Tiptoe Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Tiptoe Vacation
The stress-free way to experience this interesting city is with a tailor-made Tiptoe vacation package. Stay in the neighborhood of Southbourne, which is good for dining, shopping and bars and pubs or go someplace else — our package deals are all about you. Any trip to Tiptoe needs a well-thought-out itinerary. Fill yours with attractions like Milford on Sea Beach, Hurst Beach and Lymington Sea Water Baths. Whatever your travel plans or the size of your budget, putting together a tailored Tiptoe vacation is a cinch with Expedia.
Top Tiptoe Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Central Point by House of Fisher
CA $1,729
per person
Dec 27 - Jan 2
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Southampton (SOU)
9/10 Wonderful! (51 reviews)
Spacious apartment with well equipped kitchen: dishwasher and washing machine (incl tumbler), iron + board, hand-vacuum, hairdryer, airer, nice toiletries, good TV, comfy bed. Very thoughtful touches: tabs for dishwasher/washing machine, salt & pepper, utensils. Location conveniently close to Festival shopping centre etc. Downside: FRI+SAT very noisy from pub garden opposite showing sports games, music until 3am. SUN ok. Monday 5:45am glass recycling pick-up followed by street cleaning machine (came by 5 times - also on Tuesday). Blackout blinds or curtains would be good. I would stay again. The feel was good.
Reviewed on Jun 5, 2026
Ready to book your vacation to Tiptoe?
Tiptoe Hotel Deals
Leonardo Hotel Southampton
1 Charlotte Place Southampton England
Fully refundableReserve now, pay when you stay
CA $99
CA $119 total
Nov 1 - Nov 2
includes taxes & fees
Leonardo Royal Southampton Grand Harbour
West Quay Road Southampton England
Fully refundableReserve now, pay when you stay
CA $126
CA $151 total
Oct 18 - Oct 19
includes taxes & fees
Moxy Southampton
Harbour Parade Southampton England
Fully refundableReserve now, pay when you stay
CA $105
CA $126 total
Oct 25 - Oct 26
includes taxes & fees
9/10 Wonderful! (1,054 reviews)
"None"
Reviewed on Oct 8, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
What to do in Tiptoe
Isle of Wight: Osborne Admission Ticket
CA $41
per adult
100% of travellers recommend
Private Southampton Walking Tour
CA $43
per adult
100% of travellers recommend
Frequently asked questions
How much does a Tiptoe vacation package cost?
Offering excellent value package deals from CA $1,229 on Expedia, you'll be surprised at how little a vacation to Tiptoe costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Tiptoe?
If you're hoping to snag a cheap Tiptoe vacation package, consider visiting in January, February and November. You're likely to find lower rates on hotels and airfares during these months — perfect for travellers wishing to save money.
How many days is enough for Tiptoe?
For your Tiptoe vacation, a few days will be enough to explore the top spots. Be sure to visit Lymington Sea Water Baths — it's one of the main attractions in this destination. If you want more adventure, consider basing yourself here and going on some day tours from Tiptoe.
How to find the best Tiptoe package deals?
Begin your search for a Tiptoe package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Tiptoe package deal right away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Tiptoe adventure underway.
Is it cheaper to book a Tiptoe vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking hotels and flights separately. Better still, you can customize your Tiptoe escape to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Tiptoe?
If you're considering a spur-of-the-moment Tiptoe getaway, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Tiptoe?
- Pick your travel dates: What you plan to do in Tiptoe and your favourite season will help you decide when to travel.
- Figure out your budget: Make sure you have enough money to cover everything from dining out and transportation to experiences and flights. Your accommodations will likely be the largest expense during your trip to Tiptoe.
- Decide how long to go away for: Now that you know more about Tiptoe, you can work out the perfect length of your vacation. Put together a draft itinerary and give yourself enough time to get through everything on your must-do list.
- Combine your airfare and accommodations: After you've nailed down your trip dates and duration, lock in the right Tiptoe vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
