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Tell us how you want to travel.

From "where to?" to "wow!": plan it, book it, live it. Your way, as a package or with a guide.

Describe your trip in one sentence. When, who with and what matters to you.

Explore by feeling.

From a thought to a trip.

You say how you want to travel.

When, who with, what matters and what's a no. No form, no ten filters. HolidayWow understands the dates, budget, departure point, pace and wishes from one sentence.

A woman laughing on the phone

New trip

7 days in October, warm, by the sea, good food, with my girlfriend, from Toronto, up to $3,000.
Checking flights from Toronto, hotels by the sea and the October weather.

Trips that really fit you.

Every idea comes with a total price and a clear answer to why it fits you: weather, flight time, beaches, food, short distances.

A couple in winter coats looking at a phone together

Your trip ideas

Sicily

Food · small towns · sea

7 days for 2

Crete

Sea · tavernas · nature

7 days for 2

Mallorca

Sea · comfort · short distances

7 days for 2

Your trip is set, with flights, a hotel and a day plan.

Arrival, transfer, check-in, sunset, dinner. Just say “make it cheaper” or “no rental car” and the trip adapts.

A man on a stool throwing his arms wide with joy

Day 1

Arrival

  1. Arrival in Heraklion
  2. Transfer · 35 min
  3. Check-in by the sea
  4. Sunset
  5. Taverna at the harbor

On the road, HolidayWow keeps planning.

Rain on the way? Then the beach day becomes a day at the market and a museum. Flight status, weather and your day plan in one place.

A traveler with a sun hat and a leather suitcase
Rain is forecast for tomorrow. I swapped the beach day for the market and a museum.

Day 3 · boat trip

Your trip ideas.

Cancun in OctoberCancún · golden hour

Cancun

29.2°

Beach · reefs · tacos · for 2 · 7 days

  • 28.6°
  • 3 h 35

Why it fits: Warm water, Mayan ruins on a day trip and plenty of direct flights from Canada.

Punta Cana in OctoberPunta Cana · day 3

Punta Cana

29.0°

Beach · pools · slow days · for 2 · 7 days

  • 28.8°
  • 4 h 01

Why it fits: Long beaches and easy resort days, the classic escape before winter.

Where is it still warm in October?

28.8°

Sea off Punta Cana, October average

  1. Punta Cana in October1

    Punta Cana

    28.8°
    Air
    29.0°Air
    Sun
    7.3 hSun
    Flight
    4 h 01from YYZ
  2. Turks and Caicos Islands in October2

    Turks and Caicos Islands

    28.7°
    Air
    28.9°Air
    Sun
    7.6 hSun
    Flight
    3 h 30from YYZ
  3. Cancun in October3

    Cancun

    28.6°
    Air
    29.2°Air
    Sun
    7.0 hSun
    Flight
    3 h 35from YYZ
  4. Puerto Vallarta in October4

    Puerto Vallarta

    29.9°
    Air
    27.8°Air
    Sun
    7.6 hSun
    Flight
    4 h 35from YYZ
  5. Hawaii in October5

    Hawaii

    26.5°
    Air
    27.7°Air
    Sun
    8.2 hSun
    Flight
    9 h 06from YYZ

In October, the sea off Punta Cana is 28.8 °C, off Turks and Caicos Islands 28.7 °C and off Cancun 28.6 °C. Sea: daily mean water temperature, air: average daytime high, sun: hours per day, flight: estimated flight time from Toronto. Source: NASA POWER 2006 to 2025 (air, sun, rain days), NOAA OISST 1991 to 2020 (sea), flight times estimated from the distance.

See every place for October

Real places. Real moments.

Colorful houses of Amalfi above turquoise water
Amalfi
Under water
Yellow trams in a steep Lisbon street
Lisbon
A glass of wine among the vines
Dolomites
A father throwing his child up in the sea
Sunset over the caldera of Santorini
A fruit stall at a market
Dubrovnik's old town by the sea
Dubrovnik
Madeira's coast with green slopes
Madeira
Tables by the sea in Mykonos
Mykonos
Pasta with ragù in a dark bowl
Peaks above alpine meadows
A white rocky cove with turquoise water in Sardinia
Sardinia
Woman at the wheel on a coastal road
Road trip
A rocky coast with clear water in Cyprus
Cyprus

Real data behind every pick.

Ten years of climate

Temperature, sea, sun and rain days for every month, measured, not guessed. You see how your trip will feel before you go.

An old town by the sea in Sicily in the evening light

From your airport

Nonstop flights, flight times and transfers from 8 Canadian airports, worked out from your door to the hotel.

A turquoise suitcase in an airport hall

The total price, shown openly

Flights, hotel, transfers and experiences in one sum for everyone traveling, with the provider and when the price was checked. No teaser prices.

An infinity pool above the sea

She wants the beach. He wants culture. You get both.

is planning along

I want the beach every day and a good dinner every night.

I need old towns and museums, not a party hotel.

I found somethingSicily: beaches in the morning, Palermo and Cefalù in the afternoon.

Where to in winter, spring, summer?

A destination in January
January
A destination in February
February
A destination in March
March
A destination in April
April
A destination in May
May
A destination in June
June
A destination in July
July
A destination in August
August
A destination in September
September
A destination in October
October
A destination in November
November
A destination in December
December

Where do you want to wake up tomorrow?

Five minutes of vacation every Sunday.

Where it's warm right now, real fare finds from your airport, long weekends for your province and a ready-made trip to take over.

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