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Heritage Collection Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Edwards Guesthouse
Sandy Ground
Price was $1,934, price is now $1,803 per person
$1,803
per person
Sep 5 - Sep 11
found 15 hours ago
Roundtrip flight included
Chicago (ORD) to The Valley (AXA)
Staff was very helpful and kind.
The photos online are incredibly incredibly misleading with regard to the look and feel of the location, as well as the actual hotel. Two power interruptions over the course of the two days of being there, the second off for several hours, and that came the day of checkout which meant I couldn’t make breakfast or warm up any food for my son before we traveled. That was quite frustrating for me. However, the room was spacious, with plenty of room to move around.
Reviewed on Jul 15, 2026



Genesis Residences
Price was $2,683, price is now $2,454 per person
$2,454
per person
Sep 5 - Sep 11
found 15 hours ago
Roundtrip flight included
Chicago (ORD) to The Valley (AXA)
Our stay at Genesis Residence in Anguilla was absolutely wonderful! The property was beautiful, clean, comfortable, and in an excellent location with easy access to some of the island’s best beaches, restaurants, and attractions.
What truly made our experience exceptional was the staff. Geraldine was incredibly friendly, attentive, and genuinely committed to making sure we had everything we needed. The warm hospitality made us feel right at home from the moment we arrived.
If you’re looking for a relaxing, well-maintained place to stay with outstanding service and a fantastic location, I highly recommend Genesis Residence. We had an amazing vacation and look forward to staying here again on our next trip to Anguilla!
Reviewed on Jul 24, 2026

Paradise Cove Resort
Price was $2,416, price is now $2,219 per person
$2,219
per person
Sep 5 - Sep 11
found 15 hours ago
Roundtrip flight included
Chicago (ORD) to The Valley (AXA)
Great staff. Spacious and very clean rooms.
Must have a car. In between seasons, yacuzzi nor hot tubs were operational (waiting for parts).
Reviewed on Mar 28, 2026


White Sands Anguilla
Price was $2,373, price is now $2,357 per person
$2,357
per person
Sep 5 - Sep 11
found 15 hours ago
Roundtrip flight included
Chicago (ORD) to The Valley (AXA)
Much larger and nicer than the pics show. Perfect for families. Great location near the ferry and Rendezvous Bay.
Reviewed on Apr 5, 2025
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