For entry into South Africa, you'll need:Passport (valid for 6+ months)

South Africa Group Trip for Women

Q: Flights + Weather + Packing

Flights: You'll fly into Cape Town (CPT) and out of Johannesburg (JNB). Arrive anytime on Day 1 arrival day, and depart after 12 noon on departure day.Want us to advise on flights? Email us at info@damesly.comWeather: September is spring in South Africa and a fantastic time to visit. Expect warm, sunny days (70s–90s°F) and cooler mornings and evenings (50s–60s°F), especially on safari where early game drives can feel brisk. It’s typically dry this time of year, with excellent wildlife viewing as animals gather near water sources.Packing: Sun protection (hat, sunscreen, sunglasses), comfortable closed-toe walking shoes, and lightweight, breathable clothing are essential. You’ll also want a light jacket or sweater for early morning and evening game drives. A small backpack for personal items and a scarf for modest dressing are helpful for the trip.

Q: Will you match me with a roommate?

Will you match me? Of course! If you choose a space in a shared room but you're traveling solo, we will do our best to pair you with a roommate. Roommates are matched based on arrival time and perceived compatibility. Sharing a room is a great way to save costs, and make a new friend! However, we ask you to approach the situation with an open mind, some grace, and maybe a little humor.While 99% our travelers are amazing, we can't guarantee that you'll hit it off with your roommate, or that your sleeping styles will be compatible. Is sharing right for you? If you are a light sleeper, get easily irritated or just know that you need your own space, sharing a room might not be for you. Likewise, if you know that you snore, sleep with a CPAP machine or have other health conditions, sharing a room might not be the best fit. What if I don't get along with my roommate? If you've tried but you absolutely can't get along with your roommate and need to separate, your trip leader will either swap things around, or, attempt to get you your own room. If the latter, additional charges will incur.What if I book a double room, and you can't match me? We book a certain amount of hotel rooms before any tour, and are bound by their rules. In the event that we cannot find a roommate for you before the tour, and your room converts to a single room, there may be additional charges.

Q: How do the airport transfers work?

Damesly includes 1-2 scheduled group airport transfers on both the arrival and departure days of each trip. Transfer times are shared prior to departure and set to accommodate as many travelers as possible.If you arrive early, extend your stay, or travel outside of the scheduled transfer windows, we're happy to arrange a private transfer for you at an additional cost.

There's something about South Africa that stirs the soul. Maybe it’s the light - the way it dances on the ocean in Cape Town and glows gold across the savannah at sunset. Or maybe it’s the rhythm - of music, laughter, and life everywhere you go.

From the buzz of Cape Town to the raw beauty of the bush, this is South Africa in full color. Over nine unforgettable days, we'll wander the vibrant streets of Cape Town, sip world-class wines in wine country, learn to cook with locals, and don our best safari outfits while we go on a luxury safari adventure of a lifetime!

From Table Mountain to the Big Five, this journey blends natural beauty, culture, and wildlife in a way only Damesly can. Our hope is to show you what makes this part of the world so extraordinary and help create memories that you're sure to treasure for years to come.

Picture Yourself

Seeing the Big 5 on a luxury Safari in a private reserve
Watching penguins on the beach at Boulder's Beach
Cooking alongside locals in the Bo-Kaap neighborhood
Sipping world-class wine with female winemakers in Stellenbosch
Unwinding by the fire, glass in hand, as the bush comes alive around you.

Your South Africa Itinerary

Explore the rhythm of the journey, one memorable day at a time.

Illustrated South Africa itinerary map showing Cape Town, Stellenbosch, Kruger National Park and Johannesburg and trip day labels.

Day 1Arrival in Cape Town

Welcome to South Africa!

After your arrival at Cape Town International Airport (CPT), you'll be whisked away to your home for the next five nights: Cloud 9 Boutique Hotel & Spa, a chic hotel in the trendy Tamboerskloof neighborhood. Relax, unpack, and breathe in the fresh air as you settle into your stay.

We'll gather later in the evening for a rooftop welcome dinner, cocktail in hand, and sweeping views of Table Mountain, Lion's Head and the city - the perfect way to start our adventure.

Meals: D

Hotel: Cloud 9 Boutique Hotel & Spa

Day 2Bo-Kaap + Table Mountain

Wake to the hum of the city and the sparkle of Table Bay!

After breakfast, we’ll step into the heart of Bo-Kaap, one of Cape Town’s most storied neighborhoods. We'll explore this pastel-painted neighborhood alongside a local guide who will share the rich history, culture, and customs of Cape Malay life.

We'll conclude our walk by picking out several exotic spices at a local spice shop and make our way into her home for a hands-on Cape Malay cooking class where we'll fold samosas, blend spices for curry, and knead dough for soft rotis. Then we'll all gather for a well earned traditional Cape Malay feast.

Weather permitting, we'll ride the cableway to the top of Table Mountain in the afternoon to enjoy panoramic views across the Cape Peninsula before heading back for a relaxed evening.

After a rest at the hotel, we'll reconvene for dinner in a charming, Victorian-era restaurant known for its candlelit rooms, lush garden courtyard, and vibrant brasserie cuisine.

