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

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From R 6,640 p/p sharing
SOUTH AFRICA, Western Cape
28 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
28 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
SAVE up to 10%
From R 118,890 p/p sharing
AUSTRALASIA & OCEANIA, Australia
24 days left
to book!

14 Night Outback Adventure

Adventurer? The best of the Australian Outback is for you!
From R 118,890 p/p sharing
AUSTRALASIA & OCEANIA, Australia
24 days left
to book!

14 Night Outback Adventure

Adventurer? The best of the Australian Outback is for you!
Travel Period: 5 August 2025 - 2 September 2025
Sales Period: 11 July 2025 - 11 August 2025

LAND ONLY PACKAGE INCLUDES:

  • All land transport and transfers shown as per itinerary (T's and C's apply)
  • 14 Nights accommodation in cherry-picked hotels, all tried and trusted
  • Meals:
    • 14 Breakfasts
    • 10 Dinners
  • Porterage where hotels provide this service
  • Luxury air-conditioned coach with Wi-Fi in most countries or alternative transportation (such as rail journeys)
  • An expert Travel Director and professional Driver
  • Must-see sightseeing
  • Optional Experiences and free time


Click here to view the DETAILED ITINERARY.


**  On occasion, hotels of similar standard and location may be utilized  **

*Terms and conditions apply

View Package
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

View Package
From R 38,085 p/p sharing
India, MIDDLE EAST & INDIA

10 Nights, 4* Kerala Beach Experience, India

Mountains, lush green hills, winding rivers, amazing beaches...
From R 38,085 p/p sharing
India, MIDDLE EAST & INDIA

10 Nights, 4* Kerala Beach Experience, India

Mountains, lush green hills, winding rivers, amazing beaches...
Travel Period: 1 April 2025 - 30 September 2025
Sales Period: 26 February 2025 - 8 September 2025

FLY-IN PACKAGE INCLUDES:

  • Return flights ex Johannesburg to Cochin Airport & ex Thiruvananthapuram Airport including airline levies
  • Accommodation:
    • 2 Nights stay in Kochi at the 4* Hotel Radisson (or similar)
    • 2 Nights stay in Munnar at the 4* Devonshire (or similar)
    • 1 Night stay in Thekkady/ Periyar at the 4* Mountain Courtyard (or similar)
    • 2 Nights stay in Kovalam at the 4* Uday Samudra (or similar)
    • 2 Nights stay in Kumarakom at the 4* Backwater Ripples (or similar)
    • 1 Night stay in Alappuzha at the 4* Deluxe AC Houseboat (or similar)
  • Breakfast daily (except all meals at houseboat in Alleppey)


BONUS:

  • All transfers, transport to excursions and sightseeing in an air-conditioned vehicle
  • English speaking guide for sightseeing tour

*Terms and conditions apply

View Package
SAVE up to 10%
From R 44,910 p/p sharing
AFRICA (ex. Southern & South Africa), EUROPE, Morocco, Portugal, Spain
13 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
13 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 10,700 p/p sharing
England, EUROPE, France, United Kingdom

3 Nights, Paris for Christmas, Contiki

Paris, baguette, cheese, Christmas, river cruise - what's not to love?
From R 10,700 p/p sharing
England, EUROPE, France, United Kingdom

3 Nights, Paris for Christmas, Contiki

Paris, baguette, cheese, Christmas, river cruise - what's not to love?
Travel Period: 24 December 2025 - 27 December 2025
Sales Period: 18 March 2025 - 1 December 2025

PACKAGE INCLUDES:

  • 3 Nights hotel accommodation
  • Meals:
    • 3 Breakfasts
    • 1 Dinner
  • Transport - Ferry and Coach
  • Group Size - Average 42 people
  • Team - Expert Trip Manager, Driver Team


Click here for the DETAILED ITINERARY.

*Terms and conditions apply

View Package
From R 62,010 p/p sharing
Austria, Czech Republic, EUROPE, Hungary
13 days left
to book!

