Who they are: Dale Inverarity, a 24-year-old software engineer, and Jessica Weaver, a 23-year-old nurse
What they bought: Hei Hei, a 53-foot Bruce Roberts steel-hull ketch sailboat, for $62,000
What its costing them: $5,672 for summer docking, $8,000 for winter docking, $1,478 a year for insurance, $100 a month in maintenance costs, $200 a month for diesel heating in winter, $400 a month for high-speed mobile internet, $500 for a yearly maintenance haul-out and $300 for a water-taxi season pass
As told to Jessica Lee
Dale: We met in August 2014 when we were both still in high school, at a train station in Cobourg. Jessica realized shed missed her stop as the train was departing and managed to convince the operator to back up onto the platform for her. We got to talking, and it turned out that we were both on our way to a youth business conference. Jessica lived in Chatham at the time and I lived in Thamesford. We started dating, and after high school, we both went to Western and lived together in London. Then, we moved to Toronto in 2016. I was looking for job opportunities and Jessica was going to nursing school.
In 2017, we moved to a 12th-floor condo near Queens Quay and Bathurst with a view of the waterfront. We were close to the National Yacht Club, and from our window, we spotted the ferries going to and from the Islands all the time.
In December 2019, we travelled to Belize for a vacation, and rented a 32-foot sailboat on Airbnb. There was no fridge, no air-conditioning and it was sweltering hot. To keep beers cold, we had to put them in plastic bags tied with rope and lower them into the ocean. But we loved the experience. We had a captain and the boat to ourselves, and we could take it wherever we wanted. It was very freeing; there were no doormen or neighbours, just birds and the ocean. In Belize, we dreamed up a five-year plan to buy a boat and travel the world.
During Covid, Jessica and I were working and schooling from home. All the benefits of living in Toronto werent available to us anymore. We were just sitting in the apartment day after day. So we figured it was a good time to move onto a boat. Our five-year plan morphed into a five-month plan. Jessica had a boating licence, but I got mine during the early months of the pandemic. We also did a two-week harbour permit course and four weeks of Zoom classes about marine radio.
As soon as marinas opened in May 2020, we rented a car and drove around to look at 20 boatspeople were panic-selling at the beginning of the pandemic. We were about to put an offer on a Corbin 39 with two bedrooms, but then we saw this other boat. It was 53 feet and much roomier inside. Plus, the previous owners had lived in the boat for 20 years, so it didnt need a lot of work to make it comfortable. We hired a boat surveyor who okayed the saiboat, got financed at a boutique lender that mainly works with boaters, and picked up the keys in July.
The boat has nice traditional lines and a pilothouse, which is an enclosed space to steer in stormy weather. Inside, there are two bedrooms and ample headspace. We were new to boating, and we didnt want to come into it naively. We spent an entire day with the previous owners going over every inch of the boat. We wanted to keep in touch with them, so they could help us out if any issues came up.
The boat was parked in Port Credit, and we moved in right away. We named our boat Hei Hei, which is the name of the rooster in Moana. In one scene, Hei Hei realizes hes on a boat, starts screaming and jumps overboard. Thats what most of our family thinks will happen to us. But at the end of the movie, the rooster survives. If he can survive, so can we.
A week after we moved in, Jessica had started working as a nurse and I was in a Zoom meeting, when all of a sudden, I heard a crushing metal sound. A 20-foot powerboat had T-boned us. I frantically checked for punctures on the boat and any damage to the stays. Thankfully only a little wooden end cap was nicked. After that incident, we bought bumpers to attach to our boat.
Living in a sailboat during winter in Toronto was okay but I dont want to try to do that again. We had the boat wrapped, but at night we would hear the ice rubbing up against the hull. And, it took some play to get the furnace working, but once it did, it was far too warm. Once, the furnace stopped working while I was out, so Jessica brought our dog, Apollo, and cat, Belle, into the bedroom and turned portable heaters on until I got home and fixed it.
