St. Thomas and St. John Romantic Holidays

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Top flight + Romantic hotel deals in St. Thomas and St. John

Price found within the past 48 hours. Click for updated prices.
Point Pleasant Resort

Point Pleasant Resort

£1,334
per person
15 Nov - 21 Nov
found 1 day ago
Return direct flight included
London (LHR) to St. Thomas (STT)
8.6/10 Excellent! (1,000 reviews)
Great evening offerred to move us when there was local construction starting

Reviewed on 8 Sept 2026

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

£1,826
per person
15 Nov - 21 Nov
found 1 day ago
Return direct flight included
London (LHR) to St. Thomas (STT)
8.4/10 Very good! (1,441 reviews)
This was my 53rd birthday trip and overall I was pleased. The views were nice . The hotel was tastefully decorated . The walk in shower was top tier. However there are a few things that could be improved upon. The check in process was smooth but the associate was not very welcoming or friendly. She in fact seemed irritated by my questions. Also usually I am asked do I need assistance with my bag. I had to ask. Unfortunately it took them so long my daughter ended up going back down to get them. Additionally two days in a row housekeeping said I had a do not disturb sign on my door. I never seen a DND sign in the room . So I never put a sign in the door..Housekeeping do better. There was a variety of restaurants. Three employees exemplify the kind of customer service that made me feel welcomed and valued. Sniyah and Crystal in Luna Mar were the best. But Monet at the dinner buffet was amazing. She was knowledgeable, attentive and very friendly and welcoming I loved her. The pools and the swim up bar was cool too. It was just one thing I did not like. Another guest was listening to his speaker very low and barely audible. Other guests immediately complained and he was told to turn it off. I felt like he was being policed for his music which wasn’t fair. Because no one else complained except a group of what seemed unhappy folks! Either way we listened to music that we had no so say and just feel like it should be more inclusive of other cultures! I would stay again longer though!

Reviewed on 23 Sept 2026

The Ritz-Carlton, St. Thomas

The Ritz-Carlton, St. Thomas

£2,318
per person
15 Nov - 21 Nov
found 1 day ago
Return direct flight included
London (LHR) to St. Thomas (STT)
8.4/10 Very good! (492 reviews)
My stay was great. Love the staff!!

Reviewed on 22 Sept 2026

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5* Romantic holidays in St. Thomas and St. John

Price found within the past 48 hours. Click for updated prices.
The Ritz-Carlton, St. Thomas

The Ritz-Carlton, St. Thomas

£2,318
per person
15 Nov - 21 Nov
found 1 day ago
Return direct flight included
London (LHR) to St. Thomas (STT)
8.4/10 Very good! (492 reviews)
My stay was great. Love the staff!!

Reviewed on 22 Sept 2026

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How to find a romantic St. Thomas and St. John holiday

How can I find the best St. Thomas and St. John vacation packages for couples?

Use our easy-to-use holiday search tools to plan your most-romantic getaway to St. Thomas and St. John. Choose a hotel suite with an on-trend bathtub with a big view. Choose a stylish hire car with the top down to woo your heart. Choose candlelit cocktails on the shoreline, a horse ride by moonlight or a dolled-up night at the casino.

Can I book cheap St. Thomas and St. John romantic holidays for two?

Get wallet-friendly away-from-it-all romantic accommodation at Expedia, so you have more kitty to spend on romantic activities. We have cheap romantic holidays to St. Thomas and St. John that start from £1,334. Prices and availability are subject to change. Additional terms may apply.

What should I think about when booking a St. Thomas and St. John romantic getaway?

The most romantic holidays are about building memories, about dancing and dining and keeping the spark alive. These are moments to level up the luxury – use the star filter to find the best of the best, maybe even tick the business-class flights filter to make the journey part of the adventure.

What should I look for in a luxury romantic holiday to St. Thomas and St. John?

Spoil yourselves with a few luxuries on your romantic trip away. You can use our filters to add that extra touch of romance to your holiday: glamorous spas, divine private dining, exquisite room service.