9 Night Easy Pace Budapest, Vienna and Prague

Cobbled streets, cathedrals, imperial palaces, majestic castles...
From R 62,010 p/p sharing
Austria, Czech Republic, EUROPE, Hungary
13 days left
to book!

9 Night Easy Pace Budapest, Vienna and Prague

Cobbled streets, cathedrals, imperial palaces, majestic castles...
Travel Period: 24 April 2026 - 23 October 2026
Sales Period: 1 July 2025 - 31 July 2025

LAND ONLY PACKAGE INCLUDES:

  • 9 Nights accommodation in handpicked 4 and 5 star hotels in great locations
  • Meals - superior dining in top rated restaurants:
    • 9 Breakfasts
    • 5 Dinners
  • 24/7 personal service – knowledgeable Travel Director and expert Driver
  • ‘Business Class’ style coaches with extended legroom
  • Insider Access, Insightful Encounters and Insight Choice experiences
  • Local discovery led by Local Experts
  • Porterage, gratuities and tips at hotels and restaurants


Click here
for the DETAILED ITINERARY.

*Terms and conditions apply

View Package
SAVE up to 10%
From R 71,010 p/p sharing
England, EUROPE, France, Germany, Italy, Netherlands, Switzerland
13 days left
to book!

11 Night European Whirl

Multi-Destination tour - London to Amsterdam, Venice, Rome and Paris
From R 71,010 p/p sharing
England, EUROPE, France, Germany, Italy, Netherlands, Switzerland
13 days left
to book!

11 Night European Whirl

Multi-Destination tour - London to Amsterdam, Venice, Rome and Paris
Travel Period: 1 April 2026 - 21 October 2026
Sales Period: 1 July 2025 - 31 July 2025

LAND ONLY PACKAGE INCLUDES:

  • Transfers as per itinerary (T's and C's apply)
  • 11 nights accommodation in cherry-picked hotels, all tried and trusted
  • Meals:
    • 11 Breakfasts, 1 Lunch and 4 Dinners
  • Transport in a luxury air-conditioned coach with Wi-Fi in most countries or alternative transportation (such as rail journeys)
  • An expert Travel Director and professional Driver
  • Audio headsets for flexible sightseeing
  • Eurostar high-speed train from London to Brussels
  • Eurostar high-speed train from Paris to London
  • All porterage and restaurant gratuities
  • All hotel tips, charges and local taxes
  • Must-see sightseeing
  • Optional Experiences and free time
  • The services of a Trafalgar Local Host when you stay at Trafalgar's recommended London hotel


Click here for the DETAILED ITINERARY.


**  On occasion, hotels of similar standard and location may be utilised  **

*Terms and conditions apply

View Package
From R 49,410 p/p sharing
EUROPE, Germany, Netherlands

7 Night Dutch Summer Escape aboard Viva Tiara

The Rhine in summer - enchanting and historic towns along the river...
From R 49,410 p/p sharing
EUROPE, Germany, Netherlands

7 Night Dutch Summer Escape aboard Viva Tiara

The Rhine in summer - enchanting and historic towns along the river...
Travel Period: 5 June 2026 - 28 August 2026
Sales Period: 4 June 2025 - 31 July 2026

CRUISE ONLY PACKAGE INCLUDES:

  • 7 Nights luxury accommodation in selected cabin type
  • Full board, with breakfast buffet, lunch, dinner (multi-course gourmet menus, served on site) and snacks served at the table, with choice of table and flexible mealtimes
  • High-quality, non-alcoholic drinks all day (mineral water, soft drinks, juices, a variety of coffee specialities, tea, cocoa)
  • All-day choice of alcoholic beverages (sparkling wine, Aperol, white wine, red wine, rosé, champagne, various beers, long drinks, cocktails, spirits, liqueurs)
  • High tea:  one per trip a selection of sweet and savoury treats such as  scones, sandwiches, cupcakes, chocolates, macaroons and exclusive teas
  • Daily freshly stocked mini-bar and reusable water bottle in your cabin
  • Welcome champagne in the cabin
  • Exclusive beauty products from Rituals
  • Wi-Fi
  • Select gratuities
  • Select excursions

*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

  


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