Honeymoon in Saint Helena

Jamestown, Saint Helena

A Georgian town wedged in a ravine, with whale sharks a boat ride away

Saint HelenaBest: Jan–DecSaint Helena Airport
Original illustration
The short answer

Jamestown suits curious couples who want somewhere genuinely remote and don't mind simple comforts. Saint Helena's tiny Georgian capital is a walkable base for climbing Jacob's Ladder, hiking to the Heart Shaped Waterfall and swimming with whale sharks from January to April. December to April is warmest. Guesthouses and cottages run roughly £80 to £150 a night, with Mantis St Helena higher (approximate). Flights usually arrive once a week, so plan your stay around them. Bring cash in pounds, since there are no ATMs. Don't miss the whale shark swim from the wharf.

Best for
  • Couples who love far-flung islands
  • History buffs drawn to Napoleon's exile
  • Snorkelers keen on whale sharks
Maybe skip it if
  • You want sandy beaches and resort polish
  • Your dates are short or inflexible

Jamestown is the capital and only town of any size on Saint Helena. It runs up a narrow valley from the sea, squeezed between two walls of dark volcanic rock so steep that netting holds back falling stones. At the bottom are the wharf, the Castle and a Georgian main street that has barely changed in two hundred years. At the top, the town thins out into gardens and cottages.

Fewer than 700 people live here, but it is where the island's shops, cafés, hotels and boat operators gather. Almost every visitor to Saint Helena stays in or near Jamestown at least part of the time.

For a honeymoon it makes an easy base. You can walk to dinner, swim off the wharf steps in the afternoon and be out on a boat with dolphins within minutes of breakfast. The rest of the island, with Napoleon's Longwood House and the cloud forest of Diana's Peak, is a short drive up the hill. Just remember that everything here runs on the rhythm of one flight a week.

Best time to visit Jamestown, Saint Helena

Peak months: January, February, March, April, December

BestGood / shoulderLow season (rain, heat, storms or closures)
Best months
December to April
Shoulder
May to November
Getting there
Saint Helena Airport (HLE), about 40 minutes by car across the island
From the US
There are no flights from the US. Fly to Johannesburg first, then take Airlink's weekly Saturday flight of about six hours to Saint Helena (HLE); seasonal Tuesday flights from Cape Town have run in the southern summer.
Don’t miss

Jamestown, Saint Helena at a glance

  • Climbing the 699 steps of Jacob's Ladder
  • Swimming beside whale sharks off the coast
  • Hike to the Heart Shaped Waterfall
  • Sunset boat trip to Egg Island
  • Saint Helena coffee on Main Street

Best months: January, February, March, April, December

Why Honeymoon in Jamestown

Jamestown has an odd, lovely charm. The buildings along Main Street are painted in soft colors and built of local stone, with sash windows, wrought-iron balconies and doors that open straight onto the pavement. Saints greet you by name after a day or two.

It is also practical. Most of what you will want to do starts here: boat trips leave from the wharf, the museum is a few steps from the sea and Jacob's Ladder rises right out of the town. You can leave the car parked for a day and walk everywhere.

The pace is slow. Shops close early, Sundays are quiet and the arrival of the weekly flight is a small event. For couples who want time together without distraction, that is a feature.

When to Go

The warmest and busiest months run from about December to April. Temperatures in Jamestown sit in the low 70s to low 80s °F, the sea is warm enough for long swims and whale sharks appear offshore from January to April. This is also when extra flights are usually added.

May to November is cooler, with temperatures in the mid 60s to mid 70s in town and more mist on the high ground. It is a good time for hiking. Humpback whales pass the island from June to December, so boat trips still have plenty to see.

Jamestown itself is one of the driest parts of the island. If it is raining in the hills, it is often sunny in town.

Where to Stay

Jamestown has the largest choice of rooms on the island, though that still means a small number. Mantis St Helena is the island's boutique hotel, set in historic buildings in town and the best choice for couples wanting hotel comforts. Wellington House is one of the oldest hotels in Jamestown and a more traditional option.

Around town and up the valley there are guesthouses, small B&Bs and self-catering cottages, many run by Saint Helenian families. Self-catering works well if you want to cook local fish and keep costs down.

Rooms in guesthouses and cottages often run about £80 to £150 a night, with Mantis higher; treat these as approximate. Whatever you choose, book before you travel, since the island fills up in peak season. Ask hosts about airport transfers, since taxis must be booked ahead.

Romantic Things to Do

Climb Jacob's Ladder together. Built in 1829, its 699 steps run straight up the cliff to the old fort on Ladder Hill. Go early to beat the heat, then enjoy the view down onto the rooftops. The steps are lit after dark, which makes a striking sight from Main Street.

