St. Thomas and St. John Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top St. Thomas and St. John Vacation Deals

Price found within the past 48 hours. Click for updated prices.
View of Paradise at Sapphire Beach

View of Paradise at Sapphire Beach

3.5 out of 5
Price was CA $2,376, price is now CA $2,322 per person
CA $2,322
per person
Jun 12 - Jun 15
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9/10 Wonderful! (229 reviews)
Our condo and the property and staff were amazing. We had a wonderful time. We also recommend renting the dinghy boats next to the condo. My husband and I rented a 15ft and it handled wonderfully. We snorkled at John and it was wonderful.

Reviewed on May 3, 2026

The Hideaway Hull Bay

The Hideaway Hull Bay

4 out of 5
Price was CA $11,072, price is now CA $7,865 per person
CA $7,865
per person
Jun 24 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.6/10 Exceptional! (61 reviews)
What a tropical paradise! We were blown away by Hideaway! If you are looking for a private, family or couple getaway, this is the best place around! The simplicity might be a little less than what some want, but the stay met every one of our needs. The environment was beautiful and the beach was our favorite on the island! Little touches everywhere were not overlooked by my family.

Reviewed on Apr 12, 2026

The Hills, St John

The Hills, St John

4 out of 5
Price was CA $5,081, price is now CA $4,659 per person
CA $4,659
per person
Jun 26 - Jul 2
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9/10 Wonderful! (42 reviews)
My wife and I stayed at 'Villa Poinciana' at The Hills for five nights for our 10th anniversary. The Hills location is far enough off the beaten path that there was not much noise or vehicle traffic in our area, yet close enough to be very convenient to get into Cruz Bay via a quick taxi ride of about five minutes. Though not far from town, I would not advise walking into Cruz Bay from this location, as the roads are quite steep with little room on either side of the road for foot traffic in many areas without walking on the road itself. The villa was extremely clean and as advertised. The view over Cruz Bay was simply amazing from the living room and balcony. I highly recommend this villa and The Hills in general. Scott, the on-site concierge, was friendly, very knowledgeable of the area, and a nice source of answers for any questions we had. We enjoyed chatting with him periodically and he was always sure to ask if we needed anything and how our stay was going. We had a wonderful time!

Reviewed on May 4, 2026

The Westin St. John Resort Villas

The Westin St. John Resort Villas

4.5 out of 5
Price was CA $6,160, price is now CA $5,927 per person
CA $5,927
per person
Jun 26 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
8.4/10 Very Good! (484 reviews)
Great room and staff

Reviewed on Apr 28, 2026

Villa Marina Vista

Villa Marina Vista

4 out of 5
Price was CA $2,570, price is now CA $2,559 per person
CA $2,559
per person
Jun 12 - Jun 15
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.6/10 Exceptional! (54 reviews)
Worth it just for the view!

Reviewed on Feb 17, 2026

Where to stay in St. Thomas and St. John

Find the best St. Thomas and St. John areas and neighborhoods for the activities you enjoy most. Learn more about St. Thomas and St. John
Maho Bay Quarter

Maho Bay Quarter

If you're spending some time in Maho Bay Quarter, Maho Beach and Cinnamon Bay Beach are top sights worth seeing.

Find hotels in Maho Bay Quarter

Ready to book your vacation to St. Thomas and St. John?

 

Choose your dates

St. Thomas and St. John Hotel Deals

Bluebeard's Castle Resort

Bluebeard's Castle Resort

4 out of 5
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
The price is CA $312 per night from May 25 to May 26
CA $312
CA $420 total
May 25 - May 26
includes taxes & fees
8.8/10 Excellent! (373 reviews)
We prefer the rooms overlooking the West; town side...

Reviewed on May 9, 2026

Bluebeard's Castle Resort
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
6080 Estate Smith Bay St. Thomas
8/10 Very Good! (2,445 reviews)
Everything was great!

Reviewed on May 10, 2026

Get rates
Margaritaville Vacation Club - St. Thomas
The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
5 Estate Bakkeroe St. Thomas St. Thomas
The price is CA $477 per night from Jun 10 to Jun 11
CA $477
CA $652 total
Jun 10 - Jun 11
includes taxes & fees
8.4/10 Very Good! (1,216 reviews)
All the staff were so polite and not a single person gave attitude or was rude. It was amazing to be in a beautiful place with beautiful people!!

Reviewed on May 10, 2026

The Westin St. Thomas Beach Resort & Spa
See all 3,677 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in St. Thomas and St. John

Sapphire Beach

Sapphire Beach

4.5/5(5 reviews)

Enjoy sunbathing, swimming and fun-filled watersports at this peaceful arched bay.

