St. Helena Vacations & Trips

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Your St. Helena Vacation

From start to finish, everything is taken care of when you choose a St. Helena vacation package. So whether you're coming to experience its history, or any of its other highlights, planning your escape is simple. Get your trip to St. Helena off to a great start by experiencing its best cities. Jamestown is one you cannot miss. Whether you're traveling on a shoestring or want to splurge, Expedia are here to help you organize your next dream St. Helena vacation.

Top destinations in St. Helena

FlightsFlightsHotelsHotels

Tristan da Cunha

Tristan da Cunha
FlightsFlightsHotelsHotels

Jamestown

Jamestown

Best Places to Vacation in St. Helena

1. Enjoy Tristan da Cunha with a travel package

Tristan da Cunha offers a unique and captivating atmosphere for outdoor vacations. This remote island boasts stunning natural beauty, with its volcanic landscapes and pristine beaches. Outdoor enthusiasts can enjoy a variety of activities, including island tours, fishing, excursions, and even hunting. The island's seafood is a must-try, with fresh and delicious options available. Wildlife enthusiasts will be thrilled with the opportunity to go birdwatching and observe the diverse marine life. Additionally, golf lovers can enjoy a round of golf surrounded by breathtaking scenery. A visit to Tristan da Cunha promises an unforgettable outdoor adventure.

2. Plan your dream getaway to Jamestown

Jamestown, located on the island of St. Helena, offers a diverse range of outdoor experiences for visitors. Its stunning geography is perfect for exploring islands, hiking through mountains, and discovering picturesque waterfalls. You can also enjoy swimming in the crystal-clear waters and visit the historical sites that showcase the island's rich past. The charming cathedral and bustling port add a touch of local culture to your vacation. Whether you are an adventure seeker or a history buff, Jamestown's unique atmosphere promises an unforgettable outdoor vacation experience.

  • The peak season is from October to December
  • The off-peak season is from June to August
  • Travelers tend to stay 3 days in Jamestown

3. Explore Two Boats with a vacation package

Longwood, St. Helena offers a unique cultural vacation experience with its natural beauty and rich history. Located in the Atlantic Ocean, this island destination is perfect for nature enthusiasts. Explore the lush landscapes, hike through the rolling hills, and discover the diverse flora and fauna. Longwood is also known for its historical significance, being the final residence of Napoleon Bonaparte during his exile. Visit the Longwood House, where Napoleon lived, and learn about his time on the island. Immerse yourself in the local atmosphere, filled with charm and tranquility, and create unforgettable memories in this captivating destination.

4. Discover Longwood with our vacation deals

Two Boats, St. Helena offers a unique and laid-back atmosphere for an inexpensive vacation. This small coastal village is known for its stunning natural beauty and warm hospitality. Explore the picturesque beaches, go snorkeling or diving in the clear blue waters, or simply relax and soak up the sun. Immerse yourself in the local culture by visiting the charming shops and cafes, where you can try delicious seafood and traditional dishes. Take a leisurely stroll along the waterfront and enjoy breathtaking views of the Atlantic Ocean. In Two Boats, you'll experience a tranquil and authentic island getaway without breaking the bank.

St. Helena Hotel Deals

Mantis St Helena

Mantis St Helena

4 out of 5
1-3 Main Street, Jamestown
$270 nightly
The price is $270 total per night from Aug 27 to Aug 28
$270 total
Aug 27 - Aug 28
Total with taxes and fees
"Great Location, Staff was Excellent & Food was Very Good. Rooms were Great with all amenities"

Reviewed on Oct 20, 2024

Mantis St Helena
Richards Travel Lodge

Richards Travel Lodge

3.5 out of 5
49 Emirates Way, Jamestown
9.2/10 Wonderful! (5 reviews)
Enjoying Saint helene
"Very comfortable and the couple is really very nice and helpfull"

Reviewed on Feb 27, 2024

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Richards Travel Lodge
Enchanting 1-bedroom lodge in Saint Helena

Enchanting 1-bedroom lodge in Saint Helena

Saint Helena, Saint Helena
Get rates
Enchanting 1-bedroom lodge in Saint Helena
See all 2 properties in St. Helena
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a St. Helena vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in St. Helena from just . And the more you bundle, the more money you save. Your dream vacation has never been more affordable.
How do I get a cheap travel package to St. Helena?
Combining your flight and hotel with Expedia won't just save you time — it'll save you dollars too. A St. Helena vacation package makes it a breeze to create your perfect trip. With more than 550 airlines throughout the world to pick from, finding flights that suit your busy schedule won't be a hassle. In addition to that, we have over 1,000,000 properties globally to select from. Talk about choice! Whatever your budget, Expedia will help show you the world.
What are the top hotels in St. Helena?
Jamestown is one place that most visitors to St. Helena put on their itinerary. For a comfortable stay here, take a look at Mantis St Helena and Richards Travel Lodge.
How far in advance should I book my St. Helena vacation?
It can be difficult to know exactly when is the ideal time to book your vacation to St. Helena. But generally the earlier you book, the cheaper the prices. Sometimes, you can book your flights and hotels up to a year prior to departure. If you're considering a last-minute getaway, no need to stress! There are fantastic bargains posted on Expedia every single day.
What does an Expedia St. Helena travel package include?
Hotels, rental cars and flights, or any combination of the three — it's up to you! Whether you're visiting St. Helena with the kids or traveling by yourself, there's a bundle to suit every budget and style. Once you've made your booking, why not add on one or two activities?
What should I know before booking a St. Helena travel package?
So many places to travel to, so many things to see and do. With a package, you can check more of them off your list. Bundle your hotels, rental cars and flights and make big savings.
Can I choose my airline with a St. Helena Expedia vacation package?
You sure can. We offer more than 550 airline partners globally, so select the carrier that fits your travel needs.
Does Expedia offer Book Now, Pay Later St. Helena vacation packages?
If you prefer to spread the cost of your activities and hotel over a few payments, Expedia is here to help. Paying the total amount for your trip upfront isn't always the best way to budget for your getaway, so we've joined forces with online lender Affirm to give you financial flexibility. Book Now, Pay Later and take the worry out of saving to travel.
If I'm not able to travel, can I cancel my St. Helena vacation package?
We totally understand — the universe can throw the odd curveball. If you've booked a St. Helena vacation package and have to cancel or change it, we're here to help. It's always worth browsing our Customer Service Portal first for information. But generally, if you've taken out your package in the last 24 hours, you may be able to amend or cancel your itinerary at no cost. If it's been more than 24 hours, your hotel, airline or car rental company may impose a fee.

Discover the most popular places to visit in St. Helena

Queen Mary's Peak

Explore the great outdoors at Queen Mary's Peak, a lovely green space in Tristan da Cunha. Discover the volcano viewpoints while you're in the area.

Queen Mary's Peak
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.