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Niagara Wine Getaway 2026
Crisp.
Indulgent.
Enlightening.
Harvest season calls! Join us for a luxurious women’s wine trip to Niagara this fall.
Location: Niagara, Canada
- September 3 - 7, 2026
- 5
- 4
Sip, savor, and unwind in the heart of Canada’s wine country. Escape to Niagara for a cozy, elegant long weekend filled with tastings, slow luxury, and connection.
from US$/person
** Payment plans available **
Sip, Indulge, Unwind Together.
Explore Niagara-on-the-Lake wineries, enjoy curated tastings, indulge in elegant meals, and wander charming towns. Expect slow mornings, laughter, and picture-perfect vineyard scenery.
Set in the heart of one of Canada’s most celebrated wine regions, this Niagara Wine Getaway invites you to experience Niagara-on-the-Lake beyond the tasting room. Known for its award-winning cool-climate wines, historic estates, and storybook charm, the region is especially famous for its ice wine, elegant Rieslings, and Pinot Noir, all shaped by the unique microclimate created by Lake Ontario and the Niagara Escarpment.
Over the course of the long weekend, you’ll explore thoughtfully selected wineries, enjoy guided tastings led by passionate hosts, and savor beautifully prepared meals that highlight local flavors and seasonal ingredients. Expect a balance of curated experiences and unhurried moments: slow mornings, scenic drives through vineyard-lined roads, time to stroll charming towns, and relaxed evenings filled with conversation and laughter. This trip is designed to feel indulgent yet easy — a refined escape where wine, connection, and beautiful surroundings come together effortlessly.
You'll LOVE this trip if:
- You enjoy wine, food, and unhurried moments.
- You want a cozy, social, and elevated getaway.
- You appreciate beautiful settings and thoughtful pacing.
- You want meaningful connection over nightlife.
- You’re new to wine, casually curious, or looking to expand your knowledge.
This trip is not for you if:
- You want nonstop sightseeing or high-energy partying.
- You’re looking for a nightlife-focused trip.
- You prefer hot weather or beach destinations.
Not the trip for you? Check out our other trips here.
If you’re unsure, we’re happy to help you decide. Reach out anytime!
On this trip, you can expect:
- Multiple winery tastings
- Expand wine knowledge
- Boutique accommodations
- Vineyard lunch + sunset dinner
- Easy, relaxing pace
- Beautiful photo moments
Day 1: Welcome to Niagara
Day 2 – 4: 2-3 wine tastings/experiences per day, curated culinary experiences, trip to Niagara Falls, and other local excursions.
Day 5: Farewell Niagara
Jumping Road March with Jump & Wine includes:
- Hotel accommodations in Niagara
- Daily breakfast at hotel
- Welcome meet & greet dinner
- Meals as stated in itinerary
- Transportation to all group activities
- Curated wine tastings & experiences
- Local excursion(s)
- Exclusive J&W Welcome Gift
- Comprehensive packing guide
- Niagara wine essentials guide
Not Included:
- Flights/transportation to Niagara (available as an add on)
- Personal wine purchases
- Additional wine tastings/experiences
- Tips + personal expenses
- Room service and meals not listed
- Vaccinations or travel document required for Niagara/Canada or participate in events
- Optional add-ons
- Travel insurance (highly recommended)
It's important to note that:
- This is a relaxed, slower-paced itinerary with scenic drives and countryside environments. There is minimal physical activity.
- The minimum age for this trip is 19+ or the minimum legal drinking age of Canada/Ontario, whichever is higher. Wine tastings require ID.
- There are several options for getting to Niagara depending on where you’re travelling from. Contact us for help picking the best option that matches your needs. The most common options are flying into:
- Toronto (airport code: YYZ or YTZ) – 2 hours from Niagara
- Hamilton (airport code: YHM) – 1 hour from Niagara
- Niagara Falls, NY (airport code: IAG) – 30 minutes from Niagara
- Buffalo, NY (airport code: BUF) – 45 minutes from Niagara
- Depending on the airport, we can arrange shuttle.