Meals: B, L, D

Hotel: Cloud 9 Boutique Hotel & Spa

Day 3Cape Peninsula Tour

After breakfast, we’re off on our private tour to Cape Point & Boulder's Beach, where we’ll get to see the penguins!

The route is weather-dependent, but we’ll plan to start off at Muizenberg, a spot known for its colorful beach huts and surfing spots. Next, we’ll head to the charming fishing village of Kalk Bay and enjoy a stroll along the harbor, poke around the quirky shops, or grab a coffee at one of the local seaside cafes.

Next, we’ll drive to Cape Point in the Cape of Good Hope Nature Reserve and snap a few selfies and group shots at the southwestern most point of Africa!

We’ll continue on to Simons Town to see the historical naval base and wander the picturesque streets.

Our day isn’t over yet; next stop is Boulders Beach! See the famous African penguins in their natural habitat, walk along the boardwalks to observe these charming creatures up close, and take in the beautiful scenery all around. It’s going to be so much fun!

Afterwards, we’ll stop for a delicious seafood lunch and a side of stunning ocean views at the Black Marlin Restaurant.

On our return to Cape Town, we’ll be taking the scenic route. We’ll make a stop to feed some cute ostriches, and then enjoy breathtaking coastal views at Chapman’s Peak, Hout Bay, and Camps Bay before getting back to the hotel to rest.

Dinner at your leisure.

Meals: B, L

Hotel: Cloud 9 Boutique Hotel & Spa

Day 4Free Day + Immersive Dinner

Today you'll have the day to explore Cape Town at your pace!

Wander the lively V&A Waterfront and shop for artisan crafts, embark on an aquatic safari looking for the Marine Big 5, or take a historical tour out to Robben Island. The day is yours to explore (don't worry we can help with booking and suggestions!)

We'll reunite in the evening for a 14-course dinner that will take us on a culinary journey not just through South Africa, but through the entire continent. You won't just eat dinner - you'll feel it through the drumming, storytelling, and dancing that celebrates the continent's vibrant spirit.

Meals: B, D

Hotel: Cloud 9 Boutique Hotel & Spa

Day 5Stellenbosch Winelands Tour

Today we'll be exploring the Stellenbosch region in the Cape Winelands - a beautiful landscape of rolling hills and historic estates. We'll visit boutique vineyards to learn about the winemaking process, meet the winemakers, and try some of the classic vintages that make this a world-class destination.

Afterwards, we'll gather at a family-owned vineyard for a traditional boerebraai - South Africa’s signature wood-fired barbecue. Expect smoky flavors, laughter, and maybe a glass or two of Pinotage.

Return to Cape Town in time for one last sunset over the Atlantic before we head into the bush.

Dinner at your leisure.

Meals: B, L

Hotel: Cloud 9 Boutique Hotel & Spa

Day 6Cape Town - Mluwati Private Reserve

We'll check out of our hotel after breakfast and fly directly to Hoedspruit. We'll drive another 1.5 hours by road before reaching our destination, Imbali Safari Lodge. Imbali is situated in the Mluwati private concession (between Sabi Sands and Manyeleti reserves) and is home to the iconic Big Five.

We'll check into our luxury suite (think private plunge pool) and unwind as we prepare to experience the beauty of the African bush.

In the evening, we'll climb into our open-air vehicle for our first game drive. Keep your camera ready - elephants, lions, leopards, and more await!

Dinner is served under the stars, surrounded by the symphony of the wild.

Meals: B, L, D

Hotel: Imbali Safari Lodge

Day 7Safari

Early in the morning when the sun is creeping over the horizon and a cacophony of bird calls herald a new day, enjoy a rusk & coffee before embarking on your first game drive of the day.

After, come back and relax before our afternoon game drive that begins around 4 p.m. and into the evening. From the echoing call of the Monotonous Lark to the infectious greeting of a pack of Wild Dogs reuniting after a hunt, you will see and hear things that only a safari in the African bush can deliver.

Being a Private Game Reserve, we have exclusive access to over 100 sq km of safari land. This means fewer crowds and the ability to off-road for close-up sightings.

Meals: B, L, D

Hotel: Imbali Safari Lodge

Day 8Final Safari + Farewell Dinner

Your final full day in Africa is pure bliss. After your morning drive, the rest of the day is yours to relax, swap stories, book a spa, and reflect on this incredible experience.

We'll gather one last time for a farewell dinner under the stars, toasting to new friendships and the incredible journey we've shared.

Meals: B, L, D

Hotel: Imbali Safari Lodge

Day 9Departure Day

Mountains and turquoise coastline showcasing the coastal scenery of South Africa.

We'll enjoy one final sunrise and breakfast before transferring back to Hoedspruit airport for our onward flights home. The tour will officially conclude at the Johannesburg airport, where we'll say our goodbyes - hearts full, memory cards even fuller.

Please make sure our international flights depart after 12pm that day.

