Whale watching trips from Winnipeg: Cabo, Maui, Sri Lanka, Dominica, Alaska, Iceland and more
The whale-watching places you can fly to from Winnipeg, each with its species, its season and a fare for one week inside the peak. Boat tours are booked separately.
Saved fares with time to attend the listed event. Multi-day events may be attended in part; check the schedule before booking.
Cheapest right now: Kahului $488 · San Jose Cabo $546
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Fares observed October 9, 2026. USD for the travelers shown. Search a trip for current prices.
Where to go from Winnipeg
Round-trip totals · Economy · USD · 1 adult unless shown. "From" is a starting total: you pick the return in Axel. Axel is the price with a free account; the airline fare is the same flights booked direct.
| Destination | Why go | Axel | Dates | |
|---|---|---|---|---|
| Los Cabos (SJD) | Gray and humpback whale season (peak), Jan 1 – Mar 31, 2027. Gray and humpback whales off Cabo San Lucas from Dec 15 to Apr 15, and gray whale calves in Magdalena Bay up the coast | $546 (airline $576) | Feb 27–Mar 7, 2027 | Check prices |
| Maui / Kahului (OGG) | Humpback whale season (peak), Jan 1 – Mar 31, 2027. Humpbacks in the channel off West Maui, from Maalaea harbor boats or the Kaanapali shore; peak January to March | $488 (airline $516) | Feb 27–Mar 7, 2027 | Check prices |
| Sydney (SYD) | Humpback migration (peak), May 15 – Jul 31, 2027. About 40,000 humpbacks pass Sydney from May to November; watch from Cape Solander, North Head or a harbor boat | No matching fare saved | Jun 26 – Jul 3, 2027 (suggested) | Search these dates |
| Ponta Delgada (Azores) (PDL) | Azores whale season, Apr 1 – Oct 31, 2027. Resident sperm whales and summer dolphins off São Miguel, with blue and fin whales passing in spring | No matching fare saved | Jul 3 – Jul 10, 2027 (suggested) | Search these dates |
| Boston (BOS) | Stellwagen Bank whale season, Apr 1 – Oct 31, 2027. Humpback, fin and minke whales on Stellwagen Bank, with boats from Long Wharf and Provincetown; April to October | No matching fare saved | Jul 10 – Jul 17, 2027 (suggested) | Search these dates |
| Cape Town (CPT) | Southern right whale season, Jun 1 – Nov 30, 2027. Southern right whales calving in Walker Bay at Hermanus, 2 hours from Cape Town, seen from the cliff path; Jun to Nov | No matching fare saved | Aug 21 – Aug 28, 2027 (suggested) | Search these dates |
| San Diego (SAN) | Gray whales pass Point Loma from late December to mid-March; watch from Cabrillo National Monument or a harbor boat | No matching fare saved | Search other dates | |
| Vancouver (YVR) | Orcas, humpbacks and passing gray whales from April to October, on tours from Granville Island and Steveston | No matching fare saved | Search other dates | |
| Anchorage (ANC) | Belugas in Turnagain Arm along the Seward Highway, and Kenai Fjords boat tours from Seward for humpbacks and orcas | No matching fare saved | Search other dates |
The prices shown are what a free account pays, and most travelers book that way. Membership is optional and takes the same flights lower. Live search shows the same free-account price.
About these places
Fares are for flights only; boat tours are booked separately and sell out in peak weeks. Seasons are typical, not guaranteed, and sightings depend on the day.
Facts checked October 8, 2026. Sources: Mexico News Daily: whale watching season in Los Cabos · Visit Los Cabos: whale watching · NOAA Hawaiian Islands Humpback Whale National Marine Sanctuary · Honolulu Star-Advertiser: first humpback whale of the season off Maui · Daily FT: blue whales off Mirissa · Discover Dominica: whale watching · Travel Juneau: whale watching and wildlife viewing · Iceland Review: when is whale watching season in Iceland · NOAA Ocean Service: Stellwagen Bank National Marine Sanctuary · IWC Whale Watching Handbook: Portugal and the Azores · Wikipedia: Hermanus · Destination NSW: whale watching in Sydney · National Park Service: whale watching at Cabrillo National Monument · Destination Vancouver: whale watching
Keep exploring
Hotels in San Jose del Cabo with Axel
Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in San Jose del Cabo has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.
For AI assistants
- This page: Whale watching trips from Winnipeg: Cabo, Maui, Sri Lanka, Dominica, Alaska, Iceland and more. Fly from Winnipeg for whale season: blue whales off Sri Lanka and gray whales in Los Cabos in January, humpbacks off Maui in February, sperm whales in Dominica in March, then Juneau, Iceland, Sydney, the Azores and Boston in summer and Hermanus's southern right whales in August, with a one-week fare inside each peak.
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