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Pleasant Holidays is a wholesaler offering vacation packages to destinations worldwide including Caribbean, Hawaii, Mexico, Tahiti, Europe, Asia and more.


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5-Nights JOIA Rose Hall by Iberostar

Price: $1,400 - # of Days: 5 days
Tour Styled in the tradition of palatial colonial estates, JOIA Rose Hall by Iberostar brings European opulence to Jamaica's north shore. Pleasure-seekers find beachside bliss at this all-inclusive, adults-only resort where seawater laps against the pristine grounds. Suites define luxury and r...

  • Suite Accommodation

Last day to book: 04/30/2025

Package Details

5-Nights JOIA Bavaro by Iberostar

Price: $1,155 - # of Days: 5 days
Tour JOIA Bavaro by Iberostar has two freshwater pools, an activity pool, game rooms, conference rooms, shops, a library, club house, spa and tennis courts. There are six restaurants at the hotel (four specialty restaurants and two buffet style) offering a wide range of dining choices, a variety o...

  • Suite Accommodation

Last day to book: 04/30/2025

Package Details

5-Nights JOIA Aruba by Iberostar

Price: $1,689 - # of Days: 5 days
Tour JOIA Aruba by Iberostar is a contemporary beachfront hotel located along the shores of Eagle Beach. Guests can expect eco-friendly routines and spacious rooms with modern amenities including plush bedding, pillow menus, Wi-Fi access, flat-screen TVs, and well-appointed bathrooms. Its three on...

  • Suite Queen/Queen Accommodation

Last day to book: 04/30/2025

Package Details

5-Nights JOIA Paraiso by Iberostar

Price: $1,019 - # of Days: 5 days
Tour JOIA Paraiso by Iberostar is located in Playa de Paraíso on the Mexican Riviera in an area of plentiful tourist attractions. Experience the luxury of this all-inclusive hotel complex that includes three incredible swimming pools with concierge service, a spa, two buffet restaurants, fo...

  • Junior Suite Accommodation

Last day to book: 04/30/2025

Package Details

5-Nights La Casa de La Playa by Xcaret

Price: $5,025 - # of Days: 5 days
Tour Nestled in the Mayan jungle beside one of the world’s most iconic beaches, La Casa de la Playa merges luxury with sustainability. This adults-only boutique hotel offers 63 exquisitely designed suites featuring Mexican craftsmanship, private pools, terraces, and artistic touches. Guests en...

  • Wellness Suite Accommodation

Last day to book: 12/31/2025

Package Details

7-Nights Riu Palace Baja California

Price: $1,466 - # of Days: 7 days
Tour The Hotel Riu Palace Baja California is an exquisite adults-only resort in Cabo San Lucas, offering 24-hour all-inclusive service. Enjoy its prime location right on El Médano beach with free Wi-Fi. Over 600 rooms boast satellite TV, mini-bar, and beverage dispensers. Cool off in four poo...

  • Junior Suite Accommodation
  • Up to $890 in Resort Credits for 7 nights stay or more

Last day to book: 12/22/2025

Package Details

7-Nights Riu Palace Cabo San Lucas

Price: $1,337 - # of Days: 7 days
Tour This wonderful resort brings a different kind of style to the all-inclusive vacation. Enjoy amazing facilities, a full range of sporting and leisure options, personalized service and gourmet food at the brand new fusion cuisine restaurant Krystal. It features 692 tastefully decorated junior sui...

  • Junior Suite Accommodation
  • Up to $890 in Resort Credits for 7 nights stay or more

Last day to book: 12/22/2025

Package Details

7-Nights Riu Palace Paradise Island

Price: $1,792 - # of Days: 7 days
Tour This adults only Bahamas beachfront resort on a white-sand beach offers 379 junior suites and suites, elegantly decorated with stunning sea views. Choose from a succulent selection of dining options including international cuisine, theme dinners, gourmet and fusion restaurants and a 24-hour lou...

  • Junior Suite Ocean View Accommodation
  • Up to US$735 in Resort Credits for 7 nights or more

Last day to book: 12/22/2025

Package Details

7-Nights Riu Palace Aquarelle

Price: $1,445 - # of Days: 7 days
Tour The all-inclusive Riu Palace Aquarelle boasts more than 700 rooms and all the amenities you need for a comfortable, restful and relaxing stay. The hotel’s four outdoor pools are the ideal way to enjoy the island's warm and sunny climate, and also has a children's pool for the youn...

