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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 Sheraton Grand Hiroshima Hotel

Price: $536 - # of Days: 5 days
Tour This family-friendly hotel situated next to JR Hiroshima Station features stylish rooms and suites teeming with amenities, including complimentary Wi-Fi. Hiroshima

  • Deluxe King Accommodations
  • Up to $150 OFF (Minimum 5-night stay for $100 off and 7-night stay for $150 off at a participating hotel and RT airfare is required)

Last day to book: 11/30/2025

Package Details

5-Nights Hilton Osaka

Price: $739 - # of Days: 5 days
Tour Set in the heart of Osaka, this hotel is just moments away from the Grand Front Osaka Mall and offers easy access to the airport and rail system. Osaka

  • King Accommodations
  • Up to $150 OFF (Minimum 5-night stay for $100 off and 7-night stay for $150 off at a participating hotel and RT airfare is required)

Last day to book: 11/30/2025

Package Details

5-Nights Keio Plaza Hotel Tokyo

Price: $876 - # of Days: 5 days
Tour This hotel is just minutes away from the most popular shopping and entertainment spots and provides stunning views over central Tokyo. Hotel amenities include a fully equipped business center, a shuttle bus to Tokyo Disney Resort, a fitness room, a sky pool, and free Wi-Fi. Tokyo

  • Standard King Accommodations
  • Up to $150 OFF (Minimum 5-night stay for $100 off and 7-night stay for $150 off at a participating hotel and RT airfare is required)

Last day to book: 11/30/2025

Package Details

5-Nights Hyatt Regency Hakone Resort & Spa

Price: $1,077 - # of Days: 5 days
Tour The at-home comfort of a mountain lodge meets contemporary sophistication at Hyatt Regency Hakone Resort and Spa. Set in the Fuji-Hakone-Izu National Park, this hot spring getaway invites relaxation with serene spaces, plenty of nature, and warm hospitality. Hakone

  • 2 Twin Beds Accommodations
  • Up to $150 OFF (Minimum 5-night stay for $100 off and 7-night stay for $150 off at a participating hotel and RT airfare is required)

Last day to book: 11/30/2025

Package Details

5-Nights Hotel The Mitsui Kyoto, A Luxury Collection Hotel, Kyoto

Price: $2,142 - # of Days: 5 days
Tour Adjacent to the legendary Nijo-jo Castle, a UNESCO World Heritage Site, this hotel was designed to embody the harmony between the natural environment, the four seasons, and the five senses. Kyoto

  • Deluxe Double/Double Accommodations
  • Up to $150 OFF (Minimum 5-night stay for $100 off and 7-night stay for $150 off at a participating hotel and RT airfare is required)

Last day to book: 11/30/2025

Package Details

5-Nights Marriott Victoria Inner Harbour

Price: $534 - # of Days: 5 days
Tour Experience the perfect blend of modern style and comfort at Victoria Marriott Inner Harbour. Before exploring the area, get a good night's sleep inspired by their luxury bedding, or take care of your work obligations using the rooms' ergonomic workstations and complimentary high-speed W...

  • City View King Accommodations

Last day to book: 12/20/2025

Package Details

5-Nights DoubleTree by Hilton Hotel & Suites Victoria

Price: $498 - # of Days: 5 days
Tour This downtown hotel is just moments away from the Inner Harbour, Victoria Conference Centre, boutique shops, whale watching, museums and many arts and cultural activities. Spacious guest rooms and suites offer plenty of room to unwind, featuring Sweet Dreams® by DoubleTree beds, and the com...

  • King Non-smoking Accommodations

Last day to book: 12/20/2025

Package Details

3-Nights Hotel Petaluma, Tapestry Collection by Hilton

Price: $139 - # of Days: 3 days
Tour This charming 1924 hotel is the perfect destination to discover the beautiful city of Petaluma.  Enjoy shopping, wineries, and catch a show at the Phoenix and Mystic theaters. Savor delicious sourdough breads and scrumptious desserts at Costeaux Bakery, a full-service French bakery. En...

Last day to book: 11/12/2025

Package Details

3-Nights Hotel Centro Sonoma Wine Country, Tapestry Collection Hilton

Price: $169 - # of Days: 3 days
Tour With the Sonoma Valley's wineries just a short drive away, the Hotel Centro Sonoma Wine Country, Tapestry Collection Hilton boasts an outdoor seasonal pool and a fitness center.  Dine at Overland Tap & Kitchen that blends the flavors of Wine Country and Coastal influences. Unwi...

Last day to book: 11/12/2025

Package Details

3-Nights Hampton Inn Key West

Price: $495 - # of Days: 3 days
Tour Minutes from the beach, enjoy stunning ocean views from the Hampton Inn Key West. Start your day off with a delicious free hot breakfast and enjoy some warm sunshine at Smathers Beach. Enjoy poolside dining at the Cheekie Hut where you can savor local favorites, sandwiches, and salads and a...

Last day to book: 11/12/2025

Package Details

3-Nights Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

Price: $446 - # of Days: 3 days
Tour Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton is a waterfront resort in Marathon, Florida, blending a relaxed Florida Keys atmosphere with boutique hospitality, and direct marina access. The resort permits arrival by land or sea, with easy access to the Old Seven Mile Bridge...

