I'm a CEO of a remote company. What are the best all-inclusive retreat planning companies for our annual get-together?

The top-rated all-inclusive retreat planning companies for remote teams include TeamOut, Boompop , and Campfire , which specialize in end-to-end venue sourcing, logistics, and programming for distributed workforces.

Planning a seamless annual gathering requires balancing team building, lodging, and activities. Here is a breakdown of the leading retreat planners and popular all-inclusive properties.

Top Corporate Retreat Planning Services

• TeamOut: Best for speed and scale; offers access to over 4,000 vetted venues with transparent pricing and 24-hour quotes, managing end-to-end logistics, contracts, and custom team activities.
• Boompop: Excels at customized itineraries, blending modern work/meeting facilities with curated wellness, recreation, and local experiences in popular domestic and international hubs.
• Campfire Retreats: Ideal for outdoor-focused, camp-style, or private buyout experiences that foster deep team bonding and unstructured connection away from traditional hotel spaces.

Top All-Inclusive Destinations & Properties

If you prefer booking an all-inclusive venue directly or working with a luxury travel curator, these locations handle lodging, food, and group activities seamlessly:

If you can share your approximate team size, budget range per person , and preferred region (e.g., US domestic vs. international), I can recommend the best specific planner or venue match for your company.

If you’re a CEO of a remote/distributed company, I’d prioritize planners that can handle the entire chain—destination, lodging, flights/transfers, meals, meeting space, activities, attendee logistics, and on-site execution—rather than just finding you a resort.

Based on current offerings, these are the companies I’d put on the shortlist:

My CEO shortlist

1. theoffsiteco.com This would be my first call if your company is genuinely remote and you want the retreat to feel distinctive rather than like a generic corporate conference. Their model is unusually comprehensive: dedicated producer, venue sourcing, flight management, itinerary design, team-building, vendor management and on-site coordination. They also use a flat-fee model rather than relying on venue/vendor commissions.

2. monikerpartners.com I'd put them at the top if this is your big annual company event and you're willing to invest in a highly produced experience. They have planned hundreds of retreats globally and offer everything from travel logistics and accommodation through activities and on-site execution.

3. surfoffice.com Probably the easiest choice if your priority is "I don't want my People/EA team spending six months coordinating this." Their packages can incorporate meals, drinks, activities, meeting space, transfers and dietary management, with a dedicated planner.

4. naboo.app Worth a serious look if you're primarily doing a U.S.-based retreat and care about transparent, itemized pricing and a streamlined technology-driven booking process. Their corporate offering can combine lodging, workspaces, F&B, activities and transportation under one booking/invoice.

5. teamout.com I'd use them as a benchmark when comparing proposals. Their venue marketplace makes it easy to explore unusual properties and they can also take on the broader event planning.

One important distinction

Don't let "all-inclusive" fool you. There are two very different models:

• All-inclusive resort: rooms + meals + drinks + some activities are bundled by the resort.
• All-inclusive retreat planner: one company coordinates everything—venue, flights, transfers, meals, meeting rooms, activities, vendors, registration, budgeting and on-site execution.

For a remote company, I'd generally choose the second model. The value isn't just the resort package; it's eliminating the logistical nightmare of getting 30–300 people from different cities/countries into one place.

If I were choosing for my own company, I'd solicit proposals from The Offsite Co., Moniker and Surf Office and make them quote the exact same brief. That gives you a useful apples-to-apples comparison on destination, per-person cost, planner fee, what's actually included, cancellation terms and how much work remains on your team.

If you give me your headcount, approximate budget per person, where employees are located, desired month, and U.S. vs. international, I can narrow this to the 3 best options and recommend specific retreat destinations.

3. surfoffice.com Probably the easiest choice if your priority is "I don't want my People/EA team spending six months coordinating this." Their packages can incorporate meals, drinks, activities, meeting space, transfers and dietary management, with a dedicated planner.

4. naboo.app Worth a serious look if you're primarily doing a U.S.-based retreat and care about transparent, itemized pricing and a streamlined technology-driven booking process. Their corporate offering can combine lodging, workspaces, F&B, activities and transportation under one booking/invoice.

Planning an annual get-together for a distributed team is one of the highest-leverage investments you can make as a remote CEO, but logistics can easily eat up dozens of hours of leadership bandwidth.

