Dominique Bowden
The Traveling Chucks ™
The Traveling Chucks Experience- Cape Town, South Africa
Apr 16, 2026 to Apr 21, 2026
Welcome to Cape Town!
April 16-21, 2026
Get ready to explore the vibrant beauty of Cape Town, where breathtaking landscapes meet rich cultural experiences. From savoring world-class wines in the Cape Winelands to immersing yourself in the city’s art, history, and local flavors, every moment promises something unforgettable. Join us for an adventure that blends relaxation, discovery, and a true taste of South African spirit!
Deposit is $225 per person
*deposits are non-refundable and non-transferrable
*Yellow Fever vaccine is required to travel to South Africa
What's INCLUDED in this trip:
- 5-nights at Hyatt Regency Cape Town (or similar)
- Transportation to/from the airport
- Daily breakfast and 3 lunches
- Meet and Greet Icebreaker with Champagne
- Robben Island and Langa Township Tour
- Table Mountain and Wine Tour
- (1) free day to enjoy shopping, hair braiding, etc
- Big 5 Safari Adventure
- English speaking guide for all tours and activities
- Transportation on all tours
- (1) Traveling Chucks Host
What's NOT included:
- TRIP INSURANCE (highly recommended)
- Activities in ADD-ON SECTION
- ANY activities not listed above
- ANY meals not listed above
- Gratuities and Tips
- Passport and Visa fees
Welcome to Hyatt Regency in Cape Town, South Africa
Things to do in Cape Town
Itinerary:
Day 1- Arrivals
- Arrivals and hotel check in Hyatt Regency Cape Town (or similar)
- Meet and Greet and Icebreaker with Champagne toast!
Day 2 -Explore Cape Town (lunch included)
- Breakfast at hotel
- Table Mountain and Spier Wine Tour
- Dinner out on the town
Day 3- Robben Island Tour (lunch included)
- Breakfast at hotel
- Robben Island Prison Museum and Township Tour
Day 4- Day at leisure
- Breakfast at hotel
- Explore the city and shopping
- Explore Cape Town Nightlife
Day 5- Safari Game Drive (lunch included)
- Breakfast at hotel
- Big 5 Safari + Aquila Game Reserve
- Farewell Group Dinner (location TBD)
Day 6- Farewell and See you later
- Breakfast at hotel
- Check out and catch flights home
*itinerary is subject to change
How To Book:
- Select your preferred room category below (room price is listed in per person )
- Enter number of travelers staying in your room
- Select any add ons to enhance your vacation experience
- Select "Continue to traveler info"
- Enter all details requested. (if you do NOT have a passport, enter "NA" for the passport number only)
- It will ask you the same details for the second traveler
- Click "Continue to payment" to complete deposit
- Once deposit is submitted the system automatically generates a monthly payment plan
If you need assistance booking your package during this process,
please call (901) 501-6188
or email contact@thetravelingchucks.com
Payments and Payment Plans
Deposits are due at time of booking. Prices are subject to change for reasons beyond The Traveling Chucks' control. The platform will automatically generate a payment plan when you pay your deposit. If you would like to pay in full at any time, please contact us. You will also receive monthly payment reminders so please ensure your email address is entered correctly so important communications are received.
Passport, Travel, and Vaccination Requirement Information
- You must have a valid passport with at least 30 days validity beyond your departure from Cape Town, South Africa. However, this can change at any point. Please visit travel.state.gov to view the current entry requirements for South Africa.
- Please ensure your passport information is correct when submitting booking form. Name changes due to error will incur an additional fee.
- Yellow Fever vaccine is required to enter South Africa
You Don’t Plan for Emergencies!
- We hope you don’t need it, but having it is safer! Protect your investments with a travel insurance plan. Click HERE to purchase a policy today.
Arrival and Departure Flights for Land Packages
- Flights are not available yet. When they become available, we will send recommended flights to the group.
Cancellation and Terms & Conditions
Your access to a cash refund is limited. Please purchase a travel insurance policy in order to protect your investment and receive a cash refund. All deposits are non-refundable and non-transferrable.
Cancellation policy: Please read carefully the
TERMS and CONDITIONS/ CANCELLATION POLICY
*By Booking this Experience, you agree to THE TRAVELING CHUCKS terms and conditions.
Available Packages
2 twin bed room (double occupancy)
Available until
October 16, 2026
- available
$1,990.00
Deposit: $225.00 per person
-2 twin beds (great for friends sharing one room but have separate beds)
-please indicate your roommate's name upon booking
-if no roommate within 90 days of departure, reservation will be converted to solo occupancy price.
****price is subject to change until deposit is placed on reservation
Includes everything under "included in this trip" on the booking page
1 king bed room (double occupancy)
Available until
October 16, 2026
- available
$1,990.00
Deposit: $225.00 per person
-1 king bed (great for couples who share a bed)
*must add (2) as package is per person
-please indicate your roommate's name upon booking
-if no roommate within 90 days of departure, reservation will be converted to solo occupancy price.
****price is subject to change until deposit is placed on reservation
Includes everything under "included in this trip" on the booking page
1 king bed room (solo occupancy)
Available until
October 16, 2026
- available
$2,405.00
Deposit: $225.00 per person
-1 king bed (great for someone wanting private accommodations)
****price is subject to change until deposit is placed on reservation
Includes everything under "included in this trip" on the booking page
Extra Options
Private: Hot Air Balloon & Wine Tasting Tour
Available until
July 31, 2026
- available
$475.00
Deposit: $175.00
*price is listed in per person
Defy gravity and hover over the Stellenbosch Winelands in a hot air balloon. Depending on the wind direction, you will drift towards the Paarl or the Stellenbosch countryside but still get splendid views of the entire winelands' terrain and the kilometer high Table Mountain from either side. With nobody knowing the landing location! We will keep in touch with your pilot to arrange your pick-up at the end of the balloon flight.
Lunch and transportation are included.