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

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From R 56,600 p/p sharing
EUROPE, Greece

7 Nights, Cycling the Peloponnese, Greece

Cycling trip through the eastern side of the Peloponnese...
From R 56,600 p/p sharing
EUROPE, Greece

7 Nights, Cycling the Peloponnese, Greece

Cycling trip through the eastern side of the Peloponnese...
Travel Period: 1 September 2025 - 30 November 2025
Sales Period: 3 July 2025 - 31 October 2025

LAND ONLY PACKAGE INCLUDES:

  • 7 Nights accommodation at high-quality hotels with authentic character:
    • Pharae Palace Hotel or similar  //  Akrolithi Boutique or similar  //  Alas Resort & Spa or similar  //  Kinsterna Hotel or a villa with similar specs  //  Hatzipanayiotis Hotel or similar  //  Hotel Grande Bretagne Nafplio or similar
    • Note:  Final selection of hotels and rooms is dependent on group size and will be confirmed once the total number of guests is finalised
  • Meals:
    • Breakfast daily served at the hotel/s
    • 7 early Dinners (either at selected restaurants nearby, offering a taste of authentic Greek cuisine OR a braai-style gathering at scenic locations, creating a vibrant, party-like atmosphere where everyone can come together.  Includes selected beverages (alcoholic and non-alcoholic)
    • Snacks during rides – A selection of fruits, energy bars, and light food is provided to keep riders fuelled throughout the journey
  • Transfers:
    • On arrival from Athens to Kalamata to first hotel and from Nafplio to Athens on departure (includes bicycle and gear)
    • Luggage transfer from each overnight hotel to the hotel where the next stage starts
  • Vehicle support:
    • A discrete level of support during the ride for cyclists requiring same during a stage
    • Shuttle service for those who opted out of riding a given stage.
  • Service fees and tips:  10% gratuities for the trip staff, restaurants and all taxes (approximate)

*Terms and conditions apply

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From R 48,600 p/p sharing
EUROPE, Portugal

10 Nights, Best of Portugal

Portugal - proud history, warm-hearted locals and soul-warming cuisine...
From R 48,600 p/p sharing
EUROPE, Portugal

10 Nights, Best of Portugal

Portugal - proud history, warm-hearted locals and soul-warming cuisine...
Travel Period: 2 June 2025 - 26 December 2025
Sales Period: 30 April 2025 - 12 December 2025

PACKAGE INCLUDES:

  • Return airport transfers on first and last day of the trip (conditions apply)
  • 10 Nights accommodation in cherry-picked hotels, all tried and trusted
  • Meals:
    • 10 Breakfasts
    • 1 Lunch
    • 4 Dinners
  • All transport shown in the itinerary 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
  • All hotel tips, charges and local taxes
  • All porterage and restaurant gratuities
  • Must-see sightseeing and surprise extras
  • Optional Experiences and Free time


Click here
for the DETAILED ITINERARY.


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

*Terms and conditions apply

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From R 54,810 p/p sharing
EUROPE, Turkey

13 Nights, Best of Turkey

Troy, ancient Greek cities and the Turkish Riviera.....
From R 54,810 p/p sharing
EUROPE, Turkey

13 Nights, Best of Turkey

Troy, ancient Greek cities and the Turkish Riviera.....
Travel Period: 8 June 2025 - 26 December 2025
Sales Period: 30 April 2025 - 12 December 2025

PACKAGE INCLUDES:

  • Return airport transfers on first and last day of the trip (conditions apply)
  • 13 Nights accommodation in cherry-picked hotels, all tried and trusted
  • Meals:
    • 13 Breakfasts
    • 1 Lunch
    • 10 Dinners
  • All transport shown in the itinerary 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
  • All hotel tips, charges and local taxes
  • All porterage and restaurant gratuities
  • Must-see sightseeing and surprise extras
  • Optional Experiences and Free time


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 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 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

View Package
From R 58,349 p/p sharing
Britain, England, EUROPE, Scotland

14 Nights, 3* Beautiful Britain, Self-Drive

One for the Adventurers! Self-drive through Britain....
From R 58,349 p/p sharing
Britain, England, EUROPE, Scotland

14 Nights, 3* Beautiful Britain, Self-Drive

One for the Adventurers! Self-drive through Britain....
Travel Period: 21 May 2025 - 30 September 2025
Sales Period: 21 May 2025 - 12 September 2025

SELF-DRIVE, LAND ONLY PACKAGE INCLUDES:

  • 14 Nights stay in 3* Hotels:
    • 1 Night in the area of Scottish Borders
    • 2 Nights in the area of York
    • 2 Nights in the area of Birmingham
    • 2 Nights in the area of Chester / North Wales
    • 1 Night in the area of Lake District / Penrith / Kendal
    • 1 Night in the area of Glasgow
    • 2 Nights in the area of Fort William/ Oban
    • 1 Night in the area of Aviemore/ Inverness
    • 2 Nights in the area of Edinburgh
  • Breakfast daily
  • 14 Days Car rental including unlimited mileage:
    • All taxes & fees
    • 1 Additional driver
    • Damage waiver

*Terms and conditions apply

View Package
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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Save up to 50%
From R 15,900 p/p sharing
SOUTH AFRICA, Western Cape

2 Nights, Grootbos Nature Reserve

Immerse yourself in nature at this luxury eco-lodge!
From R 15,900 p/p sharing
SOUTH AFRICA, Western Cape

2 Nights, Grootbos Nature Reserve

Immerse yourself in nature at this luxury eco-lodge!
Travel Period: 14 July 2025 - 31 August 2025
Sales Period: 14 July 2025 - 22 August 2025

SELF-DRIVE PACKAGE INCLUDES:

  • 2 Nights accommodation in 5* Premium Luxury Suite
  • All meals daily
  • Minibar and bottle of wine
  • Guided nature walks and hikes
  • Horse riding
  • Ancient cave experience
  • 4 X 4 Flower safari


ADDED VALUE:

  • 50% off Spa Treatments

*Terms and conditions apply

View Package
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

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

Favourite Destinations

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

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