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

Packages & Specials
SAVE up to 10%
From R 44,910 p/p sharing
AFRICA (ex. Southern & South Africa), EUROPE, Morocco, Portugal, Spain
2 days left
to book!

13 Nights Spain, Morocco and Portugal

A journey bursting with spice, colour and culture...
From R 44,910 p/p sharing
AFRICA (ex. Southern & South Africa), EUROPE, Morocco, Portugal, Spain
2 days left
to book!

13 Nights Spain, Morocco and Portugal

A journey bursting with spice, colour and culture...
Travel Period: 11 April 2026 - 10 October 2026
Sales Period: 1 July 2025 - 31 July 2025

LAND ONLY PACKAGE INCLUDES:

  • 13 Nights accommodation in cherry-picked hotels, all tried and trusted
  • Meals:
    • 13 Breakfasts and 5 Dinners
  • Return ferry crossing between Spain and Morocco
  • Transport in luxury air-conditioned coach with Wi-Fi in most countries
  • Audio headsets are provided throughout your holiday to enhance your included sightseeing experiences
  • An expert Travel Director and professional Driver
  • City orientation tours
  • Extensive variety of Choice Experiences


Click here for the DETAILED ITINERARY.


** Different hotels of similar standard and location may be used **

*Terms and conditions apply

View Package
From R 6,640 p/p sharing
SOUTH AFRICA, Western Cape
17 days left
to book!

7 Nights Old Bank Hotel with Sightseeing Cape Town

Victorian charm in Cape Town PLUS Sightseeing!
From R 6,640 p/p sharing
SOUTH AFRICA, Western Cape
17 days left
to book!

7 Nights Old Bank Hotel with Sightseeing Cape Town

Victorian charm in Cape Town PLUS Sightseeing!
Travel Period: 10 September 2024 - 31 August 2025
Sales Period: 10 September 2024 - 15 August 2025

SELF-DRIVE PACKAGE INCLUDES:

  • 7 Nights accommodation in room type selected (click here for more information)
  • Breakfast daily
  • Premium Hop-on Hop-off ticket on the City Sightseeing Bus (2-day pass)
  • Cape Point and Penguin Explorer Tour
  • Cape Winelands Explorer Tour OR Franschhoek Wine Tram Explorer Tour
  • Whale and Hermanus Explorer Tour (June – November only)
  • Pick-ups for tours near hotel


ADDITIONAL INFORMATION FOR TOUR OPTIONS:

City Sightseeing Premium Ticket (2-days):

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

Cape Point and Penguin Explorer Tour:

  • Led by passionate local guide
  • Visit Cape Point and Cape of Good Hope
  • Hike from Cape Point to Cape of Good Hope
  • Visit Boulders beach to see the penguins 

Cape Winelands Explorer Tour includes:

  • 3 tastings (Stellenbosch, Franschhoek and Paarl)
  • Guided by knowledgeable wine guide
  • Cellar tour, Sweet & Decadent Pairing & Cheese
  • Photo Stop @ Nelson Mandela prison
  • Guided walk through Stellenbosch 

Franschhoek Wine Tram Explorer Tour:

  • Return transfers to/from the Wine Tram
  • Tram Line ticket
  • Best vineyard views from the tram 

Whale and Hermanus Explorer Tour:

  • Live guide in English
  • Optional whale sightseeing cruise
  • Up to 3 hours of leisure time in Hermanus
  • Wine tasting (if not on Whale cruise)

*Terms and conditions apply

View Package
From R 2,630 p/p sharing
SOUTH AFRICA, Western Cape
24 days left
to book!

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
24 days left
to book!

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

View Package
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

View Package
From R 10,348 p/p sharing
Kwa-Zulu Natal, SOUTH AFRICA

5* Oyster Box, 3 Nights, A Royal Affair

Understated luxury and gracious hospitality on the ocean's edge ...
From R 10,348 p/p sharing
Kwa-Zulu Natal, SOUTH AFRICA

5* Oyster Box, 3 Nights, A Royal Affair

Understated luxury and gracious hospitality on the ocean's edge ...
Travel Period: 3 February 2025 - 12 December 2025
Sales Period: 3 February 2025 - 1 December 2025

SELF-DRIVE PACKAGE INCLUDES:

  • 3 Nights accommodation at the 5* The Oyster Box in a Classic Sea Facing Room
  • Breakfast daily including oysters and sparkling wine
  • Wi-Fi


BONUS:

  • Welcome drink
  • Arrival gift from the pastry chef
  • Macaroons and sparkling wine in room at 17h00 on arrival
  • Romantic turn-down on the first night of stay
  • Captain's steak in the Ocean Terrace or any entree to enjoy in the Grill Room (excluding Signature dishes) once during stay
  • Virgin cocktail or Umhlanga Schling per person once per stay
  • Hotel voucher of R 600.00 per room, per stay
  • Scheduled transfer to and from The Gateway Theatre of Shopping, between 08h00 and 20h00
  • Daily newspaper
  • Tourism levy

*Terms and conditions apply

View Package
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

View Package
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

View Package
SAVE up to 20%
From R 33,570 p/p sharing
EUROPE, Italy

6 Night Italian Holiday

Tuscan vineyards, olive groves and Venetian glassblowing...
From R 33,570 p/p sharing
EUROPE, Italy

6 Night Italian Holiday

Tuscan vineyards, olive groves and Venetian glassblowing...
Travel Period: 22 August 2025 - 21 November 2025
Sales Period: 16 July 2025 - 21 November 2025

PACKAGE INCLUDES:

  • Transfers as per itinerary (T's and C's apply)
  • 6 Nights accommodation in cherry-picked hotels, all tried and trusted
  • Meals:
    • 6 Breakfasts
    • 4 Dinners
  • Luxury air-conditioned coach with Wi-Fi in most countries or alternative transportation (such as rail journeys)
  • Audio headsets for flexible sightseeing
  • An expert Travel Director and professional Driver
  • All porterage and restaurant gratuities
  • All hotel tips, charges and local taxes
  • Must-see sightseeing
  • Optional Experiences and free time


**  On occasion, hotels of similar standard and location other than those in the itinerary may be utilised  **


Click here for the DETAILED ITINERARY.

*Terms and conditions apply

View Package
From R 12,910 p/p sharing
Austria, EUROPE

5 Nights, 4* Christmas Market Experience, Vienna

Vienna, Austria's capital, a festive Christmas wonderland...
From R 12,910 p/p sharing
Austria, EUROPE

5 Nights, 4* Christmas Market Experience, Vienna

Vienna, Austria's capital, a festive Christmas wonderland...
Travel Period: 16 November 2025 - 6 January 2026
Sales Period: 24 July 2025 - 15 December 2025

LAND-ONLY PACKAGE INCLUDES:

  • 5 Nights accommodation at the 4* Mercure Grand Hotel Biedermeier Wien (or similar) in a Standard Double room
  • Breakfast daily
  • Enjoy a day tour from Vienna to Bratislava, complete with a sweet treat of coffee and cake

*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.

Website

  


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
Inquiry for Donovan Moodley

The Travel Boss

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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