St Helena in One Week: The Ultimate Itinerary for the Adventurous Traveller

You’ve decided. You’re trading the crowded resorts and predictable tourist traps for something genuinely extraordinary: St Helena Island. Good for you. This isn’t a destination for passive observers; it’s for those who crave immersion, history, and adventure in its purest form.

As someone who’s spent our whole life living on St Helena, I can tell you St Helena is a rare beast. It demands your attention, rewards your effort, and leaves an indelible mark. And while getting there is part of the adventure, maximizing your time once you arrive is key.

This isn’t a fluffy 'things to do' list. This is your actionable, no-nonsense 7-day itinerary for an epic St Helena experience. Get ready.

Before You Arrive: The Essentials

• Flights: Currently, the main commercial flight is once a week from Johannesburg. Plan your itinerary around this.

• Getting Around: Taxis are plentiful and reliable, but hiring a 4x4 or car for a few days gives you maximum flexibility for in your own time.

• Accommodation: From charming guesthouses in Half Tree Hollow to Mantis St Helena Hotel in Jamestown book ahead, especially during peak season.

• The MVP: Your secret weapon for a seamless trip? Destination St Helena. Seriously, don't try to wing every detail. We’re on the ground, we know the island, and ca arrange everything from transfers and specific tours to guiding you to the best local experiences. Trust us - local knowledge is invaluable.

Photos above of Mantis St Helena Hotel: Des Jacobs Photography

Your 7-Day St Helena Adventure: The Blueprint

Day 1: Arrival & Jamestown Immersion

• Morning/Afternoon: Arrive at St Helena Airport (HLE). Take a pre-arranged transfer (ask Destination St Helena to sort this!) to your accommodation in or near Jamestown. Settle in.

• Late Afternoon: Begin your exploration of Jamestown. Walk the historic streets, marvel at the Georgian architecture, and get a feel for island life.

• Evening: Enjoy dinner at Anne’s Place a local restaurant. Chat with the "Saints" – their warmth is infectious.

Day 2: Conquer Jacob's Ladder & Napoleonic Echoes

• Morning: Fuel up, then head straight for Jacob's Ladder. All 699 steps of this near-vertical marvel await. It’s a challenge, but the views over Jamestown and the harbour are your reward. Don't forget to get your certificate!

• Afternoon: Descend and explore The Castle and its gardens.

• Late Afternoon: Take a stroll up to Munden's Battery for sunset views and a glimpse of ancient fortifications.

Day 3: Emperor's Last Stand & Panoramic Vistas

• Morning: Delve deeper into Napoleonic history. Visit Longwood House, Napoleon's final residence, preserved in poignant detail. Then, pay your respects at his original, serene Tomb site.

• Afternoon: Head up to High Knoll Fort, the island’s largest complete fortification. This is a great opportunity for an iconic island photo.

• Day 4: Marine Magic – Whales, Dolphins & Wrecks

• Half Day Excursion: This is one of St Helena's absolute highlights. Book a marine excursion (Destination St Helena will sort this for you with the best operators).

  • December-March: Your prime chance for Whale Shark encounters – truly life-changing.

  • Year-round: Pods of dolphins are almost guaranteed, and you might spot other cetaceans.

  • Snorkelling/Diving: Explore pristine reefs or one of the island's many shipwrecks.

• Evening: Relax after your epic day on the water.

Day 5: The Post Box Hikes & Ancient Tortoises

• Morning: A visit to Plantation House, the Governor's residence, to meet the legendary, ancient Jonathan the Tortoise. He’s nearly 200 years old and a true icon.

• Afternoon: Lace up your boots for a Post Box Hike. Choose one that suits your fitness:

  • Moderate: Heart Shaped Waterfall (gorgeous views, stunning waterfall).

  • Challenging: Lot's Wife's Ponds (dramatic coastal scenery, natural swimming pools – check tides!).

  • Remember your walking book to stamp!

• Late Afternoon: Visit High Knoll Fort, offering incredible 360-degree views of the island.

Day 6: Remote Wilderness & Stargazing

• Full Day (4x4 Recommended): Explore the rugged, wilder side of St Helena. Drive out to areas like Sandy Bay for its dramatic black sand beach and unique rock formations.

• Afternoon: Consider a visit to the Millennium Forest, an ambitious project to reforest parts of the island, and perhaps plant your own tree.

• Evening: St Helena has some of the clearest skies in the world. Find a dark spot away from Jamestown and simply stargaze. Pure magic.

Day 7: Last-Minute Souvenirs & Departure

• Morning: Enjoy a leisurely breakfast. If time allows, grab any last-minute souvenirs in Jamestown or revisit a favourite spot.

• Afternoon: Transfer back to St Helena Airport (HLE) for your departure. Reflect on an unforgettable week.

Photographs above: Williams Taxis Driver

Why You Need Destination St Helena for This Adventure

This itinerary packs a punch, and while you’re an experienced traveller, navigating a remote island can have its quirks. Destination St Helena isn't just a booking agent; they are your local experts. They can:

• Coordinate ALL your transfers (airport, specific hikes, dining).

• Book accredited tours for marine life, historical sites, and specialized interests.

• Arrange car hire (especially those vital 4x4s).

• Provide invaluable local insights and last-minute tips.

• Tailor this itinerary to your specific interests and fitness levels.

St Helena isn't for everyone. It's for the curious, the intrepid, and those who understand that the greatest adventures lie where the road ends and the wild begins. You’ve earned this trip. Make it count.

Ready to turn this itinerary into your reality? Connect with Destination St Helena to fine-tune your ultimate St Helena adventure today!