My name is Sherry Smalling. I am, first and foremost, a wife and a mother of 2 sweet kids, ages 23 and 18. I have always loved to travel dating all the way back to age 5 when I got to go to Disney World for the first time! As an International Econ...Learn more about me.
My name is Sherry Smalling. I am, first and foremost, a wife and a mother of 2 sweet kids, ages 23 and 18. I have always loved to travel dating all the way back to age 5 when I got to go to Disney World for the first time! As an International Economics major in College with a minor in German, I studied in Europe twice during my college years and got to see several countries while I was there. LOVED IT! I have also traveled quite a bit over the years both domestically and internationally, with kids and without. It was a natural progression to eventually become a travel agent once my kids went off to school full time. I have now owned my travel agency for over 5 years now and have focused my specializations to include groups and luxury clients for both land vacations or cruises. I also love booking groups on cruises, whether it be a multi-generational vacation, a group of friends or a church group! What fun it is to take a trip or a cruise with some of your favorite people in the world! Call me and let's get the party started!!
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People have been fantasizing about Jamaica for as long as the term “beach vacation” has been in the vernacular … Sandals & Beaches Resorts, situated across the most gorgeous tropical settings and exquisite beaches peppered throughout the Caribbean, might as well be a synonym for paradise. You can experience the best the island has to offer with their unlimited specialty restaurants, sleek bars serving luxury libations and exclusive opportunities to savor the beauty of the locale, like complimentary green fees on their golf courses and PADI®-certified scuba diving.
Now, you can also save big on your getaway to paradise when our agency books your vacation with Pleasant Holidays: Save up to 65%, plus enjoy up to $1,000 resort credit at select Sandals Resorts; or save up to 65% plus get up to $1,000 resort credit and 1 free night at select Beaches Resorts!
Ocho Rios
Hand-picked by Sandals’ founder for its pristine beach and its close proximity to Jamaica’s spectacular natural wonder, Sandals Dunn’s River is where nature and luxury go hand in hand.
Montego Bay
The first-ever Sandals all-inclusive resort, Sandals Montego Bay is set on Jamaica's most prominent private white-sand beach, offering new beachfront swim-up Butler Suites … and of course, Sandals’ exclusive Butler Service.
This modern Garden of Eden features villa suites with private pools set amid lush hillside gardens and turquoise Caribbean waters.
Private Island in Montego Bay
Two distinct cultures collide for a majestic experience. On the mainland, Sandals’ Georgian-style Great House setting hosts the gracious British traditions of a bygone era. A short ferry ride away, Sandals’ private offshore island adorned with Bali-inspired beach cabanas provides respite that feels a world away from all your worries.
Perched on a seaside bluff above the stunning Caribbean Sea, this 74-room ocean view gem is the ideal getaway from your everyday.
Negril
Nestled along Negril's beautiful seven-mile beach, this resort offers breathtaking views of clear turquoise waters and pristine shores.
Situated on Negril's Seven Mile Beach, this 210-room resort features a Pirates Island Waterpark and eight gourmet dining options.
Nestled where the mountains meet the sea, this renovated resort is perfect for families. Kids love the Pirates Island Waterpark, Sesame Street® activities and the Xbox Play Lounge, while adults can enjoy new accommodations, complimentary greens fees, six restaurants and a full-service Red Lane® Spa.
Sandals Special Offer: Valid on new bookings for travel through 12/31/2025. Subject to availability at time of booking.
Beaches Special Offer: Valid on new bookings for travel through 12/31/2025. Subject to availability at time of booking.
Age restrictions may apply. PADI certification is required to dive, but not included. PADI dive courses, night dives and kids’ dive programs are available on resort for a nominal fee. In Jamaica, caddies are mandatory, but not included.
For complete Terms and Conditions, please visit pleasantholidays.com/Terms-and-Conditions-of-Sale. Not responsible for errors or omissions. Pleasant Holidays acts only as an agent for cruise & tour
providers listed. CST# 1007939-10. Pleasant Holidays is registered with the State of Florida as a Seller Of Travel ST#37983. Copyright©2025 Pleasant Holidays, LLC. All Rights Reserved.
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