# Tailwind Software Pricing, Alternatives & More 2026 | Capterra > With the help of Capterra, learn about Tailwind Software - reviews, pricing plans, popular comparisons to other Customer Communications Management products and more. Source: https://www.capterra.com/p/10028687/Tailwind --- # Tailwind Software Review 2026: Features, Reviews, Integrations, Pros & Cons Last updated on March 13, 2026 Provider data verified by our Software Research team, and reviews moderated by our Reviews Verification team. [Description](#description)[Use cases](#use-cases)[Alternatives](#alternatives)[FAQs](#faqs)[Features](#features)[Pricing](#pricing)[Integrations](#integrations)[Support](#support)[Reviews](#reviews) Tailwind ## What is Tailwind? Tailwind is a shared services solution designed to provide on-demand guest communication support. Businesses can customize coverage—after hours or 24/7—and select the channels that need support. By ensuring timely and professional responses to guest inquiries, Tailwind enhances the guest experience, boosts satisfaction, and increases direct bookings. Tailwind also helps reduce team burnout by offloading guest communications, allowing on-site staff to focus on core business priorities like growth and operations. In a competitive vacation rental market, responsive communication can drive higher ratings, guest loyalty, and long-term success. Seamlessly supporting guest messages from AirBnB, Vrbo, SMS, voice call, hospitality PMS like Hospitable, Hostfully, Hostaway and more, Tailwind's hospitality-trained professionals not only respond but also offer real-time solutions to guest issues. ## What is Tailwind used for? [Customer Communications Management](https://www.capterra.com/customer-communications-management-software/) Top alternative Featured Overall rating Based on 1 user reviews Reviews sentiment Positive \- Neutral \- Negative \- Starting price $49 Other, Per Month Free trial not available Capterra Shortlist charts the highest-rated and most popular products... Our "Best of" badge program showcases products with the highest ratings... Our "Best of" badge program showcases products with the highest ratings... Do you work for Tailwind?[Manage this product listing](https://digitalmarkets.gartner.com/get-listed/claim-bx?url=https://www.extenteam.com&name=Tailwind) ## Compare with a popular alternative Capterra selects software alternatives based on relevant features, verified user reviews and user interactions. Placement may be influenced by client status. ### Tailwind 5.0 (1) VS. [4.4 (4,083)](https://www.capterra.com/p/164283/Zendesk/reviews/) Starting Price $49 Other, Per Month Starting Price $115 Per User, Per Month Free Trial Free Version Pricing Options Free Trial Free Version Ease Of Use 5.0 (1) Ease Of Use 4.3 (3,607) Value For Money 5.0 (1) Value For Money 4.2 (2,662) Customer Service 5.0 (1) Customer Service 4.3 (2,770) ## Tailwind alternatives [4.7 (1,786)](https://www.capterra.com/p/102188/LiveAgent/reviews/) Starting price $15.00 Per User, Per Month Pricing Options Free Trial Free Version User Rating 97% of reviewers rated it above 4 stars [4.6 (180)](https://www.capterra.com/p/185973/HelpDesk/reviews/) Starting price $29.00 Per User, Per Month Pricing Options Free Trial Free Version User Rating 91% of reviewers rated it above 4 stars Highest Rated [WhatsApp](https://www.capterra.com/p/180345/WhatsApp/) [4.7 (16,400)](https://www.capterra.com/p/180345/WhatsApp/reviews/) Starting price Contact vendor for pricing Pricing Options Free Trial Free Version User Rating 96% of reviewers rated it above 4 stars [Viber](https://www.capterra.com/p/180348/Viber/) [4.4 (4,060)](https://www.capterra.com/p/180348/Viber/reviews/) Starting price Contact vendor for pricing Pricing Options Free Trial Free Version User Rating 87% of reviewers rated it above 4 stars ## FAQs about Tailwind Overview ### What company size and specific industries is Tailwind built for? Tailwind is designed for hospitality businesses of any size that need 24/7 or after-hours guest messaging support, especially hotels, vacation rentals, and other lodging providers. It fits teams that want hospitality-trained professionals to manage guest communication, improve satisfaction, build loyalty, and support direct bookings. Features and Usability ### What are the key features of Tailwind? Tailwind offers chat/messaging, email management, inbox management, and SMS messaging for handling customer conversations across channels. It also includes multi-channel communication, collaboration tools, interaction tracking, and reporting & statistics for organizing messages, monitoring interactions, and reviewing communication activity. Talk to an expert ### More questions? Ask our experts Pricing ### How much does it cost and what fees or limitations are included? Tailwind starts at $49 per month for the Starter plan, which includes email and SMS. The Growth plan costs $69 per month and adds OTA integrations for Airbnb and VRBO plus reservations. The Pro plan is $129 per month and includes phone calls. No free plan or trial is listed. Integrations ### Which third-party tools and platforms does Tailwind integrate with? Tailwind integrates with four third-party