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Price Guide
14 Nights - £3,295pp

Flight Inclusive Price from UK

Tour Info
  • International Flights from the UK
  • All Taxes
  • 4 nights Cape Town
  • 3 nights Cape Winelands
  • 7 night Tour of St. Helena
  • Breakfast & some other meals
  • All Airport Transfers
  • Entrance fees

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South Africa & St. Helena

St. Helena & Western Cape

St. Helena

St. Helena

St. Helena

St. Helena

Cape Town

Cape Town

Table Mountain

Table Mountain

Cape Winelands

Cape Winelands


St. Helena & Western Cape

Discover one of the world's least visited destinations and until recently virtually inaccessible other than by postal ship or yacht.

This South Africa & St. Helena holiday is ideal for those looking for a relaxing week in South Africa combined with an adventurous week's tour to St. Helena.

Begin with four nights in Cape Town, where there is the chance to explore the beautiful Cape Coast and admire the view from the top of Table Mountain.

From Cape Town pick up a rental car and head to the picturesque Cape Winelands for three nights and the chance to enjoy great food and the charm of the Winelands.

From the Western Cape head to St. Helena - almost half way to South America!

This tour of St. Helena has been carefully designed to show the best of St. Helena's landscape and identity.

You will be accompanied by a guide throughout who will reveal the history, landscapes, ecology and lifestyle of this remarkably remote Atlantic Ocean island.

This St. Helena tour is not a group tour and is organised as a private tour. However, as a practicality considering the lack of qualified guides on St. Helena you may be joined on tours and excursions by other travellers.

This South Africa and St. Helena holiday can be tailored to suit you, so just let us know your interests, time and budget.

At a glance

  • International Flights from UK
  • All Taxes
  • 4 nights Cape Town
  • 3 nights Cape Winelands
  • Car Rental in Cape Winelands
  • 7 nights St. Helena
  • Touring in St. Helena
  • Breakfast & some other meals
  • Airport transfers

Day 1: Fly UK to Cape Town

Overnight flight UK to Cape Town.

Day 2: Cape Town

Transfer to hotel of your choice in Cape Town where you will stay for 4 nights.

Enjoy the rest of the day at leisure.

Overnight Cape Town: Breakfast included.

Day 3: Cape Town

Enjoy the day in Cape Town. You may wish to head to the top of Table Mountain or spend some time in the Victoria & Alfred Waterfront.

Overnight Cape Town: Breakfast included.

Day 4: Cape Town

Your hire car will be delivered to your hotel in the morning.

Today is a great opportunity to explore the surrounding Cape Peninsular at your leisure.

A drive to Chapman's Peak is a lovely day out.

Overnight Cape Town: Breakfast included.

Day 5: Cape Winelands

Self drive to the Winelands, Franschoek or Stellenbosch (if you prefer a bit more of a buzz at night time) for a 3 night stay.

Enjoy the beautiful scenery and relaxing ambience of the Cape Winelands where some of the top restaurants in South Africa and the best vineyards are right on your doorstep.

Overnight Cape Winelands. Breakfast included.

Day 6 – 7: Cape Winelands

Enjoy the Cape Winelands and explore some of the wine estates. A few of our favourite wine estates in the Cape Winelands include:

  • Boschendal, Franschoek – famous for it’s picnics
  • La Petit Ferme in Franschoek
  • La Quartier Francais, Franschoek – The Tasting Room is legendary!
  • Mont Rochelle, Franschoek
  • The Last Word Franschoek

Overnight Cape Winelands. Breakfast included

Day 8: Cape Town - St. Helena

Drive to the airport for your flight to St. Hellena via Windhoek.

On arrival in Jamestown you will be met by your guide, Aaron and transferred to your hotel, passing through some of the small villages en route.

The volcanic nature of the island is immediately apparent in the rugged coastline scenery.

After check in, explore Jamestown on a town walk with Basil George, a descendant of one of the Boer prisoners of war who decided to remain on the island after the declaration of peace.

Basil is a hugely experienced guide and a local poet with a wicked twinkle in his eye who will keep you entertained with his vast knowledge of the island and its inhabitants.

Visit the Castle with its tropical garden, St James Church (the oldest Anglican Church in the Southern Hemisphere), the famous Jacob’s ladder which ascends 699 steps above the town and the Court House.

Return to your hotel for evening at leisure

Overnight St. Helena.
Breakfast included.

Day 9: St. Helena

After breakfast meet with Aaron at 9.30 for an orientation of the island by 4x4.

Stop at Deadwood Plain which was the camp site of Boer prisoners of war during the Anglo Boer War of 1900-1902 before a short walk to Flagg Staff which gives you wonderful panoramic views across the island.

Visit Fisher’s Valley where Napoleon rode his horse during his exile on the island and Levelwood, home to the Bell Stone – a rock which when struck rings like a bell.

Wind your way to the south west point of the island for incredible views over the Atlantic Ocean, which stretches unbroken for 2,700 kilometres in every direction.

