๐ BKNG: Whales Just Dumped $66 MILLION Into Ultra-Long-Term Puts!
๐จ URGENT: $66M institutional flow detected! BKNG unusual score: 9/10 - Travel Put Selling. Complete technical analysis, catalysts, and trading strategies inside. Premium analysis for serious traders only.
๐ BKNG: Whales Just Dumped $66 MILLION Into Ultra-Long-Term Puts!
๐ September 3, 2025 | ๐ฅ Extreme Unusual Activity Detected
๐ฏ The Quick Take
Someone just unloaded $66 MILLION into BKNG put options - but here's the kicker: they're SELLING them, not buying! ๐คฏ These aren't quick trades either - we're talking June 2026 and December 2027 expirations! With a 9/10 EXTREME unusual score that's 2,406x larger than average, this is institutional money making a massive bullish bet that BKNG won't crash anytime soon. Translation: Smart money is collecting premium betting on travel's continued recovery! ๐ซ
๐ข Company Overview
Booking Holdings (BKNG) is the absolute titan of online travel, running the show with brands like Booking.com, Priceline, Agoda, KAYAK, and OpenTable. This isn't some startup - we're talking about a $181.5 BILLION travel empire that dominates global online bookings!
Key Stats:
- Market Cap: $181.46 billion
- Industry: Transportation Services / Online Travel Agency
- Current Price: $5,531.85
- YTD Performance: +12.32%
- What They Do: World's largest online travel agency by sales - basically, if you book travel online, there's a good chance it's through one of their platforms!
๐ฐ The Option Flow Breakdown
๐ What Just Happened
Check out these MONSTER trades that hit the tape at 10:07 AM:
| Time | Symbol | Side | Type | Expiration | Strike | Premium | Volume | OI | Size | Spot | Option Price |
|---|---|---|---|---|---|---|---|---|---|---|---|
| 10:07:09 | BKNG | SELL | PUT | 2026-06-18 | $5,500 | $22M | 500 | 19 | 500 | $5,529.96 | $444.90 |
| 10:07:09 | BKNG | SELL | PUT | 2027-12-17 | $5,750 | $44M | 500 | 0 | 500 | $5,529.96 | $880.90 |
Option Symbols:
- BKNG20260618P5500
- BKNG20271217P5750
๐ค What This Actually Means
Real talk: This trade scored a 9/10 EXTREME unusual score - we're in "holy crap" territory! ๐
Let me break down what these whales are actually doing:
The June 2026 Put Sell ($5,500 strike):
- Collecting $444.90 per contract in premium
- Obligated to buy BKNG at $5,500 if assigned
- 288 days until expiration (that's ultra-long-term!)
- Breakeven: $5,055.10
- Currently just 0.5% out-of-the-money
The December 2027 Put Sell ($5,750 strike):
- Collecting $880.90 per contract in premium
- Obligated to buy BKNG at $5,750 if assigned
- 835 days until expiration (over 2 years!)
- Breakeven: $4,869.10
- Currently 4% in-the-money
The Combined Position:
- Total premium collected: $66 MILLION
- Unusualness: 2,406x larger than average BKNG option trade!
- This is happening maybe once a year - literally!
Translation: This isn't your neighbor Bob selling some covered calls - this is institutional money saying "We're so confident BKNG won't collapse, we'll pocket $66M betting on it!" They're basically the insurance company here, collecting massive premiums! ๐ฐ
๐ Technical Setup / Chart Check-Up

Looking at the YTD performance, BKNG has been grinding higher steadily:
Key Chart Metrics:
- ๐ Current Price: $5,531.85
- ๐ YTD Return: +12.32% (solid but not crazy)
- ๐ Start of Year: ~$4,925
- ๐ด March Low: ~$4,400 (brief dip)
- ๐ Average Volume: 244,278 shares daily
Technical Levels:
- ๐ฏ Current: $5,531.85
- ๐ก๏ธ June 2026 Put Strike: $5,500 (0.5% below current)
- โ ๏ธ December 2027 Put Strike: $5,750 (4% above current)
- ๐ช Support Zone: $5,000-$5,200
- ๐ Resistance: $5,700-$5,800 (all-time high territory)
The chart shows steady accumulation with lower volatility than most tech stocks. Translation: BKNG is acting like the adult in the room while other stocks party hard! ๐
๐ช Catalysts
Upcoming Events ๐ฎ
๐ค Connected Trip AI Strategy - Rolling Out Now
- AI-powered travel ecosystem integrating flights, hotels, cars, dining
- Connected transactions growing 30% year-over-year
- Projected $450M in cost savings by 2027
๐ณ Q3 2025 Earnings - October/November
- Expected room night growth: 3.5-5.5%
- Revenue growth guidance: 7-9%
- Adjusted EBITDA: $3.9-4.0 billion
๐ Bitstamp Integration - Q4 2025
- $200M acquisition bringing 50+ crypto licenses globally
- Expansion into European and Asian markets
- Institutional crypto capabilities
Already Happened (Still Impacting) โ
๐ Q2 2025 Earnings Beat
- Revenue: $6.8B (up 16% YoY)
- EPS: $55.40 (beat by 8.82%)
- Room nights: 309M (up 8%)
๐ Alternative Accommodations Boom
- 8.4M alternative listings (37% of total bookings!)
