Pineapple Beach Tours and Activities
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Price found within the past 48 hours. Click for updated prices.
Shibui Cove
Price was CA $2,353, price is now CA $1,793 per person
CA $1,793
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
7.4/10 Good! (6 reviews)
Not everything was operational in the apt. Lights/fans etc. but was an awesome place to stay.
Reviewed on May 15, 2026
At Home in the Tropics
Price was CA $2,366, price is now CA $1,833 per person
CA $1,833
per person
Sep 5 - Sep 12
found 1 day 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
Tours & day trips
See all 127 activities
Sunset Sail with Cocktails and Starters
Activity duration is 2 hours
9.4 out of 10 with 221 reviews
Free cancellation available
Water activities
See all 85 activities
Night Kayak Tour St. Thomas - Westin Frenchman's Reef
Activity duration is 1 hour
9.6 out of 10 with 301 reviews
Free cancellation available
Private & custom tours
See all 51 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 77 reviews
Free cancellation available
Adventure & outdoor
See all 23 activities
Tree Limin' Extreme Zipline
Activity duration is 2 hours and 30 minutes
10.0 out of 10 with 271 reviews
History & culture
See all 18 activities
St John Island Sightseeing Tour from St Thomas
Activity duration is 3 hours
7.8 out of 10 with 19 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
Private condo by the beach! ¡Condo a pasos de la playa!
St Thomas St Thomas
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
Amazing Waterfront Escape: Balcony, Renovated, Paradise At A Great Price!
Saint Thomas USVI
F3 2 Bedroom Condo
6600 Estate Smith Bay F3 St. Thomas St Thomas
Point Pleasant Resort
6600 Estate Smith Bay St. Thomas St. Thomas
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.