When we first visited the city before moving here, we went to the Islands and thought, This would be a lovely place to live. That was before we learned about the years-long waiting list for a house. Then, in January 2021, we realized we could finally live on the Islands, so we moved over to the Toronto Island Marina.
Now, were pretty comfortable handling our boat, especially in a big body of water. Plus, it doesnt go very fast. Were still a little iffy about docking because we havent had a lot of practice, so we hired an instructor to help us.
Were extremely lucky to be able to spend our summer here. Its like living in a park. The only downside is that the last boat to the Islands is at 11:45 p.m. so we cant meet up with friends for late-night drinks, or else were stuck on the mainland. We also cant take the boat to the mainland because there arent many spots to dock, and we dont want to drive the boat after weve been drinking. Still, the benefits definitely outweigh the drawbacks. Apollo is so much happier here than he was in the condo unit.
For groceries, we go to a Farm Boy near our water-taxi dock on the mainland. We can fit three months worth of food on the boat. Theres also a Penguin pick-up spot near the dock, which is great for Amazon orders. Our parents have started coming around to the idea of us living on a boat too. We recently had them over for dinner. They appreciate that were in charge of the boat and dont have to answer to a landlord. Plus, theyre excited to come visit when were in warmer destinations.
We have pretty much everything we need on this boat. Theres water all around us, and we can make it safe to drink using desalination equipment and a UV filter. Its very liberating to have total control of our living situation and not have to depend on anyone else. Weve rented for our entire relationship, and its nice to be able to paint or change whatever we dont like on the boat.
Were hoping to begin our travels around the world soon, especially since Im able to work from home indefinitely. Weve bought dozens of chart books and navigation guides with field suppliers, docks, bridge heights, frequencies to call operators, anchorage locations, fuel prices and spots for haul-out.
In September, well head down through the Oswego Canal, Erie Canal, Hudson River, east coast of the United States to the Bahamas. Then, well do a full loop of the Caribbean and see where we end up. Were planning to visit Turks and Caicos, Puerto Rico, the British Virgin Islands, U.S. Virgin Islands, Mexico and everywhere in between. In two years, we hope to do a North Atlantic crossing. Then, once were ready, well try to find a nice private island and settle down. Its always been a dream of mine to own an island one day.
Moving onto a boat has been one of the hardest things weve done, but it was also the best decision weve ever made. We were thrust into responsibility with a very steep learning curve. If the water doesnt work, if the plumbing doesnt work, you have to fix it. When something broke in the apartments we rented, we didnt know how long we would have to wait for that thing to be fixed. Sometimes I think about living in a house, and it just seems so boring. The freedom of living on a boat makes all the challenges worth it.
Read more here:
We bought a $62,000 sailboat and moved in - Toronto Life
- About Buying Islands - Private Islands Online [Last Updated On: June 10th, 2016] [Originally Added On: June 10th, 2016]
- 100 Best Private Island Resorts | Islands [Last Updated On: June 12th, 2016] [Originally Added On: June 12th, 2016]
- PRIVATE ISLAND NEWS - Private islands for sale and for ... [Last Updated On: September 29th, 2016] [Originally Added On: September 29th, 2016]
- Pumpkin Island - Private Islands Online [Last Updated On: October 17th, 2016] [Originally Added On: October 17th, 2016]
- Private Ocean Islands [Last Updated On: October 17th, 2016] [Originally Added On: October 17th, 2016]