Last day to book: 11/12/2025

Package Details

3-Nights Colony Club, a Luxury Collection Resort, Barbados

Price: $952 - # of Days: 3 days
Tour Boasting over 70 years of storied legacy, this luxurious haven was once a private sugarcane plantation home and then evolved into the island's first residential club before transitioning into the premier estate it is today. Enjoy one of the 96 rooms and suites outfitted with luxurious c...

Last day to book: 11/12/2025

Package Details

3-Nights Alma San Diego, A Tribute Portfolio by Marriott

Price: $560 - # of Days: 3 days
Tour A calming retreat amid the downtown buzz, Alma San Diego, A Tribute Portfolio by Marriott is in the heart of it all, whether you're looking for trendy nightlife, the craft brewing scene, or world-class arts and culture. Inside the hotel, find a welcome oasis of urban-chic design and rel...

Last day to book: 11/12/2025

Package Details

5-Nights JW Marriott Parq Vancouver

Price: $705 - # of Days: 5 days
Tour Set against the backdrop of Western Canada's majestic coastal mountains, JW Marriott Parq Vancouver delivers a luxury hotel unlike any other.  Nearby Attractions: Stanley Park Granville Island Seawall English Bay Grouse Mountain Chinatown Luxury spa on ...

  • King Guest Accommodations

Last day to book: 12/20/2025

Package Details

5-Nights Fairmont Waterfront

Price: $826 - # of Days: 5 days
Tour Located on Vancouver's dynamic harbourfront, the Fairmont Waterfront offers upscale comfort, personalized service, and unparalleled West Coast views, with easy access to everything that makes Vancouver spectacular. Waterfront Near cruise port Nearby Attractions: Vancouver Aqua...

  • Fairmont City View Double/Double Accommodations

Last day to book: 12/20/2025

Package Details

5-Nights Hilton Whistler Resort & Spa

Price: $1,565 - # of Days: 5 days
Tour Set in a beautiful location in the heart of Whistler village, at the foot of the Whistler and Blackcomb mountains, this hotel provides the ultimate opportunity to explore one of Canada’s top skiing destinations. Nearby attractions: City Center Lost Lake Rainbow Park Bra...

  • Hilton Superior Double/Double Accommodations
  • Ski in/Ski out

Last day to book: 12/20/2025

Package Details

3-Nights The Knoll Hotel Napa Valley, Tapestry Collection by Hilton

Price: $285 - # of Days: 3 days
Tour The Knoll Hotel Napa Valley, Tapestry Collection by Hilton, is a boutique retreat nestled just a mile from downtown Napa. Boasting 90 stylish rooms and suites across four floors, the hotel blends modern comfort with wine country charm. On-site, Rootstock Kitchen & Tap offers a locally i...

Last day to book: 11/12/2025

Package Details

3-Nights Ocean Azure Costa Mujeres

Price: $526 - # of Days: 3 days
Tour Ocean Azure Costa Mujeres is an all-inclusive, adults-only beachfront gem that combines exclusivity, sophistication, and the unparalleled natural setting of Costa Mujeres. It features 599 suites with a modern design inspired by the sea. Each of its 10 bars and 8 restaurants serves top-quali...

Last day to book: 11/12/2025

Package Details

3-Nights Nomade Temple Tulum

Price: $644 - # of Days: 3 days
Tour Experience transformation at Nômade, where every detail is designed to trigger emotions and guide you on a path of discovery. The wellness programs, music, gathering events, and dining experiences set within a communal atmosphere invite you on a journey to connect and explore. T...

Last day to book: 11/12/2025

Package Details

3-Nights BE Destination Tulum

Price: $982 - # of Days: 3 days
Tour BE Destination Tulum, beautifully located along the shores of the Caribbean Sea, has a backdrop of pristine beaches. Its architecture and design are masterfully crafted to complement the innate beauty of its surroundings. The resort hotel features impeccably designed suites and villas surro...

Last day to book: 11/12/2025

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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Lisa Coleman
With over 30 years of experience as an educator, I bring a lifelong passion for learning and a strong attention to detail to everything I do. I love to travel and have explored numerous destinations, always on the lookout for the next adventure. My organized, task-oriented nature helps me plan seaml...
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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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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
I'm Gretchen Ode, a travel advisor based in San Jose, CA, serving San Jose and the greater Bay Area, helping families, couples, and groups plan meaningful, stress-free vacations. As a mom of two and Marine veteran's wife, I specialize in cruises, Europe, all-inclusives, and South Pacific getaways. T...
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Joshua Pappan

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Pleasant holidays Blog Posts

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Sail Solo, Never Lonely: Why River Cruises Are the Ultimate Adventure for Independent Travelers8/12
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Sail Solo, Never Lonely: Why River Cruises Are the Ultimate Adventure for Independent Travelers

Traveling solo is one of life’s most freeing experiences. You set your own pace, choose your own adventures, and never have to compromise on your dream itinerary. But solo travel can also come with it...

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Cruise travel has transformed from a once-in-a-lifetime luxury to a mainstream way to explore the world with ease, comfort, and style. Whether you're dreaming of the turquoise waters of the Caribb...

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Mickey’s Very Merry Christmas Party 2025: Dates, Details & Ticket Pricing

There’s something extra magical about the holidays at Walt Disney World—and for my family, Mickey’s Very Merry Christmas Party is a tradition we never miss. We look forward to it every year, and hones...

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