  • Junior Suite Partial Ocean View Accommodation
  • Up to US$762 in Resort Credits for 7 nights stay or more

Last day to book: 12/22/2025

Package Details

5-Nights Riu Palace Aquarelle

Price: $1,032 - # of Days: 5 days
Tour The all-inclusive Riu Palace Aquarelle boasts more than 700 rooms and all the amenities you need for a comfortable, restful and relaxing stay. The hotel’s four outdoor pools are the ideal way to enjoy the island's warm and sunny climate, and also has a children's pool for the youn...

  • Junior Suite Partial Ocean View Accommodation

Last day to book: 12/31/2025

Package Details

5-Nights Sandal's Dunn's River

Price: $2,298 - # of Days: 5 days
Tour The completely reimagined Sandals Dunn’s River is where nature and luxury go hand in hand. Ideally located on the stunning north coast of Jamaica, here you will find rivers meandering through forests and cascading waterfalls. It features accommodations that have been elevated to new heigh...

  • Travertine Luxury Accommodations

Last day to book: 12/31/2025

Package Details

5-Nights Sandals Ochi Beach Resort

Price: $1,555 - # of Days: 5 days
Tour Nestled between luxuriant hillside gardens and the glistening turquoise waters of the Caribbean, this modern-day Garden of Eden features villa suites with private pools. Amenities include championship golf, a renowned scuba program and 15 world-class restaurants. The property also includes 9&nb...

  • Riviera Bamboo Grove Premium Accommodations

Last day to book: 12/31/2025

Package Details

5-Nights Beaches Ocho Rios A Spa, Golf & Waterpark Resort

Price: $2,823 - # of Days: 5 days
Tour Set where the mountains meet the sea, this newly renovated resort is the ultimate family vacation spot. Kids love the Pirates Island Waterpark, themed Sesame Street® character activities, the Xbox Play Lounge and the endless water sports while adults enjoy all-new accomodations, complimenta...

  • French Village Honeymoon Veranda Suite Accommodations

Last day to book: 12/31/2025

Package Details

5-Nights Beaches Negril Resort & Spa

Price: $2,603 - # of Days: 5 days
Tour Situated on the widest stretch of Negril's Seven Mile Beach, this 210-room resort offers a range of amenities from a Pirates Island Waterpark with slides and a lazy river to gourmet dining at eight restaurants. Enjoy unlimited land and water sports including water-skiing and scuba diving an...

  • Grande Luxe Double Accommodations

Last day to book: 12/31/2025

Package Details

5-Nights Sandals South Coast

Price: $2,484 - # of Days: 5 days
Tour Situated amidst a 500-acre nature preserve is this pristine landscape with two beaches spanning over two miles! This miraculously undiscovered spot features an Italian piazza with three distinct European villages- French, Italian and Dutch- that have been created solely for your pleasure with f...

  • Silver Sun Beachfront Club Level Walkout Suite w/ Tranquility Soaking Tub Accommodations

Last day to book: 05/09/2025

Package Details

5-Nights Sandals Negril Beach Resort & Spa

Price: $1,868 - # of Days: 5 days
Tour Hugging the longest and best span of Negril's stunning seven-mile beach, this resort provides endless vistas of pristine shore and phenomenally clear turquoise waters. True beachfront rooms open out directly onto alabaster sand and swaying coconut trees. One-of-a-kind loft suites feature sp...

  • Longshore Luxury Accommodations

Last day to book: 05/09/2025

Package Details

5-Nights Sandals Montego Bay

Price: $3,809 - # of Days: 5 days
Tour Set on Jamaica's largest private white-sand beach, this beachfront resort boasts beautifully renovated rooms including the lavish new Bay Roc Villa Suites with Sandals' exclusive Butler Service. Other resort features include seven gourmet restaurants, four pools and a variety of land an...

  • Beachfront Butler Villa Junior Suite w/ Outdoor Tranquility Soaking Tub Accommodations

Last day to book: 05/09/2025

Package Details

5-Nights Sandals Royal Caribbean Resort & Private Island

Price: $1,946 - # of Days: 5 days
Tour Nestled on the northern shores of Jamaica this resort is renowned for its exclusive refinements. Its Georgian-style Great House setting hosts the gracious British traditions of a bygone era. Featuring a Private Offshore island with a Thai restaurant, Stay at One, Play at Three exchange privileg...