- The fall weather can vary between warm days and cooler evenings.
- Some tastings occur outdoors; dress comfortably.
- Accessibility varies by winery; notify us if you have mobility needs.
Plus, flexible payment plan options are available!
We believe unforgettable travel should feel exciting, not financially overwhelming. That’s why payment plans are available for all Jump & Wine trips, making it easier to secure your spot now and pay over time.
How It Works
- Reserve your spot with a deposit at checkout.
- Monthly payments are automatically scheduled until your balance is paid. Monthly payment amount will depend on your deposit date, with the balance divided mostly equally among the remaining months.
- The earlier you book, the more time you have to spread out your payments
- Final balance is due 30-45 days before the trip.
- Payments are usually due by the 1st or 15th of each month. If you have a preference or would prefer to split the payments into bimonthly payments, send us an email when you sign up to make the request.
N.B. Payment plans are only available when booked more than two months before the trip.
Why Guests Love Our Payment Plans
- Lock in your spot before the trip sells out.
- Plan your budget without last-minute stress.
- Enjoy peace of mind knowing your trip is secured.
Frequently Asked Questions
I’ve never played mas before. Is this trip suitable for first-time Carnival goers?
Absolutely! Our trips are designed for all experience levels, from newbies to Carnival veterans, so are beginner-friendly with guided support, curated events, and clear expectations to help you feel confident and prepared. We help you with everything from costume selection to event flow and Carnival day logistics.
I’m coming alone. Will I feel awkward?
Our trips are designed for both solo travellers and small groups so many participants arrive solo. Our group structure facilitates connection, shared experiences, and a built-in community.
Is it safe for women?
Safety is a top priority. We use trusted drivers, group transportation, and carefully selected accommodations and events.
What kind of music and vibes should I expect?
You can expect predominantly high-energy soca and dancehall, Caribbean rhythms, colourful costumes, and vibrant island party energy throughout the weekend.
How physically demanding is Carnival in Jamaica?
There’s moderate physical activity. Road March involves several hours of walking and dancing, but the pace is manageable and includes breaks. Fetes involve dancing, but at your pace.
Which fetes are included?
The tentative list of fetes are included in the Itinerary section. The list is subject to change based on the final band and fete schedule.
Will there be time to relax outside of Carnival events?
Yes. The itinerary balances fetes and Carnival activities with downtime for rest, beach visits, and optional excursions.
What if I can’t keep up with the party pace?
Participation is always optional. Though rest time is built in, you choose to participate or forego an activity based on your energy level. Of course, we also encourage you to prepare beforehand and during the trip by exercising – regular walks are fine – hydrating, taking your vitamins and resting sufficiently.
Can I book without a costume?
Sure! You can choose to only participate in the fetes and excursions and skip or watch the parade from the sidelines.
However, you do need to book a package with one of the bands to enjoy the benefits that each has to offer (drinks, food, security, etc.). If you do not want to book a costume, you can choose the t-shirt package option which typically includes a tshirt, shorts and sometimes hat. Costume/T-shirt package purchase is separate from your trip package, and we provide guidance on selecting and securing your costume.
What if I want to play mas with a different band from the group?
You can play mas with whichever band you’d prefer. However, you won’t receive the package discount for playing with the J&W Band of the Year.
Is this trip worth the cost if I could plan it myself?
Yes. Carnival logistics are complex. Your package covers vetted accommodations, transportation, curated events, and on-ground support, saving you time, stress, and costly mistakes.
I have more questions.
If you have a question that hasn’t been answered here or on our general FAQs page, you can email us at jumpnwine+jam@gmail.com
Craving a getaway that feels elevated but effortless?
Sip, slow down, and connect.
Join us for a cozy Niagara wine getaway designed for women who appreciate the finer moments. Space is limited!