Day 1: Cape Town

Upon arrival at Cape Town International Airport, you’ll be met and transferred to The Winchester Hotel, your home for the next two nights. Perfectly positioned along the Sea Point promenade with views across the Atlantic Ocean, the hotel offers a relaxed introduction to Cape Town’s coastal energy.

Spend the rest of the day settling in and enjoying the surrounding area. You may wish to take a stroll along the promenade, explore nearby restaurants and cafés, or simply relax and enjoy the ocean views as the city begins to reveal its rhythm.

Day 2: Cape Town

Today is yours to explore Cape Town at your own pace. You may choose to visit Table Mountain, take the ferry to Robben Island, explore the vibrant V&A Waterfront, or wander through the city’s neighbourhoods, markets and coastline.

Cape Town offers a rich blend of culture, history and natural beauty, and the day can be shaped entirely around your interests.

Return to The Winchester Hotel in the evening and enjoy a relaxed night along the Atlantic seaboard.

Day 3: Cape Peninsula

Today, your journey continues with a scenic helicopter transfer from the V&A Waterfront to Cape Point Hideaway, your home for the next four nights.

The flight traces one of the most remarkable coastal routes in the country, following the Atlantic Seaboard past Sea Point, Clifton and Camps Bay before continuing along the peninsula over Llandudno and Hout Bay. Crossing near Noordhoek and Cape Point, the route then follows the False Bay coastline above Simon’s Town and Fish Hoek.

After roughly thirty minutes in the air, you arrive above the quiet fynbos landscapes surrounding the private villa.

Positioned among fynbos-covered hills with sweeping ocean views, the villa offers a peaceful blend of privacy and style. Spacious living areas open onto a wooden deck with an infinity pool overlooking the mountains and the Atlantic Ocean in the distance. Each room is thoughtfully designed with natural textures and local touches, creating an atmosphere of laid-back elegance. Settle in, breathe in the salt air, and enjoy a welcome dinner as the sun dips below the horizon.

Day 4: Cape Peninsula

After breakfast, you’ll head into Cape Point Nature Reserve, one of South Africa’s most iconic protected areas. Here you’ll explore dramatic cliffs, beaches, and unique flora and fauna, with the option to hike to the old lighthouse and viewpoints overlooking the Cape of Good Hope. A picnic lunch will be enjoyed inside the reserve, allowing you to spend the day exploring at leisure before returning to the Hideaway in the late afternoon.

Day 5: Cape Peninsula

Today you’ll visit the historic naval town of Simon’s Town, known for its working harbor, naval base, and coastal charm. Afterwards, continue to Boulders Beach, home to the famous colony of African penguins. The sheltered coves here are ideal for swimming and viewing the penguins up close. You’ll then have time to enjoy lunch at one of the seaside cafés in Simon’s Town, Kalk Bay, or along the nearby coastline.

Day 6: Cape Peninsula

Your final full day is flexible and can be tailored to your interests. You may choose a relaxed day on the beach, hiking the trails in the area, or enjoying the tranquility of the Hideaway. Alternatively, a range of additional activities can be arranged, including:

  • Yoga and massage treatments at the villa
  • Horse riding along Noordhoek Beach
  • Fynbos Experience Guided Walk through the surrounding coastal vegetation
  • Fishing excursions along the Cape coast (four-hour nearshore charter for up to six guests)
  • Hot Huts mobile sauna session, offering a restorative heat therapy experience
  • Wine tasting and sunset views at Cape Point Vineyards
  • Visit to Cape Point Ostrich Farm to learn about local farming and the area’s history

This day is entirely yours to design, balancing relaxation with exploration as you prefer.

Cape Point Hideaway Cape Point Hideaway

Day 7: End of Itinerary

After breakfast, it is time to check out of Cape Point Hideaway, and you will be dropped off at Cape Town International Airport for your onward journey home. Depending on your onward travel plans, there may be time for a short walk or one last look at the coastline before departure.

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