Pineapple Beach Tours and Activities
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Price found within the past 48 hours. Click for updated prices.
At Home in the Tropics
Save 100% on your flight
Price was CA $2,655, price is now CA $1,882 per person
CA $1,882
per person
Nov 28 - Dec 5
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.8/10 Exceptional! (184 reviews)
Excellent place to stay on Saint Thomas. The owners are very responsive, friendly, and accommodating. Clean and spacious rooms a short walk from downtown Charlotte Amalie. This is a small, locally owned "hotel" that has an intimate, relaxed vibe. Easy access and parking.
Reviewed on Aug 3, 2026
Bluebeard's Castle Resort
Price was CA $3,331, price is now CA $2,290 per person
CA $2,290
per person
Dec 18 - Dec 25
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9/10 Wonderful! (853 reviews)
The furnishings in the room seem to be a bit outdated.
Reviewed on Sep 27, 2026
Tours & day trips
See all 124 activities
Sunset Sail with Cocktails and Starters
Activity duration is 2 hours
9.6 out of 10 with 226 reviews
Free cancellation available
Water activities
See all 74 activities
Night Kayak Tour St. Thomas - Westin Frenchman's Reef
Activity duration is 1 hour
9.6 out of 10 with 318 reviews
Free cancellation available
Private & custom tours
See all 54 activities
Half or Full-Day Private Boat Charter from St. John or St. Thomas
Activity duration is 3 hours and 30 minutes
10.0 out of 10 with 78 reviews
Free cancellation available
Adventure & outdoor
See all 22 activities
Tree Limin' Extreme Zipline
Activity duration is 2 hours and 30 minutes
9.8 out of 10 with 278 reviews
Food, drink & nightlife
See all 16 activities
Snorkel & Swim with the Turtles. Private Boat to Buck Island
Activity duration is 4 hours
9.0 out of 10 with 26 reviews
Free cancellation available
Stay near popular Pineapple Beach attractions
Best Lodging Options Near Pineapple Beach
Check availability on hotels close to Pineapple Beach
Margaritaville Vacation Club - St. Thomas
6080 Estate Smith Bay St. Thomas
150 footsteps to the beach
Estate Smith Bay
New listing! Easy walk to 3 separate Beaches, Pool, and multiple Restaurants!
St thomas Vi
Next To Margarittaville Beautiful Remodeled Villa
St Thomas St Thomas
Lg Studio Condo, Private Courtyard, Perfect Location Steps from Beach & Pool
St Thomas
Poolside - 3Br/Bath Villa, Perfect for Families - 1 min walk to Margaritaville!
St Thomas
Point Pleasant Resort
6600 Estate Smith Bay St. Thomas St. Thomas
★★★★★Spectacular Water View-Private Wrap-Around Balcony-3 Pools-2 Restaurants ☼☼
St. Thomas St Thomas
Million Dollar Views: Beach, Pools, Restaurant + Generator
Nazareth St Thomas, VI
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.