Jamestown

Day Trips

Make the most of your day with our curated plans, packed with Jamestown's hidden gems and unique experiences!

day 1
Arrival in Jamestown
morning
:

Arrive at Jamestown and take some time to settle into your accommodations. Enjoy a leisurely breakfast at a local café, soaking in the views of the dramatic landscape. Take a stroll along the waterfront, admiring the old colonial architecture that tells the story of this historic port.

afternoon
:

Visit the Napoleon Museum to learn about the exiled French leader’s life on the island. Explore the East Ridge Trail, offering stunning vistas and rich flora and fauna. Enjoy a picnic lunch with local delicacies in the scenic gardens of the museum.

evening
:

Dine at a popular local restaurant serving traditional Saint Helenian cuisine. Enjoy the sounds of the ocean as you relax over dinner and discuss the day’s adventures. End your evening with a walk down to the water's edge, watching the sunset that casts a golden hue over the landscape.

day 2
Exploring Jamestown
morning
:

Start your day with a hearty breakfast before embarking on a guided tour of Jamestown. Visit the historic fortifications and learn about their significance in the island’s history. Capture photographs of the iconic Jacob's Ladder, a steep stairway with an impressive 699 steps.

afternoon
:

Engage with local artisans by visiting the craft market and picking up unique souvenirs. Spend your afternoon hiking on the beautiful walking trails that wind through the island’s lush interior. Return to your hotel for a short rest before your evening plans.

evening
:

Enjoy a traditional meal at a cozy eatery, experiencing the flavors of Saint Helena. Attend a cultural performance or local event if available, to immerse yourself in the island's rich heritage. Relax on your accommodation’s terrace, reflecting on the day while stargazing in the clear night sky.

day 3
Journey to Ascension Island
morning
:

Take a morning flight from Saint Helena to Ascension Island, experiencing the breathtaking aerial views. Arrive and get acquainted with the unique island atmosphere as you enjoy a local breakfast. Head to the nearby Green Mountain for stunning panoramic views.

afternoon
:

Explore the island's historical significance during a visit to the Gannets and the St. Helena Islander graves. Enjoy a leisurely walk along the beaches, relaxing under the sun and perhaps taking a refreshing swim in the Atlantic waters. Grab lunch at a local café, sampling the fresh seafood.

evening
:

Savor dinner at a beachfront restaurant, delighting in fresh catch of the day while the sun sets over the horizon. Spend the evening walking along the shore, collecting seashells while listening to the gentle lapping of the waves. Unwind at your accommodation, soaking in the stunning natural beauty surrounding you.

day 4
Adventure in Ascension Island
morning
:

Embark on an early morning hike to the top of Green Mountain, where you can explore lush foliage and experience the island's diverse ecosystems. Enjoy a breakfast picnic at the summit with spectacular views of the surrounding landscape. Take time to observe the unique wildlife that lives in this remarkable habitat.

afternoon
:

Visit the historical locations on the island, including the British garrison and various military relics from the past. Spend the afternoon at Long Beach, enjoying water activities like snorkeling or diving to explore the underwater world. Refuel with a light lunch at one of the beachside kiosks.

evening
:

Have dinner at a local pub, where you can mingle with islanders and learn more about life on Ascension. Join in on the island’s community events or trivia nights if they coincide with your visit. Cap off your day with a reflection on your surroundings under a canopy of stars.

day 5
Travel to Tristan da Cunha
morning
:

Get ready for a travel day as you depart for Tristan da Cunha by boat, enjoying the mesmerizing ocean views along the way. Have breakfast onboard while watching for dolphins or seabirds that may accompany your journey. Arrive at the world's most remote inhabited archipelago, greeted by dramatic cliffs and lush greenery.

afternoon
:

After settling in at your accommodation, take a guided tour of the main settlement of Edinburgh of the Seven Seas. Learn about the local culture and the challenges and joys of life in such a remote area. Enjoy lunch with locals, sampling traditional dishes made from freshly caught seafood.

evening
:

As the sun sets, have a traditional dinner with your hosts, experiencing warm hospitality and unique island flavors. Join in a community gathering or storytelling session to hear about life on Tristan from the locals themselves. Savor the magical atmosphere under the night sky, reflecting on the beauty of the day.

day 6
Discovering Tristan da Cunha
morning
:

Start with breakfast at your lodging, followed by a hike up the nearby volcanic peaks, offering stunning views of the island. Take in the rich biodiversity that includes various endemic species. Capture the rugged beauty of the landscape with your camera as you trek.

afternoon
:

Visit the local museum to understand the island's history and its people. Spend the afternoon at the beach, enjoying the cool ocean breeze and perhaps spotting some penguins. Lunch on the beach with packed snacks while enjoying the untouched surroundings.

evening
:

Enjoy a community dinner featuring local ingredients and traditional cooking techniques. Engage with islanders and share stories while learning more about their way of life and traditions. Conclude your day with an evening walk, experiencing the serenity of Tristan's natural beauty.

day 7
Return to Jamestown
morning
:

Travel back from Tristan da Cunha to Jamestown, taking in the splendid ocean views one last time. Have breakfast en route, reminiscing about your adventures on the remote island. Arrive back in Jamestown and prepare for a relaxed day.

afternoon
:

Spend the afternoon shopping for last-minute souvenirs and trying out local snacks from the markets. Visit any missed attractions or explore lesser-known paths in the historical sights of the town. Enjoy a quiet lunch at a café, taking in the island’s charm one last time.

evening
:

On your final evening, indulge in a farewell dinner at one of Jamestown’s finest restaurants, celebrating new friendships and experiences. Reflect on your journey and share plans to stay in touch with newfound friends. End the night with a peaceful walk, soaking in the cool air and the sound of the waves.

Discover Jamestown

Read more in our Jamestown 2025 Travel Guide.

Jamestown Travel Guide