Vacation Deals Under $999

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  Grand Park Royal Cancun Caribe

  • Hotel rating 4.5 out of 5 stars
  • Toronto to Cancun, Mexico

  • All Inclusive

  • Deluxe Oceanview King
  • Jun 11, 2026 (3 days)

  was $3279 Save 70%

  $999 PP incl. taxes & fees

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  Viva Wyndham Maya

  • Hotel rating 4.0 out of 5 stars
  • Toronto to Riviera Maya, Mexico

  • All Inclusive

  • Superior Room
  • Jun 18, 2026 (4 days)

  was $2649 Save 69%

  $829 PP incl. taxes & fees

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  Catalonia Yucatan Beach

  • Hotel rating 4.0 out of 5 stars
  • Toronto to Riviera Maya, Mexico

  • All Inclusive

  • Comfort Room
  • Jun 25, 2026 (4 days)

  was $2629 Save 64%

  $939 PP incl. taxes & fees

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  Catalonia Riviera Maya Resort and Spa

  • Hotel rating 4.0 out of 5 stars
  • Toronto to Riviera Maya, Mexico

  • All Inclusive

  • Premium Room
  • Jun 25, 2026 (4 days)

  was $2709 Save 64%

  $979 PP incl. taxes & fees

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  Tukan Hotel and Beach Club

  • Hotel rating 3.0 out of 5 stars
  • Montreal to Riviera Maya, Mexico

  • No Meals/Drinks

  • Room
  • Jun 08, 2026 (7 days)

  was $2109 Save 63%

  $789 PP incl. taxes & fees

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  Blue Bay Grand Esmeralda

  • Hotel rating 4.0 out of 5 stars
  • Toronto to Riviera Maya, Mexico

  • All Inclusive

  • Promo Room
  • Jun 25, 2026 (4 days)

  was $2559 Save 63%

  $949 PP incl. taxes & fees

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  Viva Wyndham Azteca

  • Hotel rating 4.0 out of 5 stars
  • Toronto to Riviera Maya, Mexico

  • All Inclusive

  • Superior Room
  • Jun 25, 2026 (4 days)

  was $2679 Save 63%

  $979 PP incl. taxes & fees

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  Bahia Principe Grand Coba

  • Hotel rating 4.0 out of 5 stars
  • Toronto to Riviera Maya, Mexico

  • All Inclusive

  • Junior Suite Superior
  • Jun 25, 2026 (4 days)

  was $2559 Save 61%

  $989 PP incl. taxes & fees

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  Breathless Riviera Cancun Rst and Spa

  • Hotel rating 5.0 out of 5 stars
  • Toronto to Riviera Maya, Mexico

  • All Inclusive

  • Xcelerate Junior Suite Tropical View King
  • Jun 09, 2026 (3 days)

  was $1829 Save 60%

  $739 PP incl. taxes & fees

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  Catalonia Playa Maroma

  • Hotel rating 4.0 out of 5 stars
  • Toronto to Riviera Maya, Mexico

  • All Inclusive

  • Premium Room
  • Jun 18, 2026 (4 days)

  was $1749 Save 47%

  $929 PP incl. taxes & fees

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  Playa Bachata Resort

  • Hotel rating 4.5 out of 5 stars
  • Toronto to Puerto Plata, Dominican Republic

  • All Inclusive

  • Room Near Beach Double
  • May 30, 2026 (4 days)

  was $3189 Save 74%

  $819 PP incl. taxes & fees

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  Viva Wyndham Tangerine

  • Hotel rating 4.0 out of 5 stars
  • Toronto to Cabarete, Dominican Republic

  • All Inclusive

  • Superior Room
  • May 30, 2026 (4 days)

  was $3269 Save 73%

  $869 PP incl. taxes & fees

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  Viva Wyndham V Heavens

  • Hotel rating 4.0 out of 5 stars
  • Toronto to Puerto Plata, Dominican Republic

  • All Inclusive

  • Bliss Room
  • May 30, 2026 (4 days)

  was $3319 Save 73%

  $899 PP incl. taxes & fees

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  Vh Gran Ventana

  • Hotel rating 4.5 out of 5 stars
  • Toronto to Puerto Plata, Dominican Republic

  • All Inclusive

  • Superior Room
  • May 30, 2026 (4 days)

  was $3269 Save 72%

  $899 PP incl. taxes & fees

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  Senator Puerto Plata Spa Resort

  • Hotel rating 4.5 out of 5 stars
  • Toronto to Puerto Plata, Dominican Republic

  • All Inclusive

  • Senator Junior Suite Oceanview 1 King
  • May 30, 2026 (4 days)

  was $3399 Save 71%

  $989 PP incl. taxes & fees

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  Casa Marina Beach Resort

  • Hotel rating 3.5 out of 5 stars
  • Toronto to Sosua, Dominican Republic

  • All Inclusive

  • Room Gardenview
  • May 25, 2026 (7 days)

  was $3249 Save 70%

  $969 PP incl. taxes & fees

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  Emotions by Hodelpa

  • Hotel rating 4.0 out of 5 stars
  • Montreal to Santo Domingo, Dominican Republic

  • All Inclusive

  • Chambre Superieure
  • Jun 12, 2026 (3 days)

  was $1539 Save 43%

  $884 PP incl. taxes & fees

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  Coral Costa Caribe

  • Hotel rating 4.0 out of 5 stars
  • Montreal to Santo Domingo, Dominican Republic

  • All Inclusive

  • Chambre Superieure
  • Jun 12, 2026 (3 days)

  was $1589 Save 43%

  $903 PP incl. taxes & fees

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  Whala Boca Chica

  • Hotel rating 3.0 out of 5 stars
  • Montreal to Santo Domingo, Dominican Republic

  • All Inclusive

  • Room
  • Jun 10, 2026 (7 days)

  was $1705 Save 43%

  $971 PP incl. taxes & fees

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  Blue Bay Villas Doradas

  • Hotel rating 4.0 out of 5 stars
  • Montreal to Puerto Plata, Dominican Republic

  • All Inclusive

  • Chambre Promo
  • Jun 16, 2026 (7 days)

  was $1705 Save 42%

  $996 PP incl. taxes & fees

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