Tiptoe Vacation Packages
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- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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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.
Winchester Wessex Hotel by Sunday
Price was CA $2,148, price is now CA $1,802 per person
CA $1,802
per person
Jul 22 - Jul 28
found 1 hour ago
Roundtrip flight included
Montreal (YMQ) to Southampton (SOU)
7.6/10 Good! (1,001 reviews)
The hotel was in a good location and provided parking at a cost of £15 a night. I feel £10 should be a max. When we arrived, there was no warm welcome nor real eye contact, which ws bad, no smiles, no helpful information about the place.!
Reviewed on May 16, 2026
Red Lion Hotel
Price was CA $1,508, price is now CA $1,395 per person
CA $1,395
per person
Jul 3 - Jul 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Southampton (SOU)
8.4/10 Very Good! (1,001 reviews)
Friendly, helpful staff. Made the stay enjoyable and easy. Would absolutely stay again!
Reviewed on May 9, 2026
The Cliff House Hotel
Price was CA $1,378, price is now CA $1,338 per person
CA $1,338
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Southampton (SOU)
9.4/10 Exceptional! (416 reviews)
Friendly staff, wonderful food, beautiful location
Reviewed on Mar 28, 2026
Watersedge Guest House
Price was CA $1,282, price is now CA $1,266 per person
CA $1,266
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Southampton (SOU)
9.6/10 Exceptional! (96 reviews)
Alan’s welcome wasn’t very friendly. Breakfast was excellent & Maxine & Chloe friendly & helpful.
Reviewed on Apr 26, 2026
Tiptoe Hotel Deals
Leonardo Hotel Southampton
1 Charlotte Place Southampton England
Fully refundableReserve now, pay when you stay
The price is CA $118 per night from Jun 1 to Jun 2
CA $118
CA $142 total
Jun 1 - Jun 2
includes taxes & fees
8.6/10 Excellent! (1,304 reviews)
"Watch if you get the right hotel. Even that it was still the same company they wouldn’t move us to the right Leonardo’s in Southampton. Wouldn’t fix our reservations. Or reimburse our money. We love their facilities. But after this experience we will not be back. Won’t ever stay with them again."
Reviewed on May 18, 2026
Novotel Southampton
1 West Quay Road Southampton England
The price is CA $152 per night from May 25 to May 26
CA $152
CA $183 total
May 25 - May 26
includes taxes & fees
8.2/10 Very Good! (1,011 reviews)
"Great hotel with helpful staff and ideal location."
Reviewed on May 18, 2026
Laguna Hotel
6 Suffolk Road South Bournemouth England
Fully refundableReserve now, pay when you stay
The price is CA $69 per night from May 21 to May 22
CA $69
CA $83 total
May 21 - May 22
includes taxes & fees
7.2/10 Good! (1,007 reviews)
"Good"
Reviewed on May 18, 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 $37
per adult
100% of travellers recommend
Private Southampton Walking Tour
CA $43
per adult
100% of travellers recommend
Stonehenge Tour from Southampton to London
CA $254
per adult
98% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