Hike to the Heart Shaped Waterfall, a cliff face above the town whose outline really does look like a heart. The trail is short but rough in places.

Book a boat trip from the wharf. In season you can swim beside whale sharks. Year round you may see dolphins and visit the seabird colonies on Egg Island. Sunset cruises are especially pretty.

Visit the Museum of Saint Helena and St James' Church, which dates from the 1770s and is often called the oldest Anglican church in the Southern Hemisphere.

Getting There and Around

All flights arrive at Saint Helena Airport on the east side of the island. Airlink flies in once a week from Johannesburg, usually on Saturdays, with seasonal flights from Cape Town in the southern summer. The drive to Jamestown takes about 40 minutes on winding roads.

Arrange an airport transfer with your accommodation or book a taxi in advance. If you plan to rent a car, reserve it before you fly and collect it on arrival.

In town, walking is easy, though the street climbs steadily up the valley. Parking is tight. A car makes day trips to Longwood, Plantation House and Diana's Peak simple. Drive on the left, take the hairpins slowly and give way to uphill traffic on narrow stretches.

Food and Drink

Eating out in Jamestown is simple and friendly rather than fancy. Fresh fish is the highlight, especially yellowfin tuna and wahoo, often served grilled or as fishcakes spiced with chili. Plo, a curried rice dish with meat or fish, is the classic island comfort food.

Saint Helena coffee is one of the island's proudest products. It is grown from beans brought in the 1700s and is rare and expensive abroad, so try it here where it is fresh. Local honey is excellent too.

For a nightcap, ask for Tungi, a spirit made from prickly pears. Supplies of imported goods depend on shipping, so menus can change week to week. Self-catering couples should shop early in the week for the best choice.

Honeymoon Tips

Bring British pounds in cash for your whole stay. There are no ATMs and cards are not widely accepted. The bank closes from Saturday afternoon until Monday, so arrive with money in hand.

Plan the big outdoor activities for the first half of your stay. If weather cancels a whale shark trip or a hike, you will have time to try again before the flight home.

Pack sturdy shoes for the steep streets and trails, a light rain jacket for the hills and reef-safe sunscreen. Download maps and anything else you need before arriving, as mobile data and wifi can be patchy.

Wave at everyone. Saints do. Returning the greeting will make you feel at home quickly.

Plan the rest

Book the details for Jamestown, Saint Helena

Partners we use for flights, transfers, connectivity and cover.

Experiences & tours

Sunset cruises, snorkel trips, cooking classes and private guides. Most offer free cancellation.

Private airport transfers

A private driver waiting at arrivals with your name on a sign. No taxi lines after a long flight.

Stay connected (eSIM)

Install a travel eSIM before you fly so your phone works the moment you land, with no roaming bill.

Travel insurance

Compare trip-cancellation and travel-medical plans built for US travelers.

Flights

Search flexible fares and clever routings to your honeymoon gateway.

FAQ

Jamestown, Saint Helena honeymoon FAQ

How far is Jamestown from the airport?

About 40 minutes by car. The airport sits on the east side of the island and the road winds up over the central ridge before dropping steeply into Jamestown. Taxis are limited and must be booked ahead, so ask your hotel or guesthouse to arrange the transfer or collect a rental car at the airport.

Is Jamestown a good base for exploring Saint Helena?

Yes. It has the most accommodation, restaurants and shops. Boat trips leave from its wharf. Longwood House, Plantation House and Diana's Peak are all within a short drive. Some couples split their stay between Jamestown and a quieter countryside cottage for a change of scenery.

Can we swim in Jamestown?

Yes, but not on a sandy beach. People swim from the wharf steps and rocky entry points along the waterfront. Snorkeling is good when the sea is calm. Lemon Valley, reached by boat or a hike, is another favorite spot. Always ask locals about currents before swimming anywhere new.

How hard is Jacob's Ladder?

It is steep and relentless, with 699 steps climbing the cliff in a straight line. Fit walkers usually reach the top in under half an hour with a few rests. Go early or late in the day to avoid the heat. The descent is tougher on the knees than the climb, so take it slowly.

When is the best time to visit Jamestown?

January to April offers the warmest weather and the chance to swim with whale sharks. June to December is cooler but brings humpback whales and good hiking conditions. Jamestown is drier than the rest of the island all year, so it often stays sunny when the hills are wrapped in cloud.

Honeymoon Huts is reader-supported. When you book through links on this page we may earn a commission, at no extra cost to you. Our picks are editorially independent. How we earn money.

Nearby

Honeymoon spots near Jamestown, Saint Helena

Same mood, elsewhere

If you love Jamestown, Saint Helena

More in Africa