Trunk Bay Vacation Deals: Trunk Bay, St. John Holidays

Trunk Bay vacation package deals

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

Windward Passage Hotel

CA $1,780

per person

Nov 28 - Dec 5

found 19 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to St. Thomas (STT)

Stay at this 3.5-star hotel in St. Thomas. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Magens Bay Beach and Sapphire Beach are located nearby.

Club Wyndham Elysian Beach Resort

CA $2,775

per person

Nov 28 - Dec 5

found 19 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to St. Thomas (STT)

Stay at this 3.5-star beach resort in St. Thomas. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Sapphire Beach and Magens Bay Beach are located nearby.

At Home in the Tropics

CA $2,265

per person

Nov 28 - Dec 5

found 19 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to St. Thomas (STT)

Stay at this 3-star hotel in St. Thomas. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the breakfast in our reviews. Popular attractions Magens Bay Beach and Sapphire Beach are located nearby.

Margaritaville Vacation Club - St. Thomas

CA $2,360

per person

Nov 28 - Dec 5

found 19 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to St. Thomas (STT)

Stay at this 4-star beach hotel in St. Thomas. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Sapphire Beach and Magens Bay Beach are located nearby.

Great Bay Condominiums located at The Ritz-Carlton Club, St Thomas

CA $4,259

per person

Nov 28 - Dec 5

found 19 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to St. Thomas (STT)

Stay at this 4.5-star luxury hotel in St. Thomas. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Sapphire Beach and Magens Bay Beach are located nearby.

Two Sandals – A Boutique Hotel

CA $2,358

per person

Nov 1 - Nov 8

found 19 hours ago

Roundtrip flight included

Toronto (YYZ) to St. Thomas (STT)

Stay at this 3.5-star B&B in St. Thomas. Enjoy free WiFi, free parking, and an area shuttle (surcharge). Popular attractions Sapphire Beach and Magens Bay Beach are located nearby.

Frequently asked questions

How much are vacation packages to Trunk Bay?

Let Travelocity take the worry out of organizing your next big trip to Trunk Bay. Book our awesome CA $1,780 package deal and save both money and time. With your hotel and flights locked in, you can focus on the fun parts of your adventure — like checking off those famous attractions!

Where can I get the best vacation package deals for Trunk Bay?

Travelocity is the place to go to score a great Trunk Bay package deal. Choose from 400 partner airlines and 665,000 properties around the world and create a vacation package that fits your style. With so much choice, it's easy to plan your next big getaway.

Why should I book my Trunk Bay vacation bundle via Travelocity?

Nothing tops the feeling of knowing you've just bagged the best price around — that's our Price Match Guarantee. Add to that our inspiring range of magical destinations and 24/7 team of customer service professionals and you've got the blueprint for an unforgettable vacation.

Can I go on vacation to Trunk Bay at this time?

We have all the knowledge to help make your travel dreams a reality, so before organizing your trip to Trunk Bay, take a look at our Covid-19 Travel Advisor. This is where you can get the latest info about travel restrictions, quarantine policies and other important advice.

Top Trunk Bay hotel deals

Peter Bay Gatehouse

6A Peter Bay, St. John, St John

CA $822

CA $1,205 total

Sep 24 - Sep 25

includes taxes & fees

Stay at this 4-star business-friendly apartment in St. John. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Sapphire Beach and Trunk Bay are located nearby.

Kitchen

Washer

Insane views - Best Location - Simply Awesome-backup generator

Stay at this villa in St. John. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Sapphire Beach and Trunk Bay are located nearby.

Pool

Kitchen

Sugar Hill Villa- Breathtaking North Shore views from the private pool deck

Stay at this villa in St. John. Enjoy free WiFi, private pools, and a garden. Popular attractions Sapphire Beach and Trunk Bay are located nearby.

Pool

Kitchen

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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.