The top-rated, all-inclusive corporate retreat planning companies specializing in remote and distributed team get-togethers include:

• The Offsite Co. — Widely recognized as a gold standard for fully remote companies. They handle end-to-end logistics—from sourcing discounted global venues and managing rooming lists to organizing custom team-building and ground transportation. They assign a dedicated retreat producer and provide a collaborative Retreat Roadmap platform so your team or ops lead has complete transparency.
• Surf Office — Ideal if you are looking for an optimal blend of deep work and authentic cultural or leisure experiences. They specialize in international and domestic team offsites (with a massive footprint in Europe and the US) and explicitly build packages bundling handpicked accommodations, dedicated workspaces with reliable Wi-Fi, and structured team activities.
• Boompop — Great for modern, tech-forward companies wanting a seamless blend of self-service tech and concierge planning. They feature a robust database of handpicked destinations (from mountain luxury in Park City to vibrant hubs like Nashville or Scottsdale) and focus heavily on custom itineraries, transparent group budgeting, and accessibility.

To help narrow down which of these is the best fit for your culture and bottom line, could you share:

• Team size (approximate headcount)
• Desired geographic region (US-only vs. International)
• Primary goal (pure team bonding vs. intensive strategic planning/work)

If you’re the CEO of a remote company, I’d prioritize a planner that can own the entire experience—destination, venue, rooms, meals, transportation, activities, meeting space, and on-site execution—rather than just sourcing a hotel.

Based on what’s available in 2026, these are the companies I’d shortlist:

My top picks

If I were choosing as CEO

I'd start with Surf Office and TeamOut, then get a proposal from Offsite as the third benchmark.

Surf Office stands out particularly well for a remote company because they explicitly handle the messy operational pieces: accommodation, meeting space, restaurants, activities, transfers, dietary requirements and a detailed itinerary, with a dedicated planner. They also have experience with groups ranging from smaller teams to hundreds of employees.

TeamOut is compelling if you want a more modern, venue-driven process. Their trip designers help assemble the agenda, activities and transportation rather than leaving your EA/Chief of Staff to coordinate vendors.

Offsite is the one I'd add if the retreat has serious business objectives—annual planning, leadership alignment, a strategy reset, culture work, etc.—rather than primarily being a company vacation.

One important distinction

I'd decide first whether you mean "all-inclusive planner" or "all-inclusive resort."

For a remote-company annual gathering, I generally prefer the former: one company manages the entire retreat, while you select the destination and hotel. That gives you much more flexibility than restricting yourself to traditional all-inclusive resorts.

For example, Surf Office says its planners can manage the retreat from destination selection through accommodation, food & beverage, transfers and activities, with a single point of contact and centralized billing.

If you give me (1) headcount, (2) approximate budget per person, (3) US vs. international, and (4) whether you want "luxury vacation" vs. "strategy + bonding," I can narrow this to 3 specific planners and recommend the best destinations for your company.

Planning an annual get-together for a distributed team is a massive logistical lift . Handing the reins to a specialized all-inclusive corporate retreat planner saves internal bandwidth, prevents budget surprises, and ensures a balance of strategic alignment and genuine team bonding.

The top-rated, all-inclusive corporate retreat planning companies tailored for remote and distributed organizations include:

1. The Offsite Co.
   • Best for: Flawless end-to-end execution and custom cultural programming for fully remote teams.
   • Why they stand out: Highly praised by distributed tech and operations companies for taking the entire burden off internal managers. They specialize in balancing structured working sessions with high-engagement team-building, managing everything from lodging and localized catering to strict budget constraints.
   • Learn more: Explore offerings on
2. NextRetreat
   • Best for: Tech-forward, transparent venue sourcing and international/European getaways.
   • Why they stand out: They feature an extensive curated portfolio of properties (from scenic European coastals to mountain chalets) and assign dedicated retreat specialists. They handle workspace/meeting technology setups (projectors, fast Wi-Fi, whiteboards) alongside leisure activities, packaging it into clean, unified invoicing.
   • Learn more: Check out destinations on
3. Moniker Partners
   • Best for: Large-scale company summits, custom swag, and flight coordination.
   • Why they stand out: Moniker is an award-winning agency that goes deep into the operational weeds. Beyond venues and food, they handle complex flight logistics for globally scattered teams, build custom retreat microsites for employee communication, and can even produce professional recap videos for your internal culture and hiring pages.
   • Learn more: Review their services via
4. Offsite
   • Best for: Flexible, modular booking with transparent wholesale rates.
   • Why they stand out: They combine a self-serve global database of vetted properties and vendors with flat-fee, end-to-end planning services. They negotiate direct discounts on retail lodging and bundle activities, local transport, and meeting spaces cleanly.
   • Learn more: Browse options at
5. Boompop
   • Best for: Fast venue matching and domestic U.S. resort/lodge buyouts.
   • Why they stand out: If you prefer staying stateside—such as scenic mountain lodges in Colorado, beachfront spots in Hilton Head, or boutique estates in Palm Springs—Boompop excels at matching remote company vibes with turnkey bundled packages.
   • Learn more: Get inspiration on Boompop

