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History Packages

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

Packages & Specials
From R 25,469 p/p sharing
India, MIDDLE EAST & INDIA

5 Night Golden Triangle Experience, India

Immerse yourself in the colour, history, traditions & 'spice' of India
From R 25,469 p/p sharing
India, MIDDLE EAST & INDIA

5 Night Golden Triangle Experience, India

Immerse yourself in the colour, history, traditions & 'spice' of India
Travel Period: 8 July 2025 - 30 September 2025
Sales Period: 8 July 2025 - 16 September 2025

FLY-IN PACKAGE INCLUDES:

  • Return flights from Johannesburg to Delhi including airline levies
  • 5 Nights accommodation in 5* Hotels
    • 2 Nights stay in Delhi
    • 1 Night stay in Agra
    • 2 Nights stay in Jaipur
  • Breakfast daily
  • All transfers, transport to excursions and sightseeing in an air-conditioned vehicle
  • English speaking local guide for sightseeing excursions

*Terms and conditions apply

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From R 22,239 p/p sharing
India, MIDDLE EAST & INDIA

5 Nights, 4* Delhi Shopping, India from Cape Town

A taste of Indian history, culture, art, food and markets galore...
From R 22,239 p/p sharing
India, MIDDLE EAST & INDIA

5 Nights, 4* Delhi Shopping, India from Cape Town

A taste of Indian history, culture, art, food and markets galore...
Travel Period: 1 April 2025 - 30 September 2025
Sales Period: 26 February 2025 - 19 September 2025

FLY-IN PACKAGE INCLUDES:

  • Return flights from Cape Town to Delhi including airline levies
  • Return airport transfers
  • 5 Nights stay at the 4* Regent Grand Hotel (or similar) in a Standard room
  • Breakfast daily


BONUS:

  • A half day city tour including an English-speaking guide

*Terms and conditions apply

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SAVE up to 20%
From R 70,928 p/p sharing
FAR EAST, Japan

8 Nights, Splendours of Japan

Discover the essence of Japan....
From R 70,928 p/p sharing
FAR EAST, Japan

8 Nights, Splendours of Japan

Discover the essence of Japan....
Travel Period: 31 August 2025 - 30 November 2025
Sales Period: 16 July 2025 - 30 November 2025

PACKAGE INCLUDES:

  • Transfers as per itinerary (T's and C's apply)
  • 8 Nights accommodation in cherry-picked hotels, all tried and trusted
  • Meals:
    • 8 Breakfasts
    • 3 Lunches
    • 3 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


Click here
for the DETAILED ITINERARY.


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

*Terms and conditions apply

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From R 14,090 p/p sharing
EUROPE, Greece

7 Night Idyllic Greece, Celestyal Journey

Cruise the Greek Isles aboard Celestyal Journey...
From R 14,090 p/p sharing
EUROPE, Greece

7 Night Idyllic Greece, Celestyal Journey

Cruise the Greek Isles aboard Celestyal Journey...
Travel Period: 18 October 2025 - 7 November 2026
Sales Period: 8 July 2025 - 31 August 2025

CRUISE ONLY PACKAGE INCLUDES:

  • 7 Nights accommodation aboard Celestyal Journey in selected cabin type
  • Onboard dining on a full board basis (breakfast, lunch and dinner) in main restaurants
  • Snacks from the Deli and Pizza Oven throughout the day
  • Entertainment and daily activities onboard
  • Unlimited free pour sodas in all main restaurants with meals
  • Complimentary Wi-Fi for all guests
  • Gratuities onboard
  • Port fees and onboard gratuities (approximately USD 339.00 pp)

*Terms and conditions apply

View Package
SAVE up to 20%
From R 36,630 p/p sharing
EUROPE, France, Germany, Netherlands, Switzerland

6 Nights, European Highlights End Paris

A jam-packed adventure filled with European highlights...
From R 36,630 p/p sharing
EUROPE, France, Germany, Netherlands, Switzerland

6 Nights, European Highlights End Paris

A jam-packed adventure filled with European highlights...
Travel Period: 11 August 2025 - 24 November 2025
Sales Period: 16 July 2025 - 24 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
    • 3 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 62,010 p/p sharing
Austria, Czech Republic, EUROPE, Hungary
12 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
12 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