- Growing 10% YoY vs traditional hotels
- Capturing Airbnb market share
๐ฒ Price Targets & Probabilities
Based on the massive put sells and upcoming catalysts:
๐ Bull Case (35% chance)
Target: $6,000-$6,200 by mid-2026
- AI strategy delivers major cost savings
- Travel demand exceeds expectations
- International expansion accelerates
- Those put sellers keep every penny of their $66M!
โ๏ธ Base Case (50% chance)
Target: $5,600-$5,800
- Steady travel recovery continues
- Modest growth in alternative accommodations
- AI improvements drive margin expansion
- Stock stays comfortably above put strikes
๐ฐ Bear Case (15% chance)
Target: $5,000-$5,200
- Economic slowdown hits travel spending
- Regulatory pressure in Europe intensifies
- Competition from Google Travel heats up
- Put sellers still profitable above $4,869!
๐ก Trading Ideas
๐ก๏ธ Conservative Play: "The Premium Harvester"
- Strategy: Sell $5,200 puts, 30-45 days out
- Premium: ~$40-60 per contract
- Why it works: 6% downside cushion, following the smart money
- Risk: Assignment if BKNG drops below $5,200
โ๏ธ Balanced Play: "The Catalyst Surfer"
- Strategy: Buy $5,600/$5,800 call spread for November (Q3 earnings)
- Cost: ~$50-70 per spread
- Max profit: $130-150 per spread (185% return)
- Why it works: Captures earnings upside with limited risk
๐ Aggressive Play: "Follow the Whales"
- Strategy: Sell $5,400 puts for March 2026
- Premium: ~$150-200 per contract
- Why it works: Same thesis as the whales, smaller position
- Risk: Significant capital requirement, assignment risk
โ ๏ธ Risk Factors
Let's keep it real - here's what could mess this up:
- Valuation Concerns: Trading at 38x P/E - that's pricey even for a dominant player
- Travel Sensitivity: 10% drop in US-Europe bookings for summer 2025
- Regulatory Headwinds: Potential $530M fine from Spain
- Competition: Google and Airbnb aren't going away
- Already Up: +12% YTD isn't bad, but leaves less room to run
๐ฏ The Bottom Line
Real talk: When someone drops $66 MILLION selling puts that don't expire for 1-2+ YEARS, they're not gambling - they're making a calculated bet that BKNG is here to stay! ๐ฐ
This isn't some meme stock YOLO - this is institutional money saying "We'll take the other side of anyone betting on BKNG's collapse." With a 9/10 unusual score that's 2,406x larger than average, this is the kind of activity that makes you sit up and pay attention!
Here's your action plan:
If you own BKNG:
- Consider this massive vote of confidence
- Watch the $5,500 level - that's where big money drew the line
- Q3 earnings in October/November could be your next catalyst
If you're watching:
- Any dip toward $5,300-$5,400 could be a gift
- The AI strategy rollout is the real game-changer
- These put sellers just showed you their cards - $5,500 is defended!
If you're bearish:
- You're literally fighting against $66 million in premium
- These whales can take pain down to $4,869
- Maybe wait for clearer breakdown signals
Mark your calendar: Q3 earnings (October/November) and watch how the Connected Trip AI strategy develops - that's what could send this travel giant to new heights! โ๏ธ
Remember: When smart money sells puts this far out, they're not trading - they're investing. And with $66M on the line, you better believe they've done their homework! ๐
โ ๏ธ Options involve risk and are not suitable for all investors. This whale-sized bet is extraordinary and not typical. Always do your own research and never invest more than you can afford to lose. Not financial advice - just one trader showing you what the big money is doing with their travel stock bets!