- Petra Island - New York, United States - Private Islands ... [Last Updated On: October 17th, 2016] [Originally Added On: October 17th, 2016]
- Buck Island - BVI, Caribbean - Private Islands for Sale [Last Updated On: November 21st, 2016] [Originally Added On: November 21st, 2016]
- Canary Islands - Wikipedia [Last Updated On: December 7th, 2016] [Originally Added On: December 7th, 2016]
- Farallon Islands - Wikipedia [Last Updated On: December 7th, 2016] [Originally Added On: December 7th, 2016]
- Tahiti Tourisme - Official Web Site [Last Updated On: December 7th, 2016] [Originally Added On: December 7th, 2016]
- Private Islands - Official Site [Last Updated On: December 12th, 2016] [Originally Added On: December 12th, 2016]
- Grasshopper Island - Ontario, Canada - Private Islands for ... [Last Updated On: January 4th, 2017] [Originally Added On: January 4th, 2017]
- Turks and Caicos Islands - Wikipedia [Last Updated On: January 6th, 2017] [Originally Added On: January 6th, 2017]
- Best Private Islands: Belize's Cayo Espanto [Last Updated On: February 2nd, 2017] [Originally Added On: February 2nd, 2017]
- Obama now holidaying on Richard Branson's private island - SBS [Last Updated On: February 6th, 2017] [Originally Added On: February 6th, 2017]
- President Obama Is Posted Up with His Hat Backwards on Richard Branson's Private Island - Esquire.com [Last Updated On: February 6th, 2017] [Originally Added On: February 6th, 2017]
- The Best Private Islands for Romance - TravelPulse [Last Updated On: February 10th, 2017] [Originally Added On: February 10th, 2017]
- Frommer: Dumbing down the cruise experience - News Chief [Last Updated On: February 11th, 2017] [Originally Added On: February 11th, 2017]
- The world's sexiest islands are in the middle of nowhere - New York Post [Last Updated On: February 14th, 2017] [Originally Added On: February 14th, 2017]
- How 30000 pieces of bamboo came together to create the private island of Cempedak - Web In Travel [Last Updated On: February 14th, 2017] [Originally Added On: February 14th, 2017]
- Tavanipupu Private Island Resort, Solomon Islands: The South Pacific's best kept secret - Blue Mountains Gazette [Last Updated On: February 17th, 2017] [Originally Added On: February 17th, 2017]
- 5 Reasons the Cruise Lines' Private Islands Are Travelers' Favorite ... - Travel Agent [Last Updated On: February 18th, 2017] [Originally Added On: February 18th, 2017]
- A Private Island in the Bahamas for $8.9 Million - Caribbean Journal [Last Updated On: February 19th, 2017] [Originally Added On: February 19th, 2017]
- Vomo Island Fiji Luxury beach resort and spa [Last Updated On: February 22nd, 2017] [Originally Added On: February 22nd, 2017]
- 8 Best Caribbean Cruise Line Private Destinations - Cruise Fever [Last Updated On: February 23rd, 2017] [Originally Added On: February 23rd, 2017]
- 5 gorgeous private islands you can visit by cruise ship - USA TODAY [Last Updated On: February 23rd, 2017] [Originally Added On: February 23rd, 2017]
- Song Saa, Cambodia: Private island comfort at a new level - Ballarat Courier [Last Updated On: February 24th, 2017] [Originally Added On: February 24th, 2017]
- Six beautiful Maine private islands that can be yours in time for summer - Bangor Daily News [Last Updated On: February 24th, 2017] [Originally Added On: February 24th, 2017]
- Seven island houses where you can shut out the world - AOL Money UK [Last Updated On: February 25th, 2017] [Originally Added On: February 25th, 2017]
- Adidas promises to give island to NFL draft prospect who breaks 40-yard dash record - For The Win [Last Updated On: February 28th, 2017] [Originally Added On: February 28th, 2017]
- Your own private island for 7000: Seven of the most luxurious new ... - The Independent [Last Updated On: February 28th, 2017] [Originally Added On: February 28th, 2017]
