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What's Your Fall Vacay Vibe?

There’s no shame in trading pumpkins for piña coladas! Get inspired to plan a fall vacay with a tropical twist.

There’s no shame in trading pumpkins for piña coladas! Get inspired to plan a fall vacay with a tropical twist.

3 Reasons Why You Should Book a Fall Vacay

  • Lower Prices

    When leaves fall, price does too! Resorts start to lower their prices in the fall, which means you can check out some awesome resorts without busting your budget.
  • Fewer Crowds

    The kids are back in school, and the beaches are blissfully quiet. It's the perfect time to unwind–think MORE beach, MORE lounge chairs and zero stress.
  • Endless Sunshine

    Some say being sun-kissed is the key to happiness. Chase that endless sunshine feeling and refresh your tan before the temps start to drop back home.

Explore Fall Vacay Deals

Explore Fall Vacay Deals

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  • Legends - All Inclusive

    2 Star Hotel
    TripAdvisor Traveler Rating
    Reviews
    All-Inclusive
    Jamaica, Montego Bay
    Best Priced Departure Dates
    2026: Apr 19, Apr 20, Apr 26
    4 Nights Includes Taxes + Fees
    $680 per person
  • Occidental Caribe - All Inclusive

    3 Star Hotel
    TripAdvisor Traveler Rating
    Reviews
    All-Inclusive
    Dominican Republic, Punta Cana
    Best Priced Departure Dates
    Apr 26, 2026
    4 Nights Includes Taxes + Fees
    $685 per person
  • SAMSARA CLIFF RESORT - AI

    3 Star Hotel
    TripAdvisor Traveler Rating
    Reviews
    All-Inclusive
    Jamaica, Montego Bay
    Best Priced Departure Dates
    2026: Apr 12 - Apr 20 (Sun, Mon Departures); Apr 26
    4 Nights Includes Taxes + Fees
    $709 per person
  • Posada Real Los Cabos - All Inclusive

    2.5 Star Hotel
    TripAdvisor Traveler Rating
    Reviews
    All-Inclusive
    Los Cabos
    Best Priced Departure Dates
    2026: Mar 8, Mar 22, Mar 29
    4 Nights Includes Taxes + Fees
    $734 per person
  • VIK Arena Blanca & Cayena Beach - All Inclusive

    3 Star Hotel
    TripAdvisor Traveler Rating
    Reviews
    All-Inclusive
    Dominican Republic, Punta Cana
    Best Priced Departure Dates
    2026: Sep 6, Sep 13, Sep 20, Sep 27, Oct 4, Oct 11, Oct 18, Oct 25
    4 Nights Includes Taxes + Fees
    $736 per person
  • Allegro Playacar - All Inclusive

    3.5 Star Hotel
    TripAdvisor Traveler Rating
    Reviews
    All-Inclusive
    Cancun - Cancun AND Riviera Maya
    Best Priced Departure Dates
    Aug 24, 2026
    4 Nights Includes Taxes + Fees
    $738 per person
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Vacay Inspiration Based on Your Fall Vibe

  • If You Like Pumpkin Spice Lattes...

    Then you’ll love sipping spiced rum at Grand Palladium Jamaica Resort & Spa! Every Saturday, the resort’s entertainment crew hosts a lively Jamaican Rum tasting, guiding guests through the island’s most flavorful pours. It’s the perfect way to spice up your stay and soak in some local culture. Feeling extra adventurous? You can even book a private tasting for an additional cost and make it your own boozy beach moment.

  • If You Like Spooky Season...

    Then you'll love celebrating Day of the Dead at Hotel Xcaret Mexico! Celebrated every November 1 & 2, this Mexican tradition honors loved ones who’ve passed by mixing heartfelt honor with playful humor—because here, even the skeletons know how to party in style! This resort gets decorated with colorful altars and cheeky skeletons dressed to the nines. Plus, guests can enjoy cultural crafts, savor traditional treats and watch lively performances that turn remembrance into a joyful party, all while soaking up some vitamin sea.

  • If You Like Tailgating...

    Then you'll love the all-inclusive eats & drinks at Bahia Principe Luxury Esmeralda! Your taste buds score big here with 26 restaurants and 34 bars, serving everything from poolside bites to gourmet dishes. Guests staying at Bahia Principe Luxury properties get access to unlimited à la carte reservations and neighboring restaurants & bars in the Bahia Principe Punta Cana complex, so whether you're craving sushi, steak or a tropical cocktail, you've got a VIP pass to all the best spots.

  • If You Like Cozy Vibes...

    Then you'll love a relaxing vacation at Zoëtry® Casa del Mar Los Cabos! This is where relaxation checks in and stress checks out. With cozy hacienda-style architecture, luxe poolside loungers and a selection of heavenly spa treatments, it's basically a wellness retreat disguised as an all-inclusive resort. Top it off with morning meditation and sunset yoga on the sand, and you've got the ultimate recipe for chill beach bliss. It’s the kind of place where you trade your couch for a cabana and your to-do list for a snooze by the pool.

Start Planning Your Fall Vacay

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