Can I book a romantic hot-tub holiday in St. Thomas and St. John?

What’s more romantic than a hot tub under the stars, together? Add a glass of fizz, a gorgeous view and Cupid’s arrow and you’re good. To find accommodation with bubbles, use our dedicated hot-tub filter.

How can I find romantic holidays for couples in St. Thomas and St. John that are all inclusive?

Enjoying an all-inclusive holiday means you can really indulge your appetites together – with the promise of no awkward arguments about splitting the bill. Simply use our all-inclusive filter to see what romantic options are available.

Can I book a romantic trip to St. Thomas and St. John with free cancellation and/or flexible dates?

Even the best laid plans fall through sometimes. Make sure you’re not caught out – using our filters to find free cancellation accommodation. Just make sure you check the all-important small print.

Why should I book my St. Thomas and St. John romantic holiday with Expedia?

At Expedia, we know the not-so-secret ingredients to the perfect romantic holiday. Our handy filters help you search a huge range of options and book a holiday that gets your hearts racing.

Top Romantic St. Thomas and St. John Hotels

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

5 Estate Bakkeroe St. Thomas St. Thomas
  • 11 min drive from Sapphire Beach
Stay at this luxury resort in St. Thomas. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
8.4/10 Very good! (1,501 reviews)

Couples like: full-service spa, couples spa treatments, restaurant with ocean view

Travellers say...
"This was my 53rd birthday trip and overall I was pleased. The views were nice . The hotel was tastefully decorated . The walk in shower was top tier. However there are a few things that could be improved upon. The check in process was smooth but the associate was not very welcoming or friendly. She ..."

Reviewed on 23 Sept 2026

The Westin St. Thomas Beach Resort & Spa
The Ritz-Carlton, St. Thomas

The Ritz-Carlton, St. Thomas

6900 Great Bay St. Thomas St. Thomas
  • 21 min walk from Sapphire Beach
Stay at this luxury resort in St. Thomas. Enjoy 2 outdoor pools, a full-service spa and 4 restaurants. Our guests praise the helpful staff in their reviews. ...
8.4/10 Very good! (495 reviews)

Couples like: full-service spa, couples spa treatments, beachfront dining, couples dining

Travellers say...
"My stay was great. Love the staff!!"

Reviewed on 22 Sept 2026

The Ritz-Carlton, St. Thomas
Couples Retreat, Sweeping VIEWS, GARDEN LEVEL,Kayaks Await at the Beach!

Couples Retreat, Sweeping VIEWS, GARDEN LEVEL,Kayaks Await at the Beach!

St. John
  • 20 min drive from Sapphire Beach
Stay at this villa in St. John. Enjoy free Wi-Fi, breakfast (surcharge) and a garden. Popular attractions Virgin Islands National Park and Cinnamon Bay Beach ...
10/10 Exceptional! (41 reviews)
"We have been to St. John many times and this was one of the nicest places we have stayed in. It was always nice to come back after a day in the sun. Karen was extremely easy to communicate with. And the on island housekeeper Irvanya was terrific as well. Our favorite beaches are Francis, Hansen's ..."

Reviewed on 18 Jul 2026

Couples Retreat, Sweeping VIEWS, GARDEN LEVEL,Kayaks Await at the Beach!
See all 3,947 properties in St. Thomas and St. John
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.

Things to do

Champagne Sunset Sail from Margaritaville

Champagne Sunset Sail from Margaritaville

£81
per adult
94% of travellers recommend
Champagne Sunset Sail from Margaritaville
Night Kayak Tour St. Thomas - Westin Frenchman's Reef

Night Kayak Tour St. Thomas - Westin Frenchman's Reef

£59
per adult
96% of travellers recommend
Night Kayak Tour St. Thomas - Westin Frenchman's Reef
Sunset Sail with Cocktails and Appetizers

Sunset Sail with Cocktails and Appetizers

£70
per adult
98% of travellers recommend
Sunset Sail with Cocktails and Appetizers
See all activities in St. Thomas and St. John

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.