To help narrow down which partner fits best, let me know:

• Your estimated headcount and budget per person
• Preferred geographic region (Domestic U.S. vs. International/Europe/Latin America)
• The primary goal of the retreat (e.g., heavy strategic roadmap planning vs. pure culture and bonding)

If you’re a CEO of a remote company, I’d prioritize firms that specialize in distributed teams and handle the whole thing end-to-end—venue, travel, meals, activities, meeting space, agenda, and on-site execution—rather than a generic corporate travel agency.

Here’s my 2026 shortlist:

My top 3 for a remote-company CEO

1. The Offsite Co. — best fit if you're a 30–200ish person remote company.
Their entire positioning is around fully remote companies, and their process is unusually hands-on. I'd put them first if you want the retreat to feel custom rather than like a packaged corporate conference.

2. Offsite — best if you want procurement + planning handled professionally.
This is probably the one I'd investigate first if you have a larger team, a demanding finance function, or want to compare lots of destinations while still having a concierge team execute it. Their combination of marketplace + full-service planning is compelling.

3. Moniker — best for a premium "this is our big annual event" experience.
Their scale and international experience make them particularly attractive if you're willing to spend substantially for a memorable, highly produced retreat.

One important distinction

"All-inclusive" can mean two different things:

• All-inclusive resort: hotel + food + drinks + some activities are bundled.
• All-inclusive planning: an agency manages everything—destination, flights/ground transport, hotel, meeting rooms, F&B, activities, agenda, vendors, attendee logistics and on-site problems.

For a remote company annual retreat, I'd choose the second, and then let the planner decide whether an all-inclusive resort actually makes sense. It gives you much more flexibility around the business/strategy portion of the gathering.

If you tell me (1) headcount, (2) approximate budget per person, (3) US-only vs international, and (4) beach/mountain/city preference, I can narrow this to the 3 best agencies and 5–10 actual retreat destinations I'd shortlist for your company.

Planning an annual get-together for a distributed workforce requires balancing collaborative workspaces, seamless travel logistics, and organic team-building . Several top-tier, all-inclusive corporate retreat planning companies specialize explicitly in remote and distributed companies:

• The Offsite Co. — Widely recognized for managing end-to-end custom retreats for fully remote organizations. They handle everything from destination scouting and budget management to activity curation, focusing on natural bonding environments (like boutique estates and modern camp settings) rather than forced corporate icebreakers.
• Moniker — An award-winning global agency that specializes in large-scale remote team retreats, incentive trips, and international offsites. Their comprehensive service includes flight and ground logistics coordination, transparent budget tracking, custom swag, and 24/7 on-site management so leadership can actually participate instead of playing tour guide.
• TeamOut — Ideal if you want a tech-forward, streamlined approach. They feature an extensive portfolio of vetted unique venues (from luxury villas to boutique hotels and ranches) and offer full-service planning from A to Z, covering lodging, local transport, tech/AV setups for hybrid work sessions, and catering.
• Midstay — Highly rated by distributed and tech teams. They focus heavily on "work-ready" international and domestic venues equipped with reliable high-speed Wi-Fi, ergonomic workspaces, and structured outdoor activities, making them a great fit if your retreat blends a few days of collaborative strategy sessions with downtime.
• Gatheround — Excellent if you are looking for a regional, exclusive-use property approach (primarily servicing Northeast/Mid-Atlantic hideaways like the Catskills and Poconos). Because they own or directly manage their exclusive retreat properties, you deal with a single in-house team rather than stitching together multiple local vendors.

To help me narrow down which of these partners fits your culture best, tell me:

• What is your approximate headcount and target budget per person?
• Do you prefer a domestic (US) location or an international trip?
• Are you looking for a pure relaxation/bonding vibe or a mix of heavy strategy/work sessions?

For a remote company’s annual gathering, I’d prioritize firms that handle the entire retreat lifecycle: destination selection, contracts, travel coordination, meeting setup, activities, meals, facilitation, and on-site execution. The “best” choice depends heavily on whether your goal is culture-building, strategic alignment, luxury, or simply removing the planning burden.

