 Nights, Lush Private Lodge, Pilanesburg

Pilanesburg - family-owned & managed boutique private game lodge.
From R 10,300 p/p sharing
North West Province, SOUTH AFRICA

2 Nights, Lush Private Lodge, Pilanesburg

Pilanesburg - family-owned & managed boutique private game lodge.
Travel Period: 3 June 2025 - 31 August 2025
Sales Period: 3 June 2025 - 22 August 2025

SELF-DRIVE, LAND ONLY PACKAGE INCLUDES:

  • 2 Nights Luxury accommodation in selected suite type
  • All meals and select local drinks
  • In room mini-bar
  • 2 Game drives per day with drinks and snacks

*Terms and conditions apply

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From R 5,910 p/p sharing
Eastern Cape, SOUTH AFRICA

4 Nights Beach Hotel PLZ with Pumba Game Reserve

Best of both - beach and wildlife!
From R 5,910 p/p sharing
Eastern Cape, SOUTH AFRICA

4 Nights Beach Hotel PLZ with Pumba Game Reserve

Best of both - beach and wildlife!
Travel Period: 1 October 2024 - 20 December 2025
Sales Period: 25 September 2024 - 5 December 2025

SELF-DRIVE PACKAGE INCLUDES:

  • 4 Nights at The Beach Hotel, Port Elizabeth
  • Breakfast Daily
  • BONUS:  Day Safari at Pumba Private Game Reserve, including welcome drinks, 2-2.5 hour game drive and lunch


Exclusive Value Adds:

  • Cocktail voucher on arrival
  • Kids stay FREE in Winter (May-September) - (Terms and Conditions apply - details available on request)


Click here for travel dates and room and pricing options.

*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 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 2,702 p/p sharing
SOUTH AFRICA, Western Cape

4* Boschendal Wine Estate, 2 Nights

A true haven for wine lovers and seekers of soul-stirring scenery!
From R 2,702 p/p sharing
SOUTH AFRICA, Western Cape

4* Boschendal Wine Estate, 2 Nights

A true haven for wine lovers and seekers of soul-stirring scenery!
Travel Period: 23 June 2025 - 31 August 2025
Sales Period: 23 June 2025 - 25 August 2025

SELF-DRIVE PACKAGE INCLUDES:

  • 2 Nights accommodation in a 2-Bedroom Retreat Cottage (rate based on 4 adults sharing)
  • Breakfast daily

ADDED VALUE:

  • Garden Tour departing at 10h00 daily
  • Chocolate and Wine pairing once during stay
  • R 500.00 Credit towards Food and Beverage incl. Werf Picnic, Deli and Retreat Restaurant

OPTIONAL ADD-ONS:

  • Add-on return airfare from Johannesburg to Cape Town, from approximately R 2,632.00 per person
  • Add-on price for car hire in a Kia Picanto or similar (Group T), from approximately R 643.00 per day

*Terms and conditions apply

View Package
From R 6,161 p/p sharing
SOUTH AFRICA, Western Cape

3 Nights, 4* President Hotel, Bantry Bay

Located in Bantry Bay between the vibrant city and the Atlantic Ocean.
From R 6,161 p/p sharing
SOUTH AFRICA, Western Cape

3 Nights, 4* President Hotel, Bantry Bay

Located in Bantry Bay between the vibrant city and the Atlantic Ocean.
Travel Period: 1 April 2025 - 30 September 2025
Sales Period: 31 March 2025 - 22 September 2025

SELF-DRIVE PACKAGE INCLUDES:

  • 3 Nights accommodation at the 4* President Hotel in a Classic Room
  • Breakfast daily
  • 1 Bunny Hop Flight (10 mins) with NAC Helicopters for 2 people - ONLY VALID FOR 18 - 21 APRIL 2025
  • Wi-Fi


BONUS:

  • 1 Child under 2 years stays FREE when sharing with 2 adults
  • Receive a President Hotel Loyalty Card upon arrival which includes 15% off all Food and Beverage outlets, R 75.00 upon signing up as well as R 100.00 voucher for your birthday

*Terms and conditions apply

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From R 3,086 p/p sharing
North West Province, SOUTH AFRICA, Sun City

2 Nights, The Cascades, Sun City

An oasis of calm in the midst of the Sun City Resort...
From R 3,086 p/p sharing
North West Province, SOUTH AFRICA, Sun City

2 Nights, The Cascades, Sun City

An oasis of calm in the midst of the Sun City Resort...
Travel Period: 3 March 2025 - 30 November 2025
Sales Period: 3 March 2025 - 21 November 2025

SELF-DRIVE PACKAGE INCLUDES:

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


BONUS:

  • Entry into the Valley of Waves

*Terms and conditions apply

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From R 14,168 p/p sharing
Limpopo, SOUTH AFRICA

5* Letamo at Qwabi Private Game Reserve, Waterberg

Visit one of the two UNESCO-declared savannah biospheres in Africa.
From R 14,168 p/p sharing
Limpopo, SOUTH AFRICA

5* Letamo at Qwabi Private Game Reserve, Waterberg

Visit one of the two UNESCO-declared savannah biospheres in Africa.
Travel Period: 4 March 2025 - 31 August 2025
Sales Period: 4 March 2025 - 22 August 2025

SELF-DRIVE PACKAGE INCLUDES:

  • 2 Nights accommodation at the 5* Letamo at Qwabi Private Game Reserve in 2 Deluxe Inter-leading rooms
  • Breakfast, afternoon tea and dinner
  • Tea, coffee, water, house wines, local beers, local spirits (house brand), soft drinks
  • Access to the Junior Conservationist Kids Club
  • 2 Game drives daily
  • Conservation levy


BONUS:

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

*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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Ask me about

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