Venue Guides By City

San Diego vs Charleston: Which City is Better for Summer Corporate Retreats?

By Offsiteio Team4 min read

San Diego vs Charleston: Which City is Better for Summer Corporate Retreats? (2026)

As summer approaches, many organizations are considering the best locations for corporate retreats. Did you know that 70% of teams report increased productivity after attending an offsite? However, choosing the right city can be a daunting task. In this article, we’ll compare San Diego and Charleston—two vibrant cities that are perfect for summer corporate retreats in 2026.

Why Choose San Diego or Charleston for Your Corporate Retreat?

San Diego: A Coastal Paradise

San Diego is known for its stunning beaches, year-round pleasant weather, and a plethora of outdoor activities. The city boasts a range of venues that cater to corporate needs while providing a relaxed atmosphere.

Charleston: A Historic Charm

Charleston offers a unique blend of history, culture, and southern hospitality. The city’s picturesque landscapes and rich heritage create an inspiring backdrop for team-building and strategic planning.

Venue Comparison Table

| Venue Name | Location | Capacity | Price/Person/Night | Best For | Standout Feature | F&B Included | |--------------------------------|----------------------|------------------|---------------------|------------------------|------------------------------|--------------| | The US Grant Hotel | San Diego, CA | 300 | $180-250 | Large Teams | Historic luxury | Yes | | Paradise Point Resort | San Diego, CA | 400 | $150-220 | Team Building Retreats | Private beach access | Yes | | The Westin Charleston | Charleston, SC | 200 | $160-230 | Mid-sized Teams | Rooftop bar | Yes | | The Dewberry | Charleston, SC | 150 | $200-300 | Executive Retreats | Elegant design | Yes | | San Diego Convention Center | San Diego, CA | 10,000 | $50-100 | Large Conferences | Versatile meeting spaces | No | | Francis Marion Hotel | Charleston, SC | 250 | $140-210 | Historic Charm | Southern cuisine | Yes | | Catamaran Resort Hotel | San Diego, CA | 350 | $175-250 | Outdoor Activities | Waterfront views | Yes | | The William Aiken House | Charleston, SC | 100 | $120-180 | Intimate Gatherings | Historic plantation | No |

Our Top Picks

For Large Teams

San Diego Convention Center: With a capacity of up to 10,000, it’s perfect for large conferences and events. Price ranges from $50-100 per person, making it cost-effective for big groups.

For Mid-Sized Teams

The Westin Charleston: Ideal for groups of 200, this venue offers a modern atmosphere with prices between $160-230 per person.

For Intimate Gatherings

The William Aiken House: A charming historic venue perfect for smaller groups (up to 100). Price ranges from $120-180 per person.

Activity Recommendations

San Diego Activities

  1. Surf Lessons

    • Time Needed: 2 hours
    • Group Size: Up to 15
    • Cost: $100/person
    • Energy Level: High
    • Logistical Notes: Requires transportation to the beach.
  2. Balboa Park Scavenger Hunt

    • Time Needed: 3 hours
    • Group Size: Up to 50
    • Cost: $50/person
    • Energy Level: Moderate
    • Logistical Notes: Park entrance fees may apply.

Charleston Activities

  1. Historic Walking Tour

    • Time Needed: 2 hours
    • Group Size: Up to 30
    • Cost: $40/person
    • Energy Level: Low
    • Logistical Notes: Comfortable shoes recommended.
  2. Cooking Class

    • Time Needed: 3 hours
    • Group Size: Up to 20
    • Cost: $90/person
    • Energy Level: Moderate
    • Logistical Notes: Book early for availability.

Sample 3-Day Itinerary

Day 1: Arrival & Welcome Dinner

  • Morning: Arrive in San Diego/Charleston
  • Afternoon: Team-building activity (Surf Lessons or Historic Walking Tour)
  • Evening: Welcome dinner at venue

Day 2: Strategy Sessions

  • Morning: Breakfast and breakout sessions
  • Afternoon: Lunch followed by workshops
  • Evening: Casual networking event

Day 3: Wrap-Up & Departure

  • Morning: Final strategy session
  • Afternoon: Lunch and feedback session
  • Evening: Depart for home

Budget Breakdown for a 20-Person Team

| Category | Percentage | Total Cost (Approx.) | |----------------------|------------|-----------------------| | Venue | 40% | $2,000 | | F&B | 25% | $1,250 | | Activities | 15% | $750 | | Travel | 15% | $750 | | Contingency | 5% | $250 | | Total | 100% | $5,000 |

Conclusion: Choose Based on Your Team's Needs

Both San Diego and Charleston offer unique experiences for corporate retreats. San Diego excels in outdoor activities and beach access, while Charleston provides a rich historical backdrop.

Action Items:

  1. Determine your team size and budget.
  2. Decide on the type of experience you want (relaxed vs. historical).
  3. Book your selected venue 4-6 months in advance for optimal availability.

Get a Free Custom Offsite Proposal

Tell us your team size, dates, and goals. We'll send venue options, activity ideas, and a full budget breakdown within 48 hours.

Free Proposal

Ready to plan your offsite?

Let Offsiteio handle every detail of your next corporate retreat. Get a free proposal today.

Free Proposal
Venue Guides By City

How to Secure a Venue for a 100-Person Offsite in 30 Days

How to Secure a Venue for a 100Person Offsite in 30 Days Did you know that 70% of corporate offsites fail to meet their objectives due to poor venue selection and planning? If you'

Feb 28, 20264 min read
Venue Guides By City

Austin vs Denver: The Battle for Best Tech Retreat Destinations

Austin vs Denver: The Battle for Best Tech Retreat Destinations In 2026, the tech world is booming, and companies are increasingly turning to offsite retreats to foster innovation

Feb 28, 20264 min read
Venue Guides By City

Seattle vs Vancouver for Corporate Retreats: Which City Wins?

Seattle vs Vancouver for Corporate Retreats: Which City Wins? (2026) Did you know that 80% of corporate teams report improved collaboration and morale after attending a wellplanned

Feb 28, 20264 min read
Venue Guides By City

How to Secure the Best Beachfront Venues for Your Team Retreat

How to Secure the Best Beachfront Venues for Your Team Retreat (2026) Did you know that companies that hold team retreats experience a 25% increase in productivity and engagement?

Feb 28, 20264 min read
Venue Guides By City

Top 10 Scenic Venues for Corporate Retreats in Denver 2026

Top 10 Scenic Venues for Corporate Retreats in Denver 2026 Planning a corporate retreat can be overwhelming, especially when choosing the right venue. Did you know that 95% of lead

Feb 28, 20264 min read
Venue Guides By City

How to Choose the Best Offsite Venue for Your 20-Person Startup

How to Choose the Best Offsite Venue for Your 20Person Startup (2026) Did you know that companies that invest in team offsites report a 30% increase in employee engagement? However

Feb 28, 20264 min read