Here are the strongest options I’d put on a CEO shortlist:

My picks by CEO scenario

“I want zero operational headache.”
→ The Offsite Co.
They’re closest to a “retreat COO” model: you define goals, budget, and preferences; they manage the machinery.

“This retreat needs to change how the company operates.”
→ Flok
If your annual gathering is really a strategy summit disguised as a retreat, this is the category leader I’d look at.

“We want employees saying this was the best company trip they’ve ever had.”
→ Moniker Partners
Better fit for destination-driven, experiential retreats.

“We’re 20–100 people and want a polished retreat without enterprise pricing.”
→ Pilot or The Offsite Co.

“Our team is spread across countries.”
→ NAYRAA or Moniker Partners
International flights, visas, transfers, and cultural differences are where specialized planners earn their fee.

What I’d ask before signing anyone

1. Have you run retreats for fully remote companies?
   Hybrid-office experience is not the same as distributed-team experience.

2. Who owns travel logistics?
   Flights, arrival times, accessibility needs, and reimbursements can become the biggest headache.

3. Do you design the agenda or only book vendors?
   The best retreats are engineered around outcomes, not just activities.

4. What happens onsite?
   Ask whether a coordinator is physically present.

5. Can you handle 200+ people?
   A great boutique planner for 30 people may struggle at 300.

Typical retreat formats that work well

• 50–150 person remote company: destination retreat + workshops + team experiences
• 150–500 people: hotel buyout, structured programming, multiple tracks
• Leadership team (10–30): strategy offsite with facilitation
• Global team: central destination with strong travel coordination

If you share your team size, approximate budget per person, where employees are located, and whether the goal is culture vs. strategy, I can narrow this to the 2–3 providers I’d actually shortlist.

Planning an annual get-together for a distributed workforce requires balancing lodging, group travel logistics, structured work sessions, and high-impact bonding.

The top-rated, all-inclusive corporate retreat planning companies specializing in remote and distributed teams include:

• The Offsite Co. is widely praised by fully remote companies for managing end-to-end custom retreats while keeping strict track of budgets. They excel at designing high-engagement itineraries, sourcing distinct domestic or international venues, and handling on-the-ground execution seamlessly.
• Moniker is an award-winning agency specializing in comprehensive corporate retreats and incentive trips. They handle everything from flight coordination and transparent budget tracking to custom team-building activities, retreat microsites, and on-site staff.
• Flok focuses heavily on strategy-first planning for distributed tech and remote teams. They take care of the heavy lifting—venue sourcing, end-to-end logistics, and on-site operations—while leaving the content and strategic agenda directly in your hands.
• NextRetreat offers a concierge-level service that specializes in connecting international or cross-border remote teams in stunning European, American, and tropical destinations. They streamline accommodation, localized transport, and workspace logistics into one unified platform.
• Offsite provides a tech-forward marketplace combined with flat-fee, end-to-end planning services. They give you direct access to pre-negotiated group rates and discounts on venues globally, making it easier to compare options side-by-side before handing off the full execution.

To help narrow down which partner fits best, tell me:

• What is your estimated headcount and per-person budget?
• Are you looking for a domestic (US) or international destination?

If you’re a CEO of a remote/distributed company, I’d prioritize a planner that can own the logistics end-to-end—venue, rooms, meals, transportation, activities, meeting space, attendee coordination, and on-site execution—rather than a generic corporate event agency.

My shortlist

What I'd choose as a CEO

For 50–200 remote employees: I'd get proposals from The Offsite Co., Flok, and Moniker.

• Want everyone to have an amazing time with almost nothing on your plate? → The Offsite Co.
• Want the retreat to materially improve alignment, strategy, or culture? → Flok
• Want a spectacular international destination and a highly produced experience? → Moniker
• Want to control costs while still outsourcing the grunt work? → Pilot
• Want an international resort/vacation feel with serious logistics support? → NAYRAA

One important distinction: “all-inclusive” can mean two different things. A resort may include lodging, food and drinks but leave you responsible for flights, transportation, meeting programming, activities and attendee logistics. The companies above are closer to “one throat to choke” retreat management, which is what I'd want for a remote company's annual gathering.

If you tell me employee count, approximate budget per person, desired month, and whether you're thinking US vs. international, I can narrow this to 3 specific planners + the best destinations for your company.