Phone Icon white CALL NOW (585) 671-9578 Rochester Lancers
Bars Icon
Rochester Lancers
(585) 671-9578
Best Travel Partners - Dream Vacations Independent Travel Advisor: Traci Sigafoos
Associate's Avatar
GET IN TOUCH
Slider Pleasant Holidays

Pleasant Holidays offers curated vacation experiences to some of the world’s most sought-after destinations, including Hawaii, Mexico, the Caribbean, and Europe. Whether you're dreaming of a tropical beach escape, a cultural European adventure, or a family getaway, Pleasant Holidays has the perfect trip tailored to your needs.

Choose from a wide variety of options to match your style and budget. Your next unforgettable adventure with Pleasant Holidays is waiting.

Start planning today and create memories that will last a lifetime!

  • ‘Alohilani Resort Waikiki Beach

    Honolulu, Hawaii (Oahu)
    Family Friendly
    Call for Special Pricing (585) 671-9578

    Offers & More

      • Hot Deals: $150 Air Credit
      • PH EXCLUSIVE: Reduced Rate and a $25 Daily Resort Credit per Room with Select Room Categories
      • Kids 17 & Under Free in Room
      • Across from Waikiki Beach
      • Near the Honolulu Zoo, Waikiki Aquarium and Waikiki Shell Amphitheater
      • Historical Iolani Palace and Polynesian Cultural Center Nearby
  • Aston Kaanapali Shores

    Lahaina, Hawaii (Maui)
    Family Friendly
    Call for Special Pricing (585) 671-9578

    Offers & More

      • Hot Deals: $150 Air Credit
      • PH EXCLUSIVE: Complimentary Daily breakfast for two with Select Room Categories
      • Kids 17 & Under Free in Room
      • Beachfront Location
      • Hula Lessons, Pickleball Court, Lei Making
      • Golf Nearby
  • Beaches Turks & Caicos Resort Villages and Spa

    Turks and Caicos Islands
    All-Inclusive Family-Friendly
    Call for Special Pricing (585) 671-9578

    Offers & More

      • Hot Deals: $250 Off Per Booking
      • Save Up to 65% and Receive Up to $1,000 Instant Credit
      • Pirates Island Waterpark Includes Lazy River, Surf Simulator, Waterslides
      • Water & Resort Activities
      • Beachfront
  • Majestic Elegance Punta Cana

    Punta Cana, Dominican Republic
    All-Inclusive Family Friendly
    Call for Special Pricing (585) 671-9578

    Offers & More

      • Hot Deals: Up to $250 Off per Booking
      • Near Saona Island
      • Children's Program
      • Located on Bavaro Beach
  • Grand Cayman Marriott Resort

    Grand Cayman
    Family Friendly
    Call for Special Pricing (585) 671-9578

    Offers & More

      • Hot Deals: Up to $250 Off Per Booking
      • Seven Mile Beach
      • Nearby Golf at the Links at Safehaven ($)
  • Riu Palace Aquarelle

    Montego Bay, Jamaica
    All-Inclusive Family-Friendly
    Call for Special Pricing (585) 671-9578

    Offers & More

      • Hot Deals: Up to $250 Off Per Booking
      • 4 Pools and Splash Water World Water Park
      • Beachfront and Beach Services
      • Live Entertainment & Water Activities
  • The Royal at Atlantis

    Bahamas
    Family Friendly
    Call for Special Pricing (585) 671-9578

    Offers & More

      • Hot Deals: $250 Off Per Booking
      • Inspired By The Mythical Lost City Of Atlantis
      • Steps From The World’s Largest Open-Air Marine Habitat
      • Adjacent To The Renowned Atlantis Casino And Entertainment Complex
  • The Twin Fin

    Honolulu, Hawaii (Oahu)
    Family Friendly
    Call for Special Pricing (585) 671-9578

    Offers & More

      • Hot Deals: $150 Air Credit
      • PH EXCLUSIVE: Includes a Guaranteed Room Upgrade from Partial Ocean View to Ocean View.
      • Kids 17 & Under Free in Room
      • Across from Waikiki Beach
      • Near Kapiolani Park and the Honolulu Zoo
      • Putting Green, Tennis Court, Snorkeling
  • Waikoloa Beach Marriott Resort & Spa

    Waikoloa, Hawaii (Big Island)
    Family Friendly
    Call for Special Pricing (585) 671-9578

    Offers & More

      • Hot Deals: $150 air credit
      • PH EXCLUSIVE: Includes Daily Continental Breakfast For Up to Two Guests at Hawaii Calls Restaurant and 10% Off Mandara Spa Services with Select Room Categories
      • Kids 17 & Under Free in Room
      • 3 Pools, Including a Sand-Bottom Keiki Pool and Infinity Pool
      • Cultural Activities
      • Golf, Hiking, and More!
  • Wailea Beach Resort - Marriott, Maui

    Wailea, Hawaii (Maui)
    Family Friendly
    Call for Special Pricing (585) 671-9578

    Offers & More

      • Hot Deals: $150 Air Credit
      • Kids 17 & Under Free in Room
      • In the Heart of Wailea Near Shopping and 3 Championship Golf Course
      • Enjoy Spectacular Sunsets
      • Relax at 5 Pools Across & Enjoy Live Entertainment, Snorkeling & More!