- Your own private island for 7000: Seven of the most luxurious new private island resorts across the world - The Independent [Last Updated On: February 28th, 2017] [Originally Added On: February 28th, 2017]
- Turneffe Island Resort Private Diving & Fishing Resort ... [Last Updated On: March 2nd, 2017] [Originally Added On: March 2nd, 2017]
- Nobody at the NFL Combine is winning the island for their 40 time, sorry - SB Nation [Last Updated On: March 4th, 2017] [Originally Added On: March 4th, 2017]
- You can now buy THREE private islands with sandy beaches for less than the price of a house in Britain - The Sun [Last Updated On: March 4th, 2017] [Originally Added On: March 4th, 2017]
- Honeymoon ideas: try the British Virgin Islands if you like cocktails, pristine Caribbean beaches and private islands - The Independent [Last Updated On: March 6th, 2017] [Originally Added On: March 6th, 2017]
- The Best of Cruise Lines' Idyllic Private Islands - Forbes [Last Updated On: March 6th, 2017] [Originally Added On: March 6th, 2017]
- Royal Caribbean Signs Investment Agreement With Bahamas, Plans to Enhance Private Island CocoCay - Cruise Critic [Last Updated On: March 8th, 2017] [Originally Added On: March 8th, 2017]
- A Cruise Line Commits To Developing Private Island in The Bahamas - Caribbean360.com (subscription) [Last Updated On: March 11th, 2017] [Originally Added On: March 11th, 2017]
- Barack Obama Vacation Pictures: Brando Island, South Pacific | JetSet - Bravo (blog) [Last Updated On: March 21st, 2017] [Originally Added On: March 21st, 2017]
- Fancy a stay on a private island in Tasmania? - SpiceNews [Last Updated On: March 23rd, 2017] [Originally Added On: March 23rd, 2017]
- NYC's latest real estate boom? Private islands - New York Post [Last Updated On: March 29th, 2017] [Originally Added On: March 29th, 2017]
- 250000: A private island in the Philippines or a one-bed flat in Oxford? - The Oxford Times [Last Updated On: March 29th, 2017] [Originally Added On: March 29th, 2017]
- Private island in the Philippines or a one-bed flat in Oxford? They cost the same... - The Oxford Times [Last Updated On: March 31st, 2017] [Originally Added On: March 31st, 2017]
- Destination Wedding Ideas: Elope to a Private Island in the Maldives - Vogue.com [Last Updated On: April 2nd, 2017] [Originally Added On: April 2nd, 2017]
- Fiji's luxury Vatuvara Private Islands - Gourmet Traveller Magazine Australia [Last Updated On: April 10th, 2017] [Originally Added On: April 10th, 2017]
- Peter Island Resort - British Virgin Islands Vacations [Last Updated On: April 14th, 2017] [Originally Added On: April 14th, 2017]
- Here's Why Telunas Private Island Is The Ultimate Island Escape ... - Weekender Singapore [Last Updated On: April 15th, 2017] [Originally Added On: April 15th, 2017]
- Maldives? Tahiti? No, this luxury island is not where you'd expect ... - Stuff.co.nz [Last Updated On: April 17th, 2017] [Originally Added On: April 17th, 2017]
- 5 beautiful Scottish islands to rent - The Scotsman [Last Updated On: April 17th, 2017] [Originally Added On: April 17th, 2017]
- This pokey home may not look like much, but it comes with something special to justify its 150k price tag - The Sun [Last Updated On: April 17th, 2017] [Originally Added On: April 17th, 2017]
- 5 Private Islands You Can Rent on Airbnb for Under $1000 - Huffington Post [Last Updated On: April 21st, 2017] [Originally Added On: April 21st, 2017]
- Vacation's over: Obama returning to public life - The Seattle Times [Last Updated On: April 23rd, 2017] [Originally Added On: April 23rd, 2017]
- Susan Stamper Brown: After an 8-year vacuum of leadership, Obama lives the life of a rajah - Tulsa World [Last Updated On: April 25th, 2017] [Originally Added On: April 25th, 2017]
- Keeping Cumberland pristine and honoring private rights - Savannah Morning News [Last Updated On: April 27th, 2017] [Originally Added On: April 27th, 2017]