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From R 50,000 p/p sharing
Austria, Czech Republic, EUROPE, Germany, Hungary, Slovakia

7 Night, Best of the Danube Cruise

Danube cruise - uncover a mix of history, culture and local traditions
From R 50,000 p/p sharing
Austria, Czech Republic, EUROPE, Germany, Hungary, Slovakia

7 Night, Best of the Danube Cruise

Danube cruise - uncover a mix of history, culture and local traditions
Travel Period: 18 April 2026 - 17 October 2026
Sales Period: 18 June 2025 - 2 October 2026

CRUISE ONLY PACKAGE INCLUDES:

  • 7 Nights accommodation aboard Trafalgar Reverie (cruise ship)
  • Meals (buffet-style breakfast and lunches, à la carte dinners):
    • 7 Dinners
    • 6 Lunches
    • 7 Breakfasts
  • Wine, beer, soft drinks included with lunch and dinner
  • A 24/7 coffee and water station is also available
  • Teatime during afternoon sailings
  • Onboard games room, gym, lounges, sundeck and bar
  • Onboard entertainment
  • Be My Guest and MAKE TRAVEL MATTER® Experiences
  • Many locally guided tours
  • Audio headsets for guided tours
  • Included and Optional Experiences
  • Bicycles for use on land
  • Gratuities for onboard staff are included, except for your Cruise Manager and Assistant Cruise Manager
  • Experience Director, Experience Manager and ship crew

*Terms and conditions apply

View Package
SAVE up to 10%
From R 73,983 p/p sharing
Argentina, Brazil, CENTRAL & SOUTH AMERICA & CARIBBEAN, Peru

14 Nights, South America Discovery

Highlights of Brazil, Argentina and Peru...
From R 73,983 p/p sharing
Argentina, Brazil, CENTRAL & SOUTH AMERICA & CARIBBEAN, Peru

14 Nights, South America Discovery

Highlights of Brazil, Argentina and Peru...
Travel Period: 18 September 2025 - 12 March 2026
Sales Period: 10 July 2025 - 12 February 2026

LAND ONLY PACKAGE INCLUDES:

  • All internal air included in trip cost
  • Transfers as per itinerary
  • 14 Nights accommodation in cherry-picked hotels, all tried and trusted
  • Meals:
    • 14 Breakfasts
    • 1 Lunch
    • 3 Dinners
  • All transport shown per itinerary
  • Audio Headsets provided throughout your holiday to enhance your included sightseeing experiences
  • Luxury air-conditioned coach with Wi-Fi in most countries
  • Extensive variety of Choice Experiences
  • City orientation tours
  • An expert Travel Director and professional Driver


Click here for the DETAILED ITINERARY.


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

*Terms and conditions apply

View Package
SAVE up to 10%
From R 42,065 p/p sharing
AFRICA (ex. Southern & South Africa), Egypt
12 days left
to book!

7 Night Egypt Explorer with Nile Cruise

The ultimate Egypt itinerary through the land of the pharaohs.
From R 42,065 p/p sharing
AFRICA (ex. Southern & South Africa), Egypt
12 days left
to book!

7 Night Egypt Explorer with Nile Cruise

The ultimate Egypt itinerary through the land of the pharaohs.
Travel Period: 7 March 2026 - 31 October 2026
Sales Period: 1 July 2025 - 31 July 2025

PACKAGE INCLUDES:

  • 7 Nights accommodation:
    • 3 Nights in cherry-picked hotels, all tried and trusted
    • 1 Night on overnight train
    • 3 Nights aboard luxury Nile Cruise
  • Meals:
    • 7 Breakfasts, 3 Lunches and 4 Dinners
  • Transport:
    • Overnight train from Cairo to Aswan
    • Flight from Luxor to Cairo
    • 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
  • The services of a professional English speaking Egyptologist / Travel Director throughout your journey
  • 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

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

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BEACH & ISLAND HOLIDAYS, CRUISES & WATER TRAVEL

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

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