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

per person

Jul. 17 - Jul. 24

found 13 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to St. Thomas (STT)

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

Hotel 1829

Save 100% on your flight

per person

Jun. 16 - Jun. 23

found 10 hours ago

Roundtrip flight included

Toronto (YYZ) to St. Thomas (STT)

Stay at this hotel in St. Thomas. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Sapphire Beach and Magens Bay Beach are located nearby.

Club Wyndham Elysian Beach Resort

Save 100% on your flight

per person

Jul. 26 - Aug. 2

found 6 hours ago

Roundtrip non-stop flight included

Montreal (YUL) 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 Trunk Bay are located nearby.

At Home in the Tropics

Save 100% on your flight

per person

Jul. 17 - Jul. 24

found 13 hours ago

Roundtrip non-stop flight included

Montreal (YUL) 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 Sapphire Beach and Magens Bay Beach are located nearby.

Margaritaville Vacation Club - St. Thomas

Save 100% on your flight

per person

Jun. 10 - Jun. 17

found 15 hours ago

Roundtrip non-stop flight included

Montreal (YUL) 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 Coki Point Beach are located nearby.

Two Sandals – A Boutique Hotel

Save 100% on your flight

per person

Jun. 16 - Jun. 23

found 10 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 Trunk Bay 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 $1,636 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

The Peter Bay 1BR Penthouse Suite at St John's Most Prestigious Address

Book a stay at this beach villa in St. John. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Trunk Bay and Sapphire Beach 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 Trunk Bay and Sapphire Beach are located nearby.

Pool

Kitchen

Peter Bay Gatehouse

6A Peter Bay, St. John, St John

CA $968

CA $1,588 total

May 13 - May 14

includes taxes & fees

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

Kitchen

Washer

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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.