Sapphire Beach
Trunk Bay

Trunk Bay

5/5(5 reviews)

Backed by palms, this stretch of sparkling white sand is regularly ranked as one of the most beautiful beaches in the world.

Trunk Bay
Magens Bay Beach

Magens Bay Beach

5/5(8 reviews)

Appreciate the excellent views of hilly forests as you meander along a scenic trail on your way to this haven of white sand and inviting water.

Magens Bay Beach

What to do in St. Thomas and St. John

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

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

CA $109
per adult
98% of travellers recommend
Night Kayak Tour St. Thomas - Westin Frenchman's Reef
Turtle Cove Catamaran Snorkel and Sail at Little Buck Island STT

Turtle Cove Catamaran Snorkel and Sail at Little Buck Island STT

CA $164
per adult
96% of travellers recommend
Turtle Cove Catamaran Snorkel and Sail at Little Buck Island STT
Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove

Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove

CA $164
per adult
100% of travellers recommend
Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove
See all activities in St. Thomas and St. John

Frequently asked questions

Can I cancel my flight booking to St. Thomas and St. John due to COVID-19?
If you haven't booked yet, glance over the terms and conditions of your preferred carrier. If you've already reserved your flight to St. Thomas and St. John, head to our Customer Service Portal. The information here will help you work out which COVID-19 policies apply to your booking and advise the next steps.
What's the best way to find cheap flights to St. Thomas and St. John that have flexible change policies?
When it comes to traveling these days, flexibility is crucial. That's why we've added a "No change fee" filter to help you track down flexible, affordable tickets to St. Thomas and St. John. It's at the top left of your screen right underneath the "Flexible change policies" heading.
What are some of the general tips for travelers to St. Thomas and St. John during the COVID-19 outbreak?
The COVID-19 outbreak has transformed how the world works in endless ways, including how and where we're able to travel. The following tips will help you navigate these new challenges and get you ready for your flight to St. Thomas and St. John:
  • Look into what, if any, rules or restrictions apply to both your destination and origin. It may not be possible to travel depending on local circumstances, so be sure to check government advisories before booking.
  • Requirements state that you must wear a face mask throughout your travel experience, including at security checkpoints. Be prepared to lower your mask for ID verification when asked.
  • Instead of handing a TSA employee your boarding pass, position it directly on the scanner yourself. Once that's done, hold it up for inspection.
  • TSA now permits passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on baggage. This will have to be removed from your bag and presented for screening.
  • To reduce handling during screening, place items such as your phone, wallet and keys into your carry-on instead of into the bins.
  • If you're bringing food through security screening, put it in a clear plastic bag and then into a screening bin. This reduces the likelihood that a TSA officer will need to handle your carry-on bag or food container for closer inspection.

Which airlines fly to St. Thomas and St. John?
Lock in your ticket with Cape Air and then start organizing your St. Thomas and St. John travel agenda. This popular airline provides 560 flights every month to Cyril E. King Airport (STT), a key gateway.
How can I find cheap tickets to St. Thomas and St. John?
In the last seven days, was the best price for a flight to St. Thomas and St. John. For an even better fare, book well ahead of time and be flexible with your travel dates. Search for your journey to St. Thomas and St. John, then check out prices for similar time frames by clicking on our "flexible dates" link.
How much is a flight to St. Thomas and St. John?
You could have snapped up a round-trip airfare to St. Thomas and St. John from anywhere between and in the last seven days. For one-way trips leaving from (), the lowest amount paid during this period was just .
What are the most popular airports to fly into in St. Thomas and St. John?
Prepare for adventure as you glide into one of these popular St. Thomas and St. John airports:
  • Cyril E. King Airport (STT) - 1367 flights per month.
  • St. Thomas Seaplane Base Airport (SPB) - 178 flights per month.

When is the cheapest time to fly to St. Thomas and St. John?
If you're not set on what day you travel to St. Thomas and St. John, try to fly out early on in the week. The most economical day to take off is generally Tuesday, followed by Monday. Saturday is typically the costliest day, with many people preferring to fly on weekends.
How much is a plane ticket to St. Thomas and St. John?
In the last seven days, fares ranged between and . Check out our fabulous deals to St. Thomas and St. John, make a booking and then start packing your things!
Which airlines with flights to St. Thomas and St. John employ COVID-19 cleanliness policies?
While flying in the middle of a pandemic has its challenges, airlines have been working hard to protect the well-being of all on board. Here are a few carriers that have implemented changes:
  • Cape Air - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Seaborne Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

Explore a world of travel with Expedia

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