PLEASANT HOLIDAYS VACATIONS

Pleasant Memories Since 1959

Since 1959, Pleasant Holidays has offered travelers a broad range of value-added, customized packages featuring leading hotels, airlines and car rental options in such destinations as Hawaii, Mexico, Tahiti, Fiji, Australia, New Zealand and Asia. Start your vacation planning now.

Packages

  • PLEASANT HOLIDAY VACATIONS

  • HAWAII THE BIG ISLAND: 4 Seasons Travel , A Hawaii Destination Specialists

  • W New York Union Square Hotel

    From $1,061.00+ (USD)

    Destination: New York
    Spectacular. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. Kids 17 & younger stay FREE.

  • The Westin New York at Times Square

    From $697.00+ (USD)

    Destination: New York
    Traditional Corner King. Exclusive $50 Off per booking. Reduced rate. Stays of 5 nights or longer receive $100 Off per booking. Kids 17 & younger stay FREE.

  • The Westin Maui Resort & Spa

    From $1,002.00+ (USD)

    Destination: Kaanapali
    Mountain View. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Daily breakfast buffet for two. 15% spa discount.

  • The Westin Maui Resort & Spa

    From $1,018.00+ (USD)

    Destination: Kaanapali
    Mountain View. Kids 17 & younger stay FREE.

  • The Westin Chicago River North

    From $794.00+ (USD)

    Destination: Chicago
    Deluxe City View King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. Kids 17 & younger stay FREE.

  • The Westin Los Cabos Resort Villas & Spa

    From $513.00+ (USD)

    Destination: Cabo San Lucas
    Studio Villa. Exclusive $100 Off per booking. Kids 17 & younger stay FREE.

  • The Westin Princeville Ocean Resort Villas

    From $986.00+ (USD)

    Destination: Princeville
    Island View Deluxe Studio. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Le Meridien New Orleans

    From $363.00+ (USD)

    Destination: New Orleans
    Classic King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. Kids 17 & younger stay FREE.

  • The Westin Ka'anapali Ocean Resort Villas

    From $1,049.00+ (USD)

    Destination: Kaanapali
    Studio Island View. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Aston Waikiki Sunset

    From $1,001.00+ (USD)

    Destination: Waikiki
    One Bedroom Standard. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Kids 17 & younger stay FREE.

  • W Hollywood

    From $610.00+ (USD)

    Destination: Los Angeles
    Wonderful King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. Kids 17 & younger stay FREE.

  • The Westin St. Francis San Francisco on Union Square

    From $674.00+ (USD)

    Destination: San Francisco
    Deluxe King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. Kids 17 & younger stay FREE.

  • Walt Disney World Swan

    From $589.00+ (USD)

    Destination: Lake Buena Vista
    Run of House. Exclusive $50 Off per booking. Reduced rate. Stays of 5 nights or longer receive $100 Off per booking. Kids 17 & younger stay FREE. Ask about Kids 9 & younger eat FREE.

  • Walt Disney World Dolphin

    From $441.00+ (USD)

    Destination: Lake Buena Vista
    Run of House. Exclusive $50 Off per booking. Reduced rate. Stays of 5 nights or longer receive $100 Off per booking. Kids 17 & younger stay FREE. Ask about Kids 9 & younger eat FREE.

  • W Washington D.C.

    From $953.00+ (USD)

    Destination: Washington, DC
    Wonderful King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking.

  • The Westin Copley Plaza

    From $636.00+ (USD)

    Destination: Boston
    Traditional King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. Kids 17 & younger stay FREE.

  • The Westin Grand Cayman Seven Mile Beach Resort & Spa

    From $979.00+ (USD)

    Destination: Grand Cayman
    Island View - King. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • The Westin Boston Waterfront

    From $488.00+ (USD)

    Destination: Boston
    Traditional/1 Bed. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. Kids 17 & younger stay FREE.

  • The Westin Bayshore, Vancouver

    From $1,053.00+ (USD)

    Destination: Vancouver
    Harbour View King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. Kids 12 & younger stay FREE.

  • Waikiki Beachcomber by Outrigger

    From $915.00+ (USD)

    Destination: Waikiki
    Waikiki View Double. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Kids 17 & younger stay FREE.

  • Washington Marriott Georgetown

    From $483.00+ (USD)

    Destination: Washington, DC
    Guest. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking.

  • Victoria House

    From $959.00+ (USD)

    Destination: Ambergris Caye
    State. Daily breakfast. FREE Wi-Fi.

  • Villa del Palmar Beach Resort & Spa

    From $358.00+ (USD)

    Destination: Cabo San Lucas
    Junior Suite Standard. Exclusive $100 Off per booking. Ask about Kids 12 & younger stay FREE.

  • Villa del Palmar Flamingos Beach Resort & Spa

    From $491.00+ (USD)

    Destination: Puerto Vallarta
    Junior Suite. Exclusive $100 Off per booking.

  • Trump International Hotel Waikiki

    From $1,055.00+ (USD)

    Destination: Waikiki
    Superior Studio City View. FREE Wi-Fi. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • Waikoloa Beach Marriott Resort & Spa

    From $729.00+ (USD)

    Destination: Kohala Coast
    Resort View - Garden/Mountain View. Connecting rooms available upon request. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • The Royal Hawaiian, a Luxury Collection Resort

    From $1,056.00+ (USD)

    Destination: Waikiki
    Historic. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV.

Resorts

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Packages

Resorts

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