My Tradewind vs ACKTrails
Price, ratings, monetisation and update history for both apps, side by side — with what reviewers say about each.
My Tradewind
Book scheduled and private flights across North America and the Caribbean. Manage your bookings, passengers, and payment options. Access exclusive benefits for ticket book and Goodspeed Card members.
- Book, change, cancel flights
- Manage trips and quotes
- Add and edit passengers/pets
- Edit profile & payment options
- View ticket book/card balances
- Receive flight status notifications
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On the Tradewind app you can search and book scheduled flights to Nantucket and Martha’s Vineyard and manage your ticket book, Goodspeed Card or private charter accounts for flights anywhere in North America and the Caribbean! Features: • Book, change, cancel or waitlist flights (ticket book), view and manage trips and quotes (private charter) • Add and edit passengers and pets • Edit profile & payment options • View ticket book & Goodspeed Card balances • Receive push notifications with flight status and other news • Buy tickets (ticket book) Ticket Book Member Benefits*: • Discounted, shared charter seats to our most popular destinations • Exclusive access to the automated wait listing system • Ticket interchangeability with family, friends and coworkers *Ticket Books available on Nantucket and Martha's Vineyard routes Goodspeed Card Member Benefits: • Pay only for the time you fly. No repositioning fees • No initiation or membership fees, peak day surcharges or blackout dates • Cancel up to 24 hours prior to departure with no penalty • No lead time requirement. Book a trip at your convenience • Access to smaller runways like Montauk, Fishers Island, and Provincetown • Three convenient service regions: Northeast U.S., Southeast U.S., and Caribbean Tradewind provides personal air travel—both private and scheduled service—throughout North America and the Caribbean.
ACKTrails
Discover kid and dog-friendly hiking trails on Nantucket Island with detailed maps and filters for length, difficulty, and terrain. Explore local events and support island preservation efforts.
- Kid and dog-friendly trail maps
- Filter trails by length, difficulty, terrain
- Explore local Nantucket events
- Discover island properties
- Support island preservation
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View trail maps to find that kid or dog-friendly trails that you've been searching for. You will see our trails organized in a beautiful interface with our different properties on the island. Our App is completely free and by using it you will support our mission to help us preserve the island for everyone. 50+ Hiking Trails & Local events: Explore Nantucket Island Explore all its properties guided by a beautiful interface We have created dozens of trails for each one of our properties Filter the trails by length, difficulty, type of terrain and activity We guide you through Nantucket and show you the most interesting places Check out the latest events in Nantucket Hike across the beautiful parks, barrier beaches and dunes, salt marshes, ponds and bogs, grasslands, hardwood forests, and nature preserves on Nantucket. Find new walking, cycling, or backpacking routes in your area or feel energized by a run in the fresh air. Whatever your fitness or experience level, we will help you explore new trails with confidence.
Screenshots
Verdict
The clearest difference is rating: My Tradewind at 5.0 against ACKTrails's 3.3. My Tradewind also leads on iOS requirement (13.0 vs 15.0). ACKTrails's advantage is ratings volume (19 vs 1) and update cadence (every 3 weeks vs every 6 weeks). On price, ads, in-app purchases and monetization model there is nothing between them.
Scored on Price · Rating · Positive reviews · Number of ratings · Update frequency · Ads · In-app purchases · Monetization · Best chart rank · Devices · Requires iOS
Both are free to download. Neither carries in-app purchases, so what you see is what you pay.
My Tradewind holds the better App Store score, 5.0 against 3.3. That said, the two scores are not equally well evidenced: ACKTrails has 19 ratings behind it against 1, so its average is the more settled of the two.
My Tradewind ships an update every 6 weeks, ACKTrails every 3 weeks. The most recent releases landed on July 5, 2026 and September 10, 2026 respectively.
| Parameter | My Tradewind | ACKTrails |
|---|---|---|
| Price | Free | Free |
| Rating | 5.0 (1 ratings) — better | 3.3 (19 ratings) |
| Positive reviews | — | 16.7% of reviews |
| Number of ratings | 1 | 19 — better |
| Update frequency | Every 6 weeks | Every 3 weeks — better |
| Ads | No | No |
| In-app purchases | No | No |
| Monetization | Free | Free |
| Devices | iPhone, iPod | iPhone, iPod |
| Requires iOS | 13.0 — better | 15.0 |
| Further details — not scored | ||
| Size | 273 MB | 141 MB |
| Age rating | 4+ | 4+ |
| Developer | Kalamazoo Software, Inc. | Grace Hull |
Customer experience
My Tradewind
ACKTrails
In-app purchases
My Tradewind
No in-app purchases
ACKTrails
No in-app purchases
Questions
Is My Tradewind free?
Is ACKTrails free?
Which has better reviews, My Tradewind or ACKTrails?
Do My Tradewind or ACKTrails have ads?
Which is updated more often, My Tradewind or ACKTrails?
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