- Turtle Island, Fiji: Unforgettable island offers more than just luxury - Stuff.co.nz [Last Updated On: April 27th, 2017] [Originally Added On: April 27th, 2017]
- Paradise by the week - Business Jet Traveler [Last Updated On: April 27th, 2017] [Originally Added On: April 27th, 2017]
- Cayman Islands Vacation Rentals, 7 Mile Beach, Grand ... [Last Updated On: April 27th, 2017] [Originally Added On: April 27th, 2017]
- Australian Islands | Private Islands Online Australia [Last Updated On: April 27th, 2017] [Originally Added On: April 27th, 2017]
- 5 idyllic private island retreats - CNN.com - CNN [Last Updated On: April 28th, 2017] [Originally Added On: April 28th, 2017]
- Bahubali 2 Box Office Collection crosses Rs 500 crore worldwide: Private islands, castles & other things Baahubali ... - India.com [Last Updated On: May 2nd, 2017] [Originally Added On: May 2nd, 2017]
- Disney Offering Cruises That Spend 2 Days at Their Private Island - Cruise Fever [Last Updated On: May 2nd, 2017] [Originally Added On: May 2nd, 2017]
- 5 private islands you can rent on Airbnb - The Week Magazine [Last Updated On: May 2nd, 2017] [Originally Added On: May 2nd, 2017]
- The Fyre Festival debacle raises an important question: Why do rich people love islands so much? - Quartz [Last Updated On: May 4th, 2017] [Originally Added On: May 4th, 2017]
- This stunning Decatur Island cabin is the next best thing to owning a private island - Seattlemag [Last Updated On: May 4th, 2017] [Originally Added On: May 4th, 2017]
- 7 epic bachelorette getaways the future bride will never forget - Access Atlanta [Last Updated On: May 6th, 2017] [Originally Added On: May 6th, 2017]
- Marsa Al Arab project near Burj Al Arab to feature two new luxury islands - The National [Last Updated On: May 14th, 2017] [Originally Added On: May 14th, 2017]
- David Beckham to buy private island for wife... - Hamilton Spectator [Last Updated On: May 14th, 2017] [Originally Added On: May 14th, 2017]
- 5 places to check out in St. Vincent and the Grenadines - Toronto Star [Last Updated On: May 17th, 2017] [Originally Added On: May 17th, 2017]
- Paradise in the heart of the far east | Inquirer Business - Inquirer.net [Last Updated On: May 20th, 2017] [Originally Added On: May 20th, 2017]
- Treasure islands - a choice of five on the market - Irish Independent [Last Updated On: May 20th, 2017] [Originally Added On: May 20th, 2017]
- Top 10 travel deals of the week - Starts at 60 [Last Updated On: May 22nd, 2017] [Originally Added On: May 22nd, 2017]
- Fancy your own island? Here are four islands on the market in Ireland - Irish Independent [Last Updated On: May 22nd, 2017] [Originally Added On: May 22nd, 2017]
- Pippa Middleton jets off to 3K-per-night luxury island honeymoon destination - Evening Standard [Last Updated On: May 26th, 2017] [Originally Added On: May 26th, 2017]
- Three Surprisingly Affordable (Semi-) Private Island Resorts - The Manual (blog) [Last Updated On: May 26th, 2017] [Originally Added On: May 26th, 2017]
- Kiplinger's Personal Finance: Get a great deal on your next getaway - Richmond.com [Last Updated On: May 28th, 2017] [Originally Added On: May 28th, 2017]
- State plans sale of 6 affordable housing complexes across three islands - Hawaii Tribune Herald [Last Updated On: May 30th, 2017] [Originally Added On: May 30th, 2017]
- Pippa Middleton and James Matthews spotted honeymooning in Sydney - Camden Haven Courier [Last Updated On: June 1st, 2017] [Originally Added On: June 1st, 2017]
- "Capturing the Quintessential Miami Water Views" Ross100 Condo Reports: What That Miami View Is Worth - PR Newswire (press release) [Last Updated On: June 1st, 2017] [Originally Added On: June 1st, 2017]
- Meet Trudeau's new language commissioner A Liberal insider who barely speaks English - The Rebel [Last Updated On: June 3rd, 2017] [Originally Added On: June 3rd, 2017]