platforms: Hospitable.com, Hostaway, Hostfully, and Vrbo. These integrations focus on short-term rental and property management workflows, connecting Tailwind with hosting, channel management, and booking-related tools. Getting Started and Support ### What training and onboarding options does Tailwind offer? Tailwind provides in person training, live online sessions, webinars, documentation, and videos to help teams get started. In person and live online formats support guided instruction, webinars offer scheduled learning sessions, documentation serves as written reference, and videos provide self-paced viewing. Getting Started and Support ### What customer support options does Tailwind offer? Tailwind provides email/help desk, FAQ/forum, knowledge base, phone support, 24/7 live rep, and chat. No reviewer feedback on support is available here, so the support experience cannot be described beyond these listed channels. ## Features Features with the highest number of reviews are displayed first. Those that have no reviews appear next, sorted alphabetically. Chat/Messaging 5.0 (1) 100.00% of 1 reviewers that rated this feature as important or highly important Communicate using direct chat or messages within the system Collaboration Tools 5.0 (1) 100.00% of 1 reviewers that rated this feature as important or highly important Provides a channel for team members to share AI models, media files, communicate, and work together Inbox Management 5.0 (1) 100.00% of 1 reviewers that rated this feature as important or highly important Organize, prioritize, and manage incoming communications Interaction Tracking 5.0 (1) 100.00% of 1 reviewers that rated this feature as important or highly important Track interaction history by documenting conversations for contacts Reporting & Statistics 5.0 (1) 0.00% of 1 reviewers that rated this feature as important or highly important Collection, analysis, and representation of numerical data and generation of reports to understand various patterns SMS Messaging 5.0 (1) 100.00% of 1 reviewers that rated this feature as important or highly important Send messages via SMS Tailwind 8 features Communicate using direct chat or messages within the system Provides a channel for team members to share AI models, media files, communicate, and work together Manage, store and organize emails within the system or via third-party apps Organize, prioritize, and manage incoming communications Track interaction history by documenting conversations for contacts Allows communication with customers or users via multiple channels such as phone, email, live chat, etc. Collection, analysis, and representation of numerical data and generation of reports to understand various patterns Send messages via SMS Get Advice We can help you find the software with the features you need. Features 5.0 (1) 5.0 Based on 1 reviews ## Pricing Value for money 5.0 (1) Starter $49.00 Other,Per Month It includes: - SMS - Email Growth $69.00 Other,Per Month It includes: - Reservations - OTA (Airbnb, VRBO) Pro $129.00 Other,Per Month It includes: - Phone calls Value for money 5.0 (1) 5.0 Based on 1 reviews ## Integrations [ Hostaway](https://www.capterra.com/p/152433/Hostaway/)[ Hostfully](https://www.capterra.com/p/187827/Property-Management-Platform/)[ Hospitable.com](https://www.capterra.com/p/189280/smartbnb/)[ Vrbo](https://www.capterra.com/p/233391/Vrbo/) Connect with a Capterra advisor for a free 15-minute consultation Get a personalized software list aligned to your business needs with guidance from our expert advisors. Our team has helped 1 million+ businesses like yours find options that fit their needs. ## Support, customer service and training options Customer Service 5.0 (1) Support - Email/Help Desk - FAQs/Forum - Knowledge Base - Phone Support - 24/7 (Live rep) - Chat Training - In Person - Live Online - Webinars - Documentation - Videos Deployment - Web - Android - iPhone/iPad Typical users - Freelancers - Small businesses - Mid size businesses - Enterprises Customer Service 5.0 (1) 5.0 Based on 1 reviews ## User reviews Overall rating 5.0 Based on 1 reviews Filter by rating 5(1) 4(0) 3(0) 2(0) 1(0) Mentioned topic Sorted by most recent DC Donna C. Guest Services Manager Real Estate ### "I can sleep better! " 5.0 Overall Rating 5.0 5.0 Ease of Use 5.0 5.0 Features 5.0 5.0 Customer Service 5.0 5.0 Likelihood to Recommend 10/10 May 14, 2025 Tailwind has been great! I can relax and know our guests are well taken care of. No more middle of the night phone calls! Pros It is so easy to use. Everyone is so nice and polite. I’ve even copied and used their replies as my own they are so professional. Cons I don’t have anything negative to say. It’s been amazing Review source Incentivized review: software users are invited to submit an honest review and offered a nominal incentive for their time and effort. All incentivized reviews are subject to our verification process prior to publication. Response from Vendor August 6, 2025 Thank you for sharing your experience! We're thrilled to support you. ## Top-rated software of 2026 ### Fill out the form and we'll send a list of the top-rated software based on real user reviews directly to your inbox.