Drink in hand as the sun sets, it’s the perfect end to the day.

Overnight St. Helena.
Breakfast included.

Day 10: St. Helena

This morning, after breakfast, a highlight of the island awaits as you join your skipper for a boat cruise off the island.

Home to huge schools of Pan-Tropical dolphins, Bottle-Nose dolphins and Rough-Toothed dolphins, as well as turtles, Devil   Rays and Whale Sharks (in season January – March), the deep blue waters are teeming with life.

The tour gives you a scenic view of St Helena’s coastline and allows you to view a few of the old fortifications and outposts that still stand.

Return to port with the afternoon at leisure, although you may like to arrange with your skipper to snorkel this afternoon as a separate excursion.

This can be arranged and settled directly with him: there are a number of good, safe snorkeling spots near the harbour.

Overnight St. Helena.
Breakfast & Lunch included.

Day 11: St. Helena

Set off this morning with Aaron for the south of the island, stopping at the St Helena Coffee Plantation en route.

A highlight of the day is Sandy Bay, which isn’t sandy, but is dramatic in its beauty and jagged cliffs, and where you’ll enjoy a picnic lunch on the edge of the Atlantic Ocean.

As you head back to Jamestown, a private tour of the Governor’s residence, Plantation House awaits.

Built in 1792, it has always been home to the island’s governors, although the current governor, Lisa Phillips, is the first female.

Perhaps an even more famous inhabitant though is Jonathan the tortoise, a 184 year old giant tortoise who lives on the grounds and is the world’s oldest living animal.

Visit St Paul’s Cathedral and Knoll Fort on your return to the hotel.

Overnight St. Helena.
Breakfast & Lunch included.

Day 12: St. Helena

Today is at leisure to explore at your own pace. Highly recommended is the very well curated Museum of St Helena which not only traces the varied history of the island, but also has artefacts from the number of wrecks that dot the coastline over the last 500 years.

You may also like to book another optional boat cruise, or swim in the Atlantic – or in the public Olympic-sized swimming pool that sits near the harbor and is a great place to meet local islanders.

This evening, dinner has been arranged with a local family to experience some local cuisine and learn about local island life – which often involves not so confidential stories about neighbours and family members!

Overnight St. Helena.
Breakfast & Dinner included.

Day 13: St. Helena

This morning set off for Diana’s Peak, the island’s only National Park. Experience the micro and macro life in a cloud forest, from the many endemic plants and invertebrate species, to the breath-taking views of the island. It is a four hour tour to the high central ridge.

You will be driven to Cabbage Tree Road to start your walk up the path to the highest point on the island, Diana’s peak at 823 m (Walkers need to have a reasonable level of fitness as there is an ascent of 175 metres). Have your picnic lunch on the peaks.

In the afternoon, stop at Farm Lodge for tea. Built in approximately 1670 as an East India Company planters house, Farm lodge is set in its own grounds of 10 acres with lawns and lush tropical gardens and entertaining hosts.

Overnight St. Helena.
Breakfast & Lunch included.

Day 14: St. Helena

Napolean Bonaparte was exiled to St Helena in 1815 and died on the island 6 years later. This morning we visit Longwood House, owned by the French government, where he lived and died. It is one of the best Napoleonic museums in the world, with original furniture and over 900 artefacts.

Have your picnic lunch on Longwood Green and after lunch take a fifteen minute stroll to see Napoleon’s tomb and the beautiful heart shaped waterfall, before stopping at the St Helena Distillery on your return.  

Overnight St. Helena.
Breakfast & Lunch included.

Day 15: St. Helena - Cape Town

After breakfast you will have time for a last look around Jamestown before your transfer back to the airport and onward flight to South Africa.

On arrival in Cape Town you will be met and trasnferred to your chosen hotel.

Overnight Cape Town.
Breakfast included.

Day 16: Cape Town – UK

Transfer to the airport for your flight back to the UK.

Arrive back in the UK or on the following day depending on flight schedule.

Cape Town Hotel Suggestions:

  • Four Rosmead
  • Sea Five Boutique Hotel
  • Trevoyan Guesthouse

Cape Winelands Hotel Suggestions:

  • La Petite Ferme - Franschhoek
  • Akademie Street
  • Summerwood Guest House

St. Helena Hotels:

  • Mantis St. Helena
  • The Consulate (£50 pp supplement)
  • Farm Lodge (£200 pp supplement)

14 nights St. Helena & Western Cape:

  • Price from £3,295 pp

This is a guide price only, based on travel in low season.

Prices will vary according to choice of hotel and seasonal airfare and hotel surcharges. Please ask us for any current special offers.

Contact Us:

All of our South Africa & St. Helena Holidays are completely tailor made and we can put together any kind of itinerary to suit your interests and budget.

Call us now to speak to a South Africa & St. Helena tour expert about your South Africa & St. Helena tour.

Call us now on 0333 7000 747

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