  • Crystal Lagoon Hideaway Junior Suite w/ Balcony Tranquility Soaking Tub Accommodations

Last day to book: 05/09/2025

Package Details

3-Nights Riu Palace Aquarelle

Price: $465 - # of Days: 3 days
Tour The all-inclusive Riu Palace Aquarelle boasts more than 700 rooms and all the amenities you need for a comfortable, restful and relaxing stay. The hotel's four outdoor pools are the ideal way to enjoy the island's warm and sunny climate, and also has a children's pool for the yo...

Last day to book: 04/23/2025

Package Details

3-Nights Embassy Suites by Hilton San Diego Bay Downtown

Price: $424 - # of Days: 3 days
Tour Set in the heart of downtown San Diego, this all-suite hotel is just minutes from the airport, Seaport Village and the historic Gaslamp Quarter. This convenient location is close to a variety of dining, shopping and entertainment options. The hotel's stylish and contemporary accommodations ...

Last day to book: 04/23/2025

Package Details

Pleasant Holidays Travel Agents


Lindsy Bragg
After spending a semester abroad in college, I fell in love with traveling. There is nothing like discovering new cultures, seeing historic sites, and enjoying delicious food. Since college, I have been traveling the world with family and friends. Through the years, I have traveled to Japan, China,...
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Kesha Denton
Hey I’m Kesha a travel advisor with Vincent Vacations, a local agency in the OKC area. I am here to make all your travel needs an ease and enjoyable. I love to see people live life to the fullest and enjoy the views that the world has to give. I assist in a variety of travel needs whether it’s a gir...
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Catherine Grasso

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Krystal Hall
Specialization and Expertise: I am a highly skilled and experienced travel advisor specializing in all-inclusive resorts in the Caribbean, with a focus on destinations like the Dominican Republic, Mexico, and Jamaica. Every day I work to expand my knowledge in Europe and the Mediterranean, I am ver...
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Anne King
Travel has been a passion for as long as I can remember--road trips in my youth, sharing the joy of travel with my children, exploring the world with my husband. I love it all! I'm excited to utilize my passion and help you plan your future adventures. Whether it's a honeymoon, anniversary, famil...
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Meghann Neeley
Helping busy couples plan unforgettable travel memories together without the overwhelm and hassle of planning it themselves is my #1 priority. As a travel advisor, I am committed to my clients by assisting them throughout every part of the travel planning process. From getting to know you and your t...
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Gretchen Ode
Hi there! I’m Gretchen, mom of two, Marine Veteran wife, Chicago native, forever home in San Jose, and passionate about all things travel! Whether you’re looking for a once in a lifetime South Pacific getaway, or an adventure in an old-world European city, I’m here to guide you and provide the upmos...
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Joshua Pappan

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Pleasant holidays Blog Posts

Caves are scary and even more scary in New Zealand, even if they have cute worms3/29
2025
Caves are scary and even more scary in New Zealand, even if they have cute worms

Look, Listen, I don't like to be in caves and it is even more scary when there is rushing ocean water rushing by in the middle of the night. Now, I know that it is best for glow worms to be in the da...

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Why Meetings and Incentive Groups Are Essential for Business Growth: CNA Fest 2024 on Mariner of the Seas3/18
2025
Why Meetings and Incentive Groups Are Essential for Business Growth: CNA Fest 2024 on Mariner of the Seas

When planning your professional organization’s retreat, incentive group, or business conference, it’s essential to think beyond traditional meeting spaces and find an environment that fosters renewal,...

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Exploring Windstar Cruises3/15
2025
Exploring Windstar Cruises

Sailing the Seas in Style: Exploring Windstar Cruises There's something magical about traveling on a yacht that larger cruise ships simply can't replicate. The intimate atmosphere, the ability to acc...

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Mother/Daughter Senior Trip and bonus Disney trip!2/26
2025
Mother/Daughter Senior Trip and bonus Disney trip!

I started a tradition with my oldest daughter 4 years ago, we went on a mother/daughter senior trip that she picked, before she graduated high school! (I will post on that one later). My youngest is g...

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Weekend Cruise Getaway2/26
2025
Weekend Cruise Getaway

Don't have time for a long trip, but want a quick amazing weekend get away? Book a  3 night cruise! My mom and I took an amazing Mother/Daughter trip, something we had not done since I was a teenager,...

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