Meals: B

Hotel: --

What's Included

Accommodation (shared or solo, in a variety of luxury properties)
Domestic Flights (Cape Town to Kruger + Kruger to Johannesburg)
Private Airport Transfers
Twice-daily game drives on a private game reserve
English-speaking local guides
Private driver and van
Entrance fees to attractions
Meals listed on itinerary
Gratuity for Damesly leader

What's Not Included

International flights to/from South Africa
Meals not listed
Gratuities for Local Guide
Travel insurance (highly recommended)

Meet Your Trip Leader

Sil Wong

A longtime flight attendant and disaster-relief specialist, Sil brings nearly two decades of experience, an unshakable calm, and plenty of curiosity to every adventure.

South Africa Trip FAQs

Flights + Weather + Packing

Flights: You'll fly into Cape Town (CPT) and out of Johannesburg (JNB). Arrive anytime on Day 1 arrival day, and depart after 12 noon on departure day.

Want us to advise on flights? Email us at info@damesly.com

Weather: September is spring in South Africa and a fantastic time to visit. Expect warm, sunny days (70s–90s°F) and cooler mornings and evenings (50s–60s°F), especially on safari where early game drives can feel brisk. It’s typically dry this time of year, with excellent wildlife viewing as animals gather near water sources.

Packing: Sun protection (hat, sunscreen, sunglasses), comfortable closed-toe walking shoes, and lightweight, breathable clothing are essential. You’ll also want a light jacket or sweater for early morning and evening game drives. A small backpack for personal items and a scarf for modest dressing are helpful for the trip.

Entry Requirements

For entry into South Africa, you'll need:

Passport (valid for 6+ months)

Is this tour right for me?

At Damesly, our goal is to connect women through beautifully curated travel experiences.

Our trips feature a high level of customer support and a focus on cultural interaction and experiences. We’re dames who work hard, and travel often. So when you use your coveted PTO days, we want you to have the best trip possible! To do this, we hand-select boutique hotels based on location and service. We look for unique properties that we think of as hidden gems, which may or may not be 5-stars. Our itineraries offer a mix of adventure and relaxation. We’re not afraid to get a little dirty to have the most fun experiences, but if there’s an infinity pool or a great spa afterwards — we’ll meet you there!

Traveling the world comes with rewards and challenges. Our traveler is someone who is easy-going and open minded to new experiences and cultures, ready to get out of their comfort zone and understands that travel leads to personal growth, even on its toughest days. Join us if you’re adventurous, kind, open-minded and ready for the trip of a lifetime.

On our South Africa tour, you can expect incredible views and safari experiences up near Kruger National Park and beautiful lodge experiences with top notch service. This tour covers a large amount of ground via a series of internal flights, and is made for the dame who wants to leave this tour feeling like they've truly experienced South Africa. However, this is still Africa (TIA). Power may go in and out, flights may be delayed and itinerary may be subject to change. Please come with an understanding of your surroundings and an appreciation for cultures different from your own.

How do payments work?

You'll receive an email from WeTravel after you book to set up your account and make payments according to your personal situation.

Email us at info@damesly.com if you'd like us to create a payment schedule for you. This is the easiest way to smooth out trip payments.

Tours must be paid in full 60 days before departure. See our cancellation policy here.

Will you match me with a roommate?

Will you match me?
Of course! If you choose a space in a shared room but you're traveling solo, we will do our best to pair you with a roommate. Roommates are matched based on arrival time and perceived compatibility. Sharing a room is a great way to save costs, and make a new friend! However, we ask you to approach the situation with an open mind, some grace, and maybe a little humor.

While 99% our travelers are amazing, we can't guarantee that you'll hit it off with your roommate, or that your sleeping styles will be compatible.

Is sharing right for you?
If you are a light sleeper, get easily irritated or just know that you need your own space, sharing a room might not be for you. Likewise, if you know that you snore, sleep with a CPAP machine or have other health conditions, sharing a room might not be the best fit.

What if I don't get along with my roommate?
If you've tried but you absolutely can't get along with your roommate and need to separate, your trip leader will either swap things around, or, attempt to get you your own room. If the latter, additional charges will incur.

What if I book a double room, and you can't match me?
We book a certain amount of hotel rooms before any tour, and are bound by their rules. In the event that we cannot find a roommate for you before the tour, and your room converts to a single room, there may be additional charges.

What happens if this trip doesn’t run?

Small group trips require at least 4 people to run. We will confirm as soon as possible when the trip has met its minimum; up to 60 days before departure. For this reason, we recommend waiting until after a trip has been confirmed to purchase airfare. Any tour can be converted to a private departure when a trip does not meet its minimum. Additional costs may incur. Alternatively, apply your credit to any small-group tour departing within 12 months.

How do the airport transfers work?

Damesly includes 1-2 scheduled group airport transfers on both the arrival and departure days of each trip. Transfer times are shared prior to departure and set to accommodate as many travelers as possible.

If you arrive early, extend your stay, or travel outside of the scheduled transfer windows, we're happy to arrange a private transfer for you at an additional cost.

Can I make this a private trip?

Absolutely! For more information, explore private trip